首页 > 最新文献

Journal of the Iranian Chemical Society最新文献

英文 中文
Leveraging conventional and natural solvents: physical extraction of 4-hydroxybenzoic acid 利用传统溶剂和天然溶剂:4-羟基苯甲酸的物理萃取
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-24 DOI: 10.1007/s13738-024-03099-3
Vishnu P. Yadav, Anil Kumar Chandrakar

The demand of 4-hydroxybenzoic acid (4-HBA) has increased due to their promising properties in the various industries such as pharmaceutical, cosmetic, and plastic sectors. Mostly 0.005 to 0.035 mol/liter of 4-HBA was observed in the waste stream or fermentation broth. Hence, this work presents a schematic study of 4-HBA separation from the aqueous phase by physical extraction method using conventional and natural solvents (CANS). The harmless and eco-friendly green solvents such as alsi (flaxseed) oil, castor oil, and conventional solvents such as diethyl carbonate, diethyl succinate, and xylene are employed in the extraction experiments. Several parameters, such as the KDHBA, %EHBA, PHBA, and the DHBA, were examined. The parameters were examined to evaluate the equilibrium for this physical extraction experiment. The obtained results showed the following trend of KDHBA and %EHBA, respectively, diethyl carbonate (0.951, 48.75%) > alsi oil (0.565, 36.12%) > diethyl succinate (0.504, 33.51%) > castor oil (0.457, 31.35%). > xylene (0.283, 22.06%).

Graphical abstract

由于 4-羟基苯甲酸(4-HBA)在制药、化妆品和塑料等各行各业中具有广阔的应用前景,因此其需求量不断增加。在废液或发酵液中观察到的 4-HBA 大部分为 0.005 至 0.035 摩尔/升。因此,本研究采用传统和天然溶剂(CANS),通过物理萃取法从水相中分离出 4-HBA 。萃取实验中使用了无害、环保的绿色溶剂,如亚麻籽油、蓖麻油,以及传统溶剂,如碳酸二乙酯、丁二酸二乙酯和二甲苯。对 KDHBA、%EHBA、PHBA 和 DHBA 等参数进行了检测。考察这些参数是为了评估该物理萃取实验的平衡状态。结果表明,KDHBA 和 %EHBA 的趋势分别为:碳酸二乙酯(0.951,48.75%);阿尔西油(0.565,36.12%);琥珀酸二乙酯(0.504,33.51%);蓖麻油(0.457,31.35%);二甲苯(0.283,22.06%)。
{"title":"Leveraging conventional and natural solvents: physical extraction of 4-hydroxybenzoic acid","authors":"Vishnu P. Yadav,&nbsp;Anil Kumar Chandrakar","doi":"10.1007/s13738-024-03099-3","DOIUrl":"10.1007/s13738-024-03099-3","url":null,"abstract":"<div><p>The demand of 4-hydroxybenzoic acid (4-HBA) has increased due to their promising properties in the various industries such as pharmaceutical, cosmetic, and plastic sectors. Mostly 0.005 to 0.035 mol/liter of 4-HBA was observed in the waste stream or fermentation broth. Hence, this work presents a schematic study of 4-HBA separation from the aqueous phase by physical extraction method using conventional and natural solvents (CANS). The harmless and eco-friendly green solvents such as alsi (flaxseed) oil, castor oil, and conventional solvents such as diethyl carbonate, diethyl succinate, and xylene are employed in the extraction experiments. Several parameters, such as the K<sub>DHBA</sub>, %E<sub>HBA</sub>, P<sub>HBA</sub>, and the D<sub>HBA</sub>, were examined. The parameters were examined to evaluate the equilibrium for this physical extraction experiment. The obtained results showed the following trend of K<sub>DHBA</sub> and %E<sub>HBA</sub>, respectively, diethyl carbonate (0.951, 48.75%) &gt; alsi oil (0.565, 36.12%) &gt; diethyl succinate (0.504, 33.51%) &gt; castor oil (0.457, 31.35%). &gt; xylene (0.283, 22.06%).</p><h3>Graphical abstract</h3>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 10","pages":"2683 - 2692"},"PeriodicalIF":2.2,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142452962","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A simple voltammetric method for rapid sensing of daunorubicin in the presence of dacarbazine by graphene oxide/metal–organic framework-235 nanocomposite-modified carbon paste electrode 氧化石墨烯/金属有机框架-235 纳米复合材料修饰的碳糊电极快速检测达卡巴嗪存在下的达奥鲁比星的简单伏安法
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-21 DOI: 10.1007/s13738-024-03092-w
Zahra Shamsadin-Azad, Mohammad Ali Taher, Hadi Beitollahi

In the current work, a novel and simple electrochemical sensing platform was built utilizing a graphene oxide (GO)/metal–organic framework-235 (MOF-235) nanocomposite, which was successfully synthesized and used as an excellent modifier to determine the simultaneous presence of two key anticancer medications, daunorubicin (DNR), and dacarbazine (DTIC). Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy, field-emission scanning electron microscopy, and scanning electron microscopy (SEM) are used to characterize the GO/MOF-235 nanocomposite. The electrocatalytic properties of the modified sensor based on MOF and GO in phosphate buffer solution (PBS) (0.1 M—pH 7.0) toward DNR redox reaction were thoroughly investigated using electrochemical methodologies including cyclic voltammetry, differential pulse voltammetry, and chronoamperometry. This GO/MOF-235-modified CPE demonstrated a wide linear response of 0.005–400.0 μM under optimized conditions. It was determined that 0.002 μM was the detection limit. This sensor displayed two distinct oxidation peaks at 390 mV for DNR and at 750 mV for dacarbazine (DTIC) (peak potential separation = 360 mV), allowing for the simultaneous detection of the two anticancer medications. Determination of these anticancer medicines in samples (DNR injection and DTIC injection) was effectively accomplished in the final step using the GO/MOF-235/CPE sensor.

本研究利用成功合成的氧化石墨烯(GO)/金属有机框架-235(MOF-235)纳米复合材料构建了一种新颖而简单的电化学传感平台,并将其作为一种优良的改性剂,用于同时测定两种关键抗癌药物达柔比星(DNR)和达卡巴嗪(DTIC)的存在。傅立叶变换红外光谱、能量色散 X 射线光谱、场发射扫描电子显微镜和扫描电子显微镜用于表征 GO/MOF-235 纳米复合材料。利用循环伏安法、差分脉冲伏安法和时变法等电化学方法,深入研究了基于 MOF 和 GO 的改性传感器在磷酸盐缓冲溶液(PBS)(0.1 M-pH7.0)中对 DNR 氧化还原反应的电催化特性。在优化条件下,这种 GO/MOF-235 改性氯化聚乙烯显示出 0.005-400.0 μM 的宽线性响应。检测极限为 0.002 μM。该传感器在 DNR 的 390 mV 和达卡巴嗪(DTIC)的 750 mV 处显示出两个不同的氧化峰(峰电位分离 = 360 mV),从而可以同时检测这两种抗癌药物。利用 GO/MOF-235/CPE 传感器在最后一步有效地检测了样品(DNR 注射液和 DTIC 注射液)中的这些抗癌药物。
{"title":"A simple voltammetric method for rapid sensing of daunorubicin in the presence of dacarbazine by graphene oxide/metal–organic framework-235 nanocomposite-modified carbon paste electrode","authors":"Zahra Shamsadin-Azad,&nbsp;Mohammad Ali Taher,&nbsp;Hadi Beitollahi","doi":"10.1007/s13738-024-03092-w","DOIUrl":"10.1007/s13738-024-03092-w","url":null,"abstract":"<div><p>In the current work, a novel and simple electrochemical sensing platform was built utilizing a graphene oxide (GO)/metal–organic framework-235 (MOF-235) nanocomposite, which was successfully synthesized and used as an excellent modifier to determine the simultaneous presence of two key anticancer medications, daunorubicin (DNR), and dacarbazine (DTIC). Fourier transform infrared spectroscopy, energy-dispersive X-ray spectroscopy, field-emission scanning electron microscopy, and scanning electron microscopy (SEM) are used to characterize the GO/MOF-235 nanocomposite. The electrocatalytic properties of the modified sensor based on MOF and GO in phosphate buffer solution (PBS) (0.1 M—pH 7.0) toward DNR redox reaction were thoroughly investigated using electrochemical methodologies including cyclic voltammetry, differential pulse voltammetry, and chronoamperometry. This GO/MOF-235-modified CPE demonstrated a wide linear response of 0.005–400.0 μM under optimized conditions. It was determined that 0.002 μM was the detection limit. This sensor displayed two distinct oxidation peaks at 390 mV for DNR and at 750 mV for dacarbazine (DTIC) (peak potential separation = 360 mV), allowing for the simultaneous detection of the two anticancer medications. Determination of these anticancer medicines in samples (DNR injection and DTIC injection) was effectively accomplished in the final step using the GO/MOF-235/CPE sensor.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 10","pages":"2623 - 2633"},"PeriodicalIF":2.2,"publicationDate":"2024-09-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13738-024-03092-w.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142452985","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Bimetallic-organic framework (Fe, Cu)/carbon nanotubes encapsulated Ni nanoparticles as heterogeneous catalyst in Fenton-like process for degradation of acid orange 7 dye 双金属有机框架(铁、铜)/碳纳米管封装镍纳米粒子作为异相催化剂在类似芬顿的过程中降解酸性橙 7 染料
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-21 DOI: 10.1007/s13738-024-03086-8
Pouya Tahmasebi, Jalal Basiri Parsa

The novel heterogeneous catalyst, Bimetallic-organic framework (Fe, Cu)/carbon nanotubes encapsulated Ni nanoparticles, has been introduced for efficient degradation of acid orange 7 (AO7) via Fenton-like process. Optimizing and modeling of the heterogeneous degradation process were performed using response surface methodology (RSM) based on a five-level central composite design (CCD). The study on the individual and interaction effect of four operating parameters including pH, H2O2 concentration (mM), catalyst dose (mg L−1) and reaction time (min) revealed that the maximum AO7 degradation efficiency (93.94%) was achieved under optimal conditions of pH = 4.0, H2O2 concentration = 25 mM, catalyst dose = 200.0 mg L−1 and reaction time = 27 min (k = 0.1024 (min−1)). Analysis of scavenging revealed that tertiary butyl alcohol (TBA) led to a notable reduction in the degradation of AO7 under optimal conditions. The degradation of AO7 dropped from 93.94% to 14.28% as TBA concentrations varied from 0 to 9 mmol L−1. Consequently, the rate constant of the degradation reaction decreased from 0.1002 to 0.0058 min−1 as the concentration of the quenching agent increased. Interestingly, it was found that besides the role of Fe, Cu and Ni species in the Fe0.6Cu0.3Ni0.1(BDC)@CNT, surface oxygen-functional groups on the CNT provides faster and efficient Fe(III)/Fe(II) cycle over a broader pH range. Furthermore, concerning the importance of economic and environmental issues, the possibility of regenerating the Fe0.6Cu0.3Ni0.1(BDC)@CNT catalyst for four consecutive cycles has been confirmed. The concluding observations of this study provide favorable outcomes in the development and utilizing the advanced MOF-based catalysts with the aim of effective environmental remediation.

Graphical Abstract

新型异相催化剂--双金属有机框架(铁、铜)/碳纳米管包裹镍纳米粒子--被引入到通过类似芬顿的过程高效降解酸性橙 7(AO7)的研究中。采用基于五级中心复合设计(CCD)的响应面方法(RSM)对异质降解过程进行了优化和建模。对 pH 值、H2O2 浓度(mM)、催化剂剂量(mg L-1)和反应时间(min)等四个操作参数的单独效应和交互效应的研究表明,在 pH 值 = 4.0、H2O2 浓度 = 25 mM、催化剂剂量 = 200.0 mg L-1 和反应时间 = 27 min(k = 0.1024 (min-1))的最佳条件下,AO7 降解效率最高(93.94%)。清除分析表明,在最佳条件下,叔丁醇(TBA)显著降低了 AO7 的降解。当 TBA 浓度从 0 到 9 mmol L-1 变化时,AO7 的降解率从 93.94% 下降到 14.28%。因此,随着淬灭剂浓度的增加,降解反应的速率常数从 0.1002 min-1 降至 0.0058 min-1。有趣的是,除了 Fe0.6Cu0.3Ni0.1(BDC)@CNT 中的铁、铜和镍物种的作用外,CNT 表面的氧官能团还能在更宽的 pH 值范围内提供更快、更高效的铁(III)/铁(II)循环。此外,考虑到经济和环境问题的重要性,研究还证实,Fe0.6Cu0.3Ni0.1(BDC)@CNT 催化剂可以连续再生四次。本研究的结论为开发和利用先进的基于 MOF 的催化剂以实现有效的环境修复提供了有利的结果。 图文摘要
{"title":"Bimetallic-organic framework (Fe, Cu)/carbon nanotubes encapsulated Ni nanoparticles as heterogeneous catalyst in Fenton-like process for degradation of acid orange 7 dye","authors":"Pouya Tahmasebi,&nbsp;Jalal Basiri Parsa","doi":"10.1007/s13738-024-03086-8","DOIUrl":"10.1007/s13738-024-03086-8","url":null,"abstract":"<div><p>The novel heterogeneous catalyst, Bimetallic-organic framework (Fe, Cu)/carbon nanotubes encapsulated Ni nanoparticles, has been introduced for efficient degradation of acid orange 7 (AO7) via Fenton-like process. Optimizing and modeling of the heterogeneous degradation process were performed using response surface methodology (RSM) based on a five-level central composite design (CCD). The study on the individual and interaction effect of four operating parameters including pH, H<sub>2</sub>O<sub>2</sub> concentration (mM), catalyst dose (mg L<sup>−1</sup>) and reaction time (min) revealed that the maximum AO7 degradation efficiency (93.94%) was achieved under optimal conditions of pH = 4.0, H<sub>2</sub>O<sub>2</sub> concentration = 25 mM, catalyst dose = 200.0 mg L<sup>−1</sup> and reaction time = 27 min (<i>k</i> = 0.1024 (min<sup>−1</sup>)). Analysis of scavenging revealed that tertiary butyl alcohol (TBA) led to a notable reduction in the degradation of AO7 under optimal conditions. The degradation of AO7 dropped from 93.94% to 14.28% as TBA concentrations varied from 0 to 9 mmol L<sup>−1</sup>. Consequently, the rate constant of the degradation reaction decreased from 0.1002 to 0.0058 min<sup>−1</sup> as the concentration of the quenching agent increased. Interestingly, it was found that besides the role of Fe, Cu and Ni species in the Fe<sub>0.6</sub>Cu<sub>0.3</sub>Ni<sub>0.1</sub>(BDC)@CNT, surface oxygen-functional groups on the CNT provides faster and efficient Fe(III)/Fe(II) cycle over a broader pH range. Furthermore, concerning the importance of economic and environmental issues, the possibility of regenerating the Fe<sub>0.6</sub>Cu<sub>0.3</sub>Ni<sub>0.1</sub>(BDC)@CNT catalyst for four consecutive cycles has been confirmed. The concluding observations of this study provide favorable outcomes in the development and utilizing the advanced MOF-based catalysts with the aim of effective environmental remediation.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 10","pages":"2587 - 2605"},"PeriodicalIF":2.2,"publicationDate":"2024-09-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142452987","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Spectroscopy investigations on chemosensor activities of isatin-hydrazones toward Ag+ and Hg2+ ions 异汀-酰肼对 Ag+和 Hg2+离子化学传感器活性的光谱学研究
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-18 DOI: 10.1007/s13738-024-03091-x
Ghodsi Mohammadi Ziarani, Zahra Panahande, Fatemeh Mohajer, Rajender S. Varma, Alireza Badiei, Siavash Iravani

In this paper, isatin-hydrazone was synthesized using SBA-Pr-N-Is-But-SO3H as nanocatalyst via the two-component reaction of isatin with hydrazine hydrate in an expeditious reaction with high yield of production. The sensing properties were evaluated in EtOH: H2O (1:9) for the different cation (K+, Ca2+, Na+, Cu2+, Zn2+, Cr3+, Mn2+, Co2+, Al3+, Pb2+, Ag+, Cd2+, Ni2+, Hg2+, and Mg2+). The obtained results revealed that these compounds could be applied as chemosensor for the sensitive detection of Hg2+ and Ag+ ions using UV–Vis spectroscopy and fluorescence spectroscopy, respectively. The detection limit was calculated to be 1.17 × 10–6 M for Hg2+ ions and 1.4 × 10–6 M for Ag+ ions. Also, isatin-hydrazone was treated with 4-flurobenzaldehyde to obtain 4-fluorobenzaldehyde-N-(2-oxo-1,2-dihydro-3H-indole-3-indole-3-ylidene)hydrazone which could sensitively select Hg2+ ions among different ions using fluorescence spectroscopy. The detection limit of the colorimetric sensor to detect the Hg2+ ions is 3.6 × 10–6 M. At the end of the reaction, the nanocatalyst was recovered and reused.

Graphical Abstract

本文使用 SBA-Pr-N-Is-But-SO3H 作为纳米催化剂,通过异汀与水合肼的双组分反应合成了异汀腙,反应迅速,产率高。在 EtOH: H2O(1:9)中评估了不同阳离子(K+、Ca2+、Na+、Cu2+、Zn2+、Cr3+、Mn2+、Co2+、Al3+、Pb2+、Ag+、Cd2+、Ni2+、Hg2+ 和 Mg2+)的传感特性。研究结果表明,这些化合物可用作化学传感器,分别利用紫外可见光谱和荧光光谱灵敏地检测 Hg2+ 和 Ag+ 离子。经计算,Hg2+ 离子的检测限为 1.17 × 10-6 M,Ag+ 离子的检测限为 1.4 × 10-6 M。此外,用 4-氟苯甲醛处理异汀腙可得到 4-氟苯甲醛-N-(2-氧代-1,2-二氢-3H-吲哚-3-吲哚-3-亚基)腙,该腙可利用荧光光谱在不同离子中灵敏地选择 Hg2+离子。反应结束后,纳米催化剂被回收并重复使用。
{"title":"Spectroscopy investigations on chemosensor activities of isatin-hydrazones toward Ag+ and Hg2+ ions","authors":"Ghodsi Mohammadi Ziarani,&nbsp;Zahra Panahande,&nbsp;Fatemeh Mohajer,&nbsp;Rajender S. Varma,&nbsp;Alireza Badiei,&nbsp;Siavash Iravani","doi":"10.1007/s13738-024-03091-x","DOIUrl":"10.1007/s13738-024-03091-x","url":null,"abstract":"<div><p>In this paper, isatin-hydrazone was synthesized using SBA-Pr-N-Is-But-SO<sub>3</sub>H as nanocatalyst via the two-component reaction of isatin with hydrazine hydrate in an expeditious reaction with high yield of production. The sensing properties were evaluated in EtOH: H<sub>2</sub>O (1:9) for the different cation (K<sup>+</sup>, Ca<sup>2+</sup>, Na<sup>+</sup>, Cu<sup>2+</sup>, Zn<sup>2+</sup>, Cr<sup>3+</sup>, Mn<sup>2+</sup>, Co<sup>2+</sup>, Al<sup>3+</sup>, Pb<sup>2+</sup>, Ag<sup>+</sup>, Cd<sup>2+</sup>, Ni<sup>2+</sup>, Hg<sup>2+</sup>, and Mg<sup>2+</sup>). The obtained results revealed that these compounds could be applied as chemosensor for the sensitive detection of Hg<sup>2+</sup> and Ag<sup>+</sup> ions using UV–Vis spectroscopy and fluorescence spectroscopy, respectively. The detection limit was calculated to be 1.17 × 10<sup>–6</sup> M for Hg<sup>2+</sup> ions and 1.4 × 10<sup>–6</sup> M for Ag<sup>+</sup> ions. Also, isatin-hydrazone was treated with 4-flurobenzaldehyde to obtain 4-fluorobenzaldehyde-N-(2-oxo-1,2-dihydro-3H-indole-3-indole-3-ylidene)hydrazone which could sensitively select Hg<sup>2+</sup> ions among different ions using fluorescence spectroscopy. The detection limit of the colorimetric sensor to detect the Hg<sup>2+</sup> ions is 3.6 × 10<sup>–6</sup> M. At the end of the reaction, the nanocatalyst was recovered and reused.</p><h3>Graphical Abstract</h3>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 10","pages":"2607 - 2622"},"PeriodicalIF":2.2,"publicationDate":"2024-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13738-024-03091-x.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142258033","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Adsorption properties of Ni(II) ions from an aqueous solution onto activated carbon prepared from Posidonia oceanica seagrass 海草制备的活性炭对水溶液中 Ni(II) 离子的吸附特性
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-17 DOI: 10.1007/s13738-024-03098-4
Ramazan Donat, Hacer Şensöz

This study examined the adsorption ability of Ni(II) metal ions from aqueous solutions on a physically activated adsorbent of Posidonia oceanica seagrass (AC-PO), which is both economically and naturally available. The effects of pH, amount of adsorbent, concentration of nickel ions, temperature, and contact time, which are among the parameters affecting the adsorption of Ni(II) ions on AC-PO, were examined. The kinetic data fit well with the pseudo-second-order model. The adsorption of Ni(II) ions showed compliance with Langmuir, Freundlich, and D-R isotherms. The Langmuir model showed better representation of data (0.9993). The maximum adsorption capacity of AC-PO for nickel ions was 138.89 mg·g−1.at 25 °C The thermodynamic parameters such as ∆G°, ∆H°, and ∆S° were calculated for the Ni(II) ion, and it was determined that the adsorption was spontaneous and endothermic. In qualitative chemical analysis by energy dispersive spectroscopy (EDS), it was found that there was ion exchange with adsorption of nickel ions on the AC-PO adsorbent. According to the results obtained from this study, it can be said that the adsorption ability of the AC-PO adsorbent is quite high in the removal of Ni(II) ions from aqueous solutions.

本研究考察了水溶液中的镍(II)金属离子在海草物理活性吸附剂(AC-PO)上的吸附能力。研究考察了 pH 值、吸附剂用量、镍离子浓度、温度和接触时间等参数对 AC-PO 吸附镍(II)离子的影响。动力学数据与假二阶模型十分吻合。Ni(II) 离子的吸附符合 Langmuir、Freundlich 和 D-R 等温线。Langmuir 模型较好地反映了数据(0.9993)。计算了 Ni(II)离子的热力学参数,如 ∆G°、∆H° 和 ∆S°,并确定吸附是自发的、内热的。通过能量色散光谱(EDS)进行定性化学分析发现,AC-PO 吸附剂在吸附镍离子时存在离子交换。根据本研究得出的结果,可以说 AC-PO 吸附剂在去除水溶液中的镍(II)离子方面具有相当高的吸附能力。
{"title":"Adsorption properties of Ni(II) ions from an aqueous solution onto activated carbon prepared from Posidonia oceanica seagrass","authors":"Ramazan Donat,&nbsp;Hacer Şensöz","doi":"10.1007/s13738-024-03098-4","DOIUrl":"10.1007/s13738-024-03098-4","url":null,"abstract":"<div><p>This study examined the adsorption ability of Ni(II) metal ions from aqueous solutions on a physically activated adsorbent of <i>Posidonia oceanica</i> seagrass (AC-PO), which is both economically and naturally available. The effects of pH, amount of adsorbent, concentration of nickel ions, temperature, and contact time, which are among the parameters affecting the adsorption of Ni(II) ions on AC-PO, were examined. The kinetic data fit well with the pseudo-second-order model. The adsorption of Ni(II) ions showed compliance with Langmuir, Freundlich, and D-R isotherms. The Langmuir model showed better representation of data (0.9993). The maximum adsorption capacity of AC-PO for nickel ions was 138.89 mg·g<sup>−1</sup>.at 25 °C The thermodynamic parameters such as ∆G°, ∆H°, and ∆S° were calculated for the Ni(II) ion, and it was determined that the adsorption was spontaneous and endothermic. In qualitative chemical analysis by energy dispersive spectroscopy (EDS), it was found that there was ion exchange with adsorption of nickel ions on the AC-PO adsorbent. According to the results obtained from this study, it can be said that the adsorption ability of the AC-PO adsorbent is quite high in the removal of Ni(II) ions from aqueous solutions.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 10","pages":"2669 - 2681"},"PeriodicalIF":2.2,"publicationDate":"2024-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142258034","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
A comprehensive review on synthetic strategy and MOA of marketed drugs having therapeutically potential chemical entity pyrazole 全面回顾具有治疗潜力的化学实体吡唑的合成策略和已上市药物的 MOA
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-17 DOI: 10.1007/s13738-024-03095-7
Sucheta Singh, Kuldeep Singh, Sumit Tahlan

Nitrogen-containing heterocycles have been desirable targets for synthesis for many years because of their structural diversity and biological significance. Five-membered heterocyclic rings, or pyrazole, are a flexible starting point for the design of effective bioactive compounds and are widely used in medicinal chemistry, drug discovery, agrochemistry, coordination chemistry, and organometallic chemistry. Pyrazole derivatives have played an important role in heterocyclic chemistry and have been extensively studied owing to their ease of access, diversified chemical reactivity, and broad biological properties, including antibacterial, anti-inflammatory, anticancer, analgesic, anticonvulsant, anthelmintic, antioxidant, and herbicidal properties. Pyrazole nuclei are synthesized via a variety of methods, including the multicomponent approach, dipolar cycloaddition, cyclocondensation of hydrazine with a carbonyl system, heterocyclic system, and multicomponent approach. The current review is an attempt to understand the chemistry and medicinal importance of the pyrazole-containing marketed drugs reported to date, which will undoubtedly assist the scientific community in making further advances in the isolation and synthesis of pyrazole-based novel bioactive compounds.

Graphical abstract

多年来,含氮杂环因其结构的多样性和生物学意义一直是理想的合成目标。五元杂环或吡唑是设计有效生物活性化合物的灵活起点,广泛应用于药物化学、药物发现、农业化学、配位化学和有机金属化学。吡唑衍生物在杂环化学中发挥着重要作用,并因其易于获得、化学反应活性多样化以及广泛的生物特性(包括抗菌、抗炎、抗癌、镇痛、抗惊厥、驱虫、抗氧化和除草特性)而被广泛研究。吡唑核的合成方法多种多样,包括多组分法、双极环加成法、肼与羰基体系的环缩合法、杂环体系和多组分法。本综述试图了解迄今已报道的含吡唑上市药物的化学性质和药用重要性,这无疑将有助于科学界在分离和合成基于吡唑的新型生物活性化合物方面取得进一步进展。
{"title":"A comprehensive review on synthetic strategy and MOA of marketed drugs having therapeutically potential chemical entity pyrazole","authors":"Sucheta Singh,&nbsp;Kuldeep Singh,&nbsp;Sumit Tahlan","doi":"10.1007/s13738-024-03095-7","DOIUrl":"10.1007/s13738-024-03095-7","url":null,"abstract":"<div><p>Nitrogen-containing heterocycles have been desirable targets for synthesis for many years because of their structural diversity and biological significance. Five-membered heterocyclic rings, or pyrazole, are a flexible starting point for the design of effective bioactive compounds and are widely used in medicinal chemistry, drug discovery, agrochemistry, coordination chemistry, and organometallic chemistry. Pyrazole derivatives have played an important role in heterocyclic chemistry and have been extensively studied owing to their ease of access, diversified chemical reactivity, and broad biological properties, including antibacterial, anti-inflammatory, anticancer, analgesic, anticonvulsant, anthelmintic, antioxidant, and herbicidal properties. Pyrazole nuclei are synthesized via a variety of methods, including the multicomponent approach, dipolar cycloaddition, cyclocondensation of hydrazine with a carbonyl system, heterocyclic system, and multicomponent approach. The current review is an attempt to understand the chemistry and medicinal importance of the pyrazole-containing marketed drugs reported to date, which will undoubtedly assist the scientific community in making further advances in the isolation and synthesis of pyrazole-based novel bioactive compounds.</p><h3>Graphical abstract</h3>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 10","pages":"2531 - 2564"},"PeriodicalIF":2.2,"publicationDate":"2024-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13738-024-03095-7.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142258035","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
An efficient synthesis of pyrano [2, 3-d] pyrimidines catalyzed by ZrO2-CeO2 nanoparticles and their anticancer evaluation ZrO2-CeO2 纳米粒子催化的吡喃 [2, 3-d] 嘧啶的高效合成及其抗癌评估
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-13 DOI: 10.1007/s13738-024-03097-5
Aarti Nagar, Virendra Singh Meena, Pradeep Kumar Paliwal, Shubha Jain

Zirconium doped cerium nanoparticles have been found to be an excellent heterogeneous catalyst for the one-pot multi-component reactions of Barbituric acid, aromatic aldehyde and malononitrile to yield the Pyrano(2,3-d) pyrimidine derivatives in aqueous media. The results showed that nanosized CeO2 − ZrO2 has a potential catalytic material for the synthesis of title compound. All the synthesized molecules were determined and characterised by chromatographic and spectroscopic (IR,1H-NMR, 13C-NMR, HR-MS) analysis. The formation, size and morphology of the metal ions present in the material is confirmed by powdered X-ray diffraction (XRD), scanning electron microscopy (SEM) and transmission electron microscopy (TEM) techniques. The synthesised compounds have shown good to excellent cytotoxicity against human breast cancer cell line MDA-MB-453.

研究发现,掺锆铈纳米粒子是一种优良的异相催化剂,可在水介质中通过巴比妥酸、芳香醛和丙二腈的一锅多组分反应生成吡喃(2,3-d)嘧啶衍生物。结果表明,纳米级 CeO2 - ZrO2 是合成标题化合物的潜在催化材料。所有合成的分子都通过色谱和光谱(红外光谱、1H-NMR、13C-NMR、HR-MS)分析进行了测定和表征。粉末 X 射线衍射(XRD)、扫描电子显微镜(SEM)和透射电子显微镜(TEM)技术证实了材料中金属离子的形成、大小和形态。合成的化合物对人类乳腺癌细胞系 MDA-MB-453 具有良好至卓越的细胞毒性。
{"title":"An efficient synthesis of pyrano [2, 3-d] pyrimidines catalyzed by ZrO2-CeO2 nanoparticles and their anticancer evaluation","authors":"Aarti Nagar,&nbsp;Virendra Singh Meena,&nbsp;Pradeep Kumar Paliwal,&nbsp;Shubha Jain","doi":"10.1007/s13738-024-03097-5","DOIUrl":"10.1007/s13738-024-03097-5","url":null,"abstract":"<div><p>Zirconium doped cerium nanoparticles have been found to be an excellent heterogeneous catalyst for the one-pot multi-component reactions of Barbituric acid, aromatic aldehyde and malononitrile to yield the Pyrano(2,3-d) pyrimidine derivatives in aqueous media. The results showed that nanosized CeO<sub>2</sub> − ZrO<sub>2</sub> has a potential catalytic material for the synthesis of title compound. All the synthesized molecules were determined and characterised by chromatographic and spectroscopic (IR,<sup>1</sup>H-NMR, <sup>13</sup>C-NMR, HR-MS) analysis. The formation, size and morphology of the metal ions present in the material is confirmed by powdered X-ray diffraction (XRD), scanning electron microscopy (SEM) and transmission electron microscopy (TEM) techniques. The synthesised compounds have shown good to excellent cytotoxicity against human breast cancer cell line MDA-MB-453.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 10","pages":"2659 - 2667"},"PeriodicalIF":2.2,"publicationDate":"2024-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s13738-024-03097-5.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142258068","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Determination of uranium in water samples by energy-dispersive X-ray fluorescence spectrometry after solid-phase extraction 固相萃取后利用能量色散 X 射线荧光光谱法确定水样中的铀含量
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-13 DOI: 10.1007/s13738-024-03093-9
Roberta N. C. S. Carvalho, Taiana A. Anunciação, Alailson F. Dantas, Fabio de S. Dias, Leonardo S. G. Teixeira

An analytical method is presented for determining the uranium concentration in water samples via energy-dispersive X-ray fluorescence (EDXRF) spectrometry after solid-phase extraction. For the preconcentration procedure, the 1-(-2-thiazolylazo)-2-naphthol (TAN) reagent was used to complex the analyte in the samples. After the percolation of the sample and retention of the complex on a C18 disk, analysis was performed directly on the solid phase via EDXRF. The pH, sample flow rate, and sample volume were analyzed in terms of the uranium extraction. Using a sample volume of 110.0 mL buffered at pH 6.5 and a flow rate of 1.0 mL min−1, an enrichment factor (EF) of 645 was achieved, with a limit of detection of 1.5 μg L−1. The relative standard deviation (RSD, %), calculated from replications of the experiment under recommended conditions (n = 10; 20 μg L−1), was 10%. The results of the analyte addition and recovery tests varied between 98 and 117%. The accuracy of the method was verified via analysis of a water reference material, with no significant difference between the obtained values and the certified values (95% confidence level). The method was applied to groundwater, river water, and tap water samples collected in Caetité, Bahia, Brazil, and the results were compared with those obtained via inductively coupled plasma‒mass spectrometry (ICP‒MS). All the collected samples presented uranium concentrations below the acceptable maximum limit for drinking water samples.

本文介绍了一种在固相萃取后通过能量色散 X 射线荧光光谱法测定水样中铀浓度的分析方法。在预浓缩过程中,使用 1-(-2-噻唑偶氮)-2-萘酚(TAN)试剂络合样品中的分析物。样品渗滤并在 C18 盘上保留络合物后,直接在固相上通过 EDXRF 进行分析。从铀萃取的角度分析了 pH 值、样品流速和样品量。使用 pH 值为 6.5 的缓冲液和 1.0 mL/min-1 的流速,样品量为 110.0 mL,富集因子 (EF) 为 645,检测限为 1.5 μg L-1。根据推荐条件下的重复实验(n = 10;20 μg L-1)计算得出的相对标准偏差(RSD,%)为 10%。分析物添加和回收率测试的结果介于 98% 和 117% 之间。该方法的准确性通过对水参考物质的分析得到了验证,所得值与认证值之间无明显差异(置信度为 95%)。该方法适用于在巴西巴伊亚州 Caetité收集的地下水、河水和自来水样本,并将结果与电感耦合等离子体质谱法(ICP-MS)获得的结果进行了比较。收集到的所有样本中的铀浓度都低于饮用水样本的可接受最高限值。
{"title":"Determination of uranium in water samples by energy-dispersive X-ray fluorescence spectrometry after solid-phase extraction","authors":"Roberta N. C. S. Carvalho,&nbsp;Taiana A. Anunciação,&nbsp;Alailson F. Dantas,&nbsp;Fabio de S. Dias,&nbsp;Leonardo S. G. Teixeira","doi":"10.1007/s13738-024-03093-9","DOIUrl":"10.1007/s13738-024-03093-9","url":null,"abstract":"<div><p>An analytical method is presented for determining the uranium concentration in water samples via energy-dispersive X-ray fluorescence (EDXRF) spectrometry after solid-phase extraction. For the preconcentration procedure, the 1-(-2-thiazolylazo)-2-naphthol (TAN) reagent was used to complex the analyte in the samples. After the percolation of the sample and retention of the complex on a C18 disk, analysis was performed directly on the solid phase via EDXRF. The pH, sample flow rate, and sample volume were analyzed in terms of the uranium extraction. Using a sample volume of 110.0 mL buffered at pH 6.5 and a flow rate of 1.0 mL min<sup>−1</sup>, an enrichment factor (EF) of 645 was achieved, with a limit of detection of 1.5 μg L<sup>−1</sup>. The relative standard deviation (RSD, %), calculated from replications of the experiment under recommended conditions (n = 10; 20 μg L<sup>−1</sup>), was 10%. The results of the analyte addition and recovery tests varied between 98 and 117%. The accuracy of the method was verified via analysis of a water reference material, with no significant difference between the obtained values and the certified values (95% confidence level). The method was applied to groundwater, river water, and tap water samples collected in Caetité, Bahia, Brazil, and the results were compared with those obtained via inductively coupled plasma‒mass spectrometry (ICP‒MS). All the collected samples presented uranium concentrations below the acceptable maximum limit for drinking water samples.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 10","pages":"2635 - 2642"},"PeriodicalIF":2.2,"publicationDate":"2024-09-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142258070","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Utilization of 2-cyano-N-(2,5-dioxopyrrolidin-1-yl) acetamide for the synthesis of thiazole, pyrazole and pyridene derivatives with a biological evaluation 利用 2-氰基-N-(2,5-二氧代吡咯烷-1-基)乙酰胺合成噻唑、吡唑和吡啶衍生物并进行生物学评价
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-12 DOI: 10.1007/s13738-024-03082-y
Mohamed Ahmed Mahmoud Abdel Reheim, Ibrahim Saad Abdel Hafiz, Reem Mustafa Darweesh, Sayeda Abdelrazek Abdelhamid, Mohamed Ahmed Elian Sophy

A range of fused heterocyclic compounds are generated utilizing the crucial intermediary 2-cyano-N-(2,5-dioxopyrrolidin-1-yl) acetamide 4. Spectral analysis was executed to support the structures of the newly synthesized compounds, which is expected to have a potential biological activity. The antimicrobial activity of the recently synthesized compounds and their derivatives has been tested against B. subtilis, S. aureus, E. coli, P. aeruginosa, S. typhimurium, C. albicans, and A. niger, as reference antibiotics, ampicillin and mycostatin, were used against test bacteria and fungi, respectively. In general, the novel produced compounds demonstrated a good antibacterial action against the previously indicated pathogens.

利用关键中间体 2-氰基-N-(2,5-二氧代吡咯烷-1-基)乙酰胺 4 生成了一系列融合杂环化合物。光谱分析证实了新合成化合物的结构,预计这些化合物具有潜在的生物活性。最近合成的化合物及其衍生物对枯草杆菌、金黄色葡萄球菌、大肠杆菌、铜绿假单胞菌、鼠伤寒杆菌、白僵菌和黑曲霉的抗菌活性进行了测试。总的来说,所生产的新型化合物对上述病原体具有良好的抗菌作用。
{"title":"Utilization of 2-cyano-N-(2,5-dioxopyrrolidin-1-yl) acetamide for the synthesis of thiazole, pyrazole and pyridene derivatives with a biological evaluation","authors":"Mohamed Ahmed Mahmoud Abdel Reheim,&nbsp;Ibrahim Saad Abdel Hafiz,&nbsp;Reem Mustafa Darweesh,&nbsp;Sayeda Abdelrazek Abdelhamid,&nbsp;Mohamed Ahmed Elian Sophy","doi":"10.1007/s13738-024-03082-y","DOIUrl":"10.1007/s13738-024-03082-y","url":null,"abstract":"<div><p>A range of fused heterocyclic compounds are generated utilizing the crucial intermediary 2-cyano-N-(2,5-dioxopyrrolidin-1-yl) acetamide <b>4</b>. Spectral analysis was executed to support the structures of the newly synthesized compounds, which is expected to have a potential biological activity. The antimicrobial activity of the recently synthesized compounds and their derivatives has been tested against <i>B. subtilis, S. aureus, E. coli</i>, <i>P. aeruginosa, S. typhimurium, C. albicans, and A. niger,</i> as reference antibiotics, <i>ampicillin</i> and <i>mycostatin</i>, were used against test bacteria and fungi, respectively. In general, the novel produced compounds demonstrated a good antibacterial action against the previously indicated pathogens.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 9","pages":"2443 - 2458"},"PeriodicalIF":2.2,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142175374","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis, antiproliferative activity and molecular docking studies of neo- and isocryptolepine conjugates 新鸦胆子碱和异鸦胆子碱共轭物的合成、抗增殖活性和分子对接研究
IF 2.2 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-09-10 DOI: 10.1007/s13738-024-03078-8
Kholoud Heshmat, Asmaa T. Mohamed, Samah A. Loutfy, Ramy Mohamed AbdElaziz, Mehrez E. El-Naggar, Mohamed A. Hamed, Mohamed Atef, Elbadawy A. Kamoun, Ibrahim El-Tantawy El-Sayed, Yasmine S. Moemen

A series of twelve conjugates 9a-c, 10a-c, 11a-c, and 12a-c based on naturally occurring neo- and isocryptolepines I and II were synthesized and characterized. The synthetic pathways involved nucleophilic substitution reaction of the preprepared amines 4a-c and 5a-c with 1-(4-bromobutyl)indole derivatives 8a and 8b, respectively, in aprotic solvent under heating. The structures of the synthesized conjugates were elucidated by FTIR, 1H NMR, 13C NMR, and MS spectrometry and showed data consistence with the expected structures. The antiproliferative activity of 9a-c, 10a-c, 11a-c and 12a-c was evaluated against HepG-2 and HCT-116 cancer cell lines using normal cells and reference drug paclitaxel. The screening results revealed that 9b and 9c were the most active conjugates against HepG-2 and HCT-116 cancer cell lines with IC50: 8.49, 9.52, 16.87, 21.75 µM, respectively, using paclitaxel as a reference drug. It is worth noting that 9b and 9c were more selective toward cancer cells versus normal Vero cells. To rationalize the anticancer activity and selectivity of 9b and 9c, we have performed molecular docking study against human topoisomerases I and II for better understanding of their anticancer activities in atomic level. Molecular docking studies revealed that the presence of planar indoloquinoline fused four rings and a flexible side chain pharmacophores together improve DNA-intercalation and inhibition of DNA-Topo isomerases activity.

以天然新吲哚和异吲哚啉 I 和 II 为基础,合成了一系列共轭物 9a-c、10a-c、11a-c 和 12a-c,并对其进行了表征。合成过程包括在加热的非烷基溶剂中,将制备的胺 4a-c 和 5a-c 分别与 1-(4-溴丁基)吲哚衍生物 8a 和 8b 进行亲核取代反应。通过傅立叶变换红外光谱、1H NMR、13C NMR 和 MS 光谱分析阐明了合成共轭物的结构,结果表明数据与预期结构一致。利用正常细胞和参考药物紫杉醇评估了 9a-c、10a-c、11a-c 和 12a-c 对 HepG-2 和 HCT-116 癌细胞株的抗增殖活性。筛选结果表明,9b 和 9c 是对 HepG-2 和 HCT-116 癌细胞株最有效的共轭物,以紫杉醇为参照药物,其 IC50 分别为 8.49、9.52、16.87 和 21.75 µM。值得注意的是,与正常 Vero 细胞相比,9b 和 9c 对癌细胞的选择性更高。为了合理解释 9b 和 9c 的抗癌活性和选择性,我们针对人类拓扑异构酶 I 和 II 进行了分子对接研究,以更好地了解它们在原子水平上的抗癌活性。分子对接研究发现,平面吲哚喹啉融合四环和柔性侧链药噬体的存在共同提高了 DNA 介导和抑制 DNA 拓扑异构酶的活性。
{"title":"Synthesis, antiproliferative activity and molecular docking studies of neo- and isocryptolepine conjugates","authors":"Kholoud Heshmat,&nbsp;Asmaa T. Mohamed,&nbsp;Samah A. Loutfy,&nbsp;Ramy Mohamed AbdElaziz,&nbsp;Mehrez E. El-Naggar,&nbsp;Mohamed A. Hamed,&nbsp;Mohamed Atef,&nbsp;Elbadawy A. Kamoun,&nbsp;Ibrahim El-Tantawy El-Sayed,&nbsp;Yasmine S. Moemen","doi":"10.1007/s13738-024-03078-8","DOIUrl":"10.1007/s13738-024-03078-8","url":null,"abstract":"<div><p>A series of twelve conjugates <b>9a-c, 10a-c</b>, <b>11a-c,</b> and <b>12a-c</b> based on naturally occurring neo- and isocryptolepines <b>I</b> and <b>II</b> were synthesized and characterized. The synthetic pathways involved nucleophilic substitution reaction of the preprepared amines <b>4a-c</b> and <b>5a-c</b> with 1-(4-bromobutyl)indole derivatives <b>8a</b> and <b>8b</b>, respectively, in aprotic solvent under heating. The structures of the synthesized conjugates were elucidated by <b>FTIR, </b><sup><b>1</b></sup><b>H NMR</b>, <sup><b>13</b></sup><b>C NMR,</b> and <b>MS</b> spectrometry and showed data consistence with the expected structures. The antiproliferative activity of <b>9a-c, 10a-c, 11a-c</b> and <b>12a-c</b> was evaluated against HepG-2 and HCT-116 cancer cell lines using normal cells and reference drug paclitaxel. The screening results revealed that <b>9b</b> and <b>9c</b> were the most active conjugates against HepG-2 and HCT-116 cancer cell lines with IC<sub>50</sub>: 8.49, 9.52, 16.87, 21.75 µM, respectively, using <i>paclitaxel</i> as a reference drug. It is worth noting that <b>9b</b> and <b>9c</b> were more selective toward cancer cells versus normal Vero cells. To rationalize the anticancer activity and selectivity of <b>9b</b> and <b>9c,</b> we have performed molecular docking study against human topoisomerases I and II for better understanding of their anticancer activities in atomic level. Molecular docking studies revealed that the presence of planar indoloquinoline fused four rings and a flexible side chain pharmacophores together improve DNA-intercalation and inhibition of DNA-Topo isomerases activity.</p></div>","PeriodicalId":676,"journal":{"name":"Journal of the Iranian Chemical Society","volume":"21 9","pages":"2401 - 2412"},"PeriodicalIF":2.2,"publicationDate":"2024-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142175373","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
期刊
Journal of the Iranian Chemical Society
全部 Acc. Chem. Res. ACS Applied Bio Materials ACS Appl. Electron. Mater. ACS Appl. Energy Mater. ACS Appl. Mater. Interfaces ACS Appl. Nano Mater. ACS Appl. Polym. Mater. ACS BIOMATER-SCI ENG ACS Catal. ACS Cent. Sci. ACS Chem. Biol. ACS Chemical Health & Safety ACS Chem. Neurosci. ACS Comb. Sci. ACS Earth Space Chem. ACS Energy Lett. ACS Infect. Dis. ACS Macro Lett. ACS Mater. Lett. ACS Med. Chem. Lett. ACS Nano ACS Omega ACS Photonics ACS Sens. ACS Sustainable Chem. Eng. ACS Synth. Biol. Anal. Chem. BIOCHEMISTRY-US Bioconjugate Chem. BIOMACROMOLECULES Chem. Res. Toxicol. Chem. Rev. Chem. Mater. CRYST GROWTH DES ENERG FUEL Environ. Sci. Technol. Environ. Sci. Technol. Lett. Eur. J. Inorg. Chem. IND ENG CHEM RES Inorg. Chem. J. Agric. Food. Chem. J. Chem. Eng. Data J. Chem. Educ. J. Chem. Inf. Model. J. Chem. Theory Comput. J. Med. Chem. J. Nat. Prod. J PROTEOME RES J. Am. Chem. Soc. LANGMUIR MACROMOLECULES Mol. Pharmaceutics Nano Lett. Org. Lett. ORG PROCESS RES DEV ORGANOMETALLICS J. Org. Chem. J. Phys. Chem. J. Phys. Chem. A J. Phys. Chem. B J. Phys. Chem. C J. Phys. Chem. Lett. Analyst Anal. Methods Biomater. Sci. Catal. Sci. Technol. Chem. Commun. Chem. Soc. Rev. CHEM EDUC RES PRACT CRYSTENGCOMM Dalton Trans. Energy Environ. Sci. ENVIRON SCI-NANO ENVIRON SCI-PROC IMP ENVIRON SCI-WAT RES Faraday Discuss. Food Funct. Green Chem. Inorg. Chem. Front. Integr. Biol. J. Anal. At. Spectrom. J. Mater. Chem. A J. Mater. Chem. B J. Mater. Chem. C Lab Chip Mater. Chem. Front. Mater. Horiz. MEDCHEMCOMM Metallomics Mol. Biosyst. Mol. Syst. Des. Eng. Nanoscale Nanoscale Horiz. Nat. Prod. Rep. New J. Chem. Org. Biomol. Chem. Org. Chem. Front. PHOTOCH PHOTOBIO SCI PCCP Polym. Chem.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1