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New N-amino-5-cyano-6-pyridones as antimicrobial small molecules endowed with DNA gyrase a inhibitory activity: design, one-pot synthesis, biological assessment and in silico insights 具有 DNA gyrase a 抑制活性的新型 N-氨基-5-氰基-6-吡啶酮类抗菌小分子:设计、一锅合成、生物学评估和硅学研究。
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-13 DOI: 10.1186/s13065-024-01342-9
Omkulthom Al Kamaly, Amel S. Younes, Marwa F. Harras, Rehab Sabour, Aisha A. Alsfouk, Mona H. Ibrahim

A set of innovative N-amino-5-cyano-6-pyridones derivatives was developed and produced using one-pot three-component procedures. The evaluated molecules were examined for their antimicrobial efficacy. Based on the acquired findings, most of the investigated compounds had promising antimicrobial properties. Out of these derivatives of 3-cyanopyridine, compounds 3d and 3e exhibited minimum inhibitory concentrations (MIC) of 3.91 µg/mL against E.coli. In vitro evaluation of DNA gyrase A displayed that molecule 3d exhibited promising potency as an inhibitor, with an IC50 value of 1.68 µg/mL compared to ciprofloxacin (IC50 = 0.45 µg/mL). Furthermore, it was observed that molecule 3e exhibited a moderate inhibitory effect, as indicated by its IC50 value of 3.77 µg/mL. A kinetics study conducted to assess the time required to kill E. coli bacteria demonstrated that gentamycin and compounds 3d and 3e exhibited bactericidal effects within a time frame of 90–120 min. Based on the ADME predictions, compounds 3d and 3e are expected to have favorable oral bioavailability and are unlikely to penetrate the blood-brain barrier. Computational mutagenicity and tumorigenicity studies were conducted on compounds 3d and 3e. The molecular docking investigation has conclusively demonstrated the binding of compounds 3d and 3e to the target DNA gyrase A enzyme, further reinforcing the existing data.

采用三组份一锅法开发并生产了一组创新的 N-氨基-5-氰基-6-吡啶酮衍生物。对所评估的分子进行了抗菌功效检测。根据获得的研究结果,大多数研究化合物都具有良好的抗菌性能。在这些 3-氰基吡啶衍生物中,化合物 3d 和 3e 对大肠杆菌的最低抑制浓度 (MIC) 为 3.91 µg/mL。DNA 回旋酶 A 的体外评估显示,分子 3d 具有良好的抑制作用,与环丙沙星(IC50 = 0.45 µg/mL)相比,IC50 值为 1.68 µg/mL。此外,还观察到分子 3e 显示出中等程度的抑制作用,其 IC50 值为 3.77 微克/毫升。为评估杀死大肠杆菌所需的时间而进行的动力学研究表明,庆大霉素、化合物 3d 和 3e 在 90-120 分钟的时间范围内表现出杀菌效果。根据 ADME 预测,化合物 3d 和 3e 预计具有良好的口服生物利用度,不太可能穿透血脑屏障。对化合物 3d 和 3e 进行了诱变性和致瘤性计算研究。分子对接研究确证了化合物 3d 和 3e 与目标 DNA 回旋酶 A 的结合,进一步巩固了现有数据。
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引用次数: 0
Separation properties and fouling resistance of polyethersulfone membrane modified by fungal chitosan 真菌壳聚糖改性聚醚砜膜的分离性能和抗堵塞性
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-11 DOI: 10.1186/s13065-024-01341-w
Hilya N. Iman, Henry Susilo, Adhi Satriyatama, Ignatius D. M. Budi, Kiki A. Kurnia, I. G. Wenten, K. Khoiruddin

This research explores the enhancement of polyethersulfone (PES) membranes through the incorporation of chitosan derived from the lignicolous fungus Ganoderma sp. Utilizing wet phase inversion and solution casting techniques, chitosan was successfully integrated into the PES matrix, as confirmed by Fourier Transform Infrared Spectroscopy (FT-IR), which indicated a high deacetylation degree of 75.7%. The incorporation of chitosan significantly increased the membrane hydrophilicity, as evidenced by a reduction in the water contact angle and a substantial improvement in pure water permeability, from 17.9 L m-2 h-1 bar-1 to 27.3 L m-2 h-1 bar-1. The membrane anti-fouling properties were also notably enhanced, with the Flux Recovery Ratio (FRR) increasing from approximately 60–80%. Moreover, the chitosan-modified PES/CS membrane, particularly at a 5% chitosan concentration, demonstrated exceptional efficacy in pollutant removal, achieving over 90% elimination of total suspended solids, cadmium (Cd), and lead (Pb), alongside a 79% reduction in color during the treatment of textile wastewater.

这项研究探讨了通过加入从木质素真菌灵芝中提取的壳聚糖来增强聚醚砜(PES)膜的性能。 利用湿相反转和溶液浇铸技术,壳聚糖成功地融入了聚醚砜基质,傅立叶变换红外光谱(FT-IR)证实了这一点,该光谱显示壳聚糖的脱乙酰度高达 75.7%。壳聚糖的加入大大提高了膜的亲水性,这表现在水接触角的减小和纯水渗透性的大幅提高,从 17.9 升/米-2-时-1 巴-1 提高到 27.3 升/米-2-时-1 巴-1。膜的防污性能也明显增强,通量回收率(FRR)从约 60% 提高到 80%。此外,壳聚糖改性的 PES/CS 膜,尤其是在壳聚糖浓度为 5%的情况下,在去除污染物方面表现出了卓越的功效,在处理纺织废水的过程中,总悬浮固体、镉(Cd)和铅(Pb)的去除率超过了 90%,色度降低了 79%。
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引用次数: 0
Removal of As(V) and Cr(VI) using quinoxaline chitosan schiff base: synthesis, characterization and adsorption mechanism 利用喹喔啉壳聚糖片基去除 As(V) 和 Cr(VI):合成、表征和吸附机理
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-11 DOI: 10.1186/s13065-024-01328-7
Huda E. Abdelwahab, Mohammed Elhag, Mohamed M. El Sadek

Elevated Arsenic and Chromium levels in surface and ground waters are a significant health concern in several parts of the world. Chitosan quinoxaline Schiff base (CsQ) and cross-linked chitosan quinoxaline Schiff base (CsQG) were prepared to adsorb both Arsenate [As(V)] and Chromium [Cr(VI)] ions. The thermo-gravimetric analysis (TGA), X-ray diffraction analysis (XRD), and Fourier-transform infrared spectroscopy (FTIR) were used to investigate the prepared Schiff bases (CsQ) and (CsQG). The UV–VIS spectra showed a shift in the wavelength area of the modified polymer, indicating the reaction occurrence, besides the variation of the shape and intensity of the peaks. The XRD patterns showed the incensement of the amorphous characteristic. On the other hand, the thermal stability of the modified polymers is better according to TGA studies; also, the morphology of the modified chitosan was investigated before and after crosslinking (CsQ and CsQG) using a scanning electron microscope (SEM) where the surface was fall of wrinkles and pores, which then were decreased after cross-linking. Contact time, temperature, pH, and initial metal ion concentration were all studied as factors influencing metal ion uptake behavior. The Langmuir, Temkin, Dubinin–Radushkevich, and Freundlich isotherm models were used to describe the equilibrium data using metal concentrations of 10–1000 mg/L at pH = 7 and 1 g of adsorbent. The pseudo-first-order and pseudo-second-order kinetic parameters were evaluated. The experimental data revealed that the adsorption kinetics follow the mechanism of the pseudo-second-order equation with R2 values (0.9969, 0.9061) in case of using CsQ and R2 values (0.9989, 0.9999) in case of using CsQG, demonstrating chemical sorption is the rate-limiting step of the adsorption mechanism. Comparing the adsorption efficiency of the synthesized Schiff base and the cross-linked one, it was found that CsQ is a better adsorbent than CsQG in both cases of As(V) and Cr(VI) removal. This means that cross-linking doesn’t enhance the efficiency as expected, but on the contrary, in some cases, it decreases the removal. In addition, the newly modified chitosan polymers work better in As(V) removal than Cr(VI); the removal is 22.33% for Cr(VI) and 98.36% for As(V) using CsQ polymer, whereas using CsQG, the values are 6.20% and 91.75% respectively. On the other hand, the maximum adsorption capacity (Qm) for As(V) and Cr(VI) are 8.811 and 3.003 mg/g, respectively, using CsQ, while in the case of using CsQG, the Qm value reaches 31.95 mg/g for As(V), and 103.09 mg/g for Cr(VI).

在世界一些地区,地表水和地下水中砷和铬含量的升高是一个重大的健康问题。研究人员制备了壳聚糖喹喔啉席夫碱(CsQ)和交联壳聚糖喹喔啉席夫碱(CsQG),用于吸附砷酸盐[As(V)]和铬[Cr(VI)]离子。利用热重分析(TGA)、X 射线衍射分析(XRD)和傅立叶变换红外光谱(FTIR)对制备的希夫碱(CsQ)和(CsQG)进行了研究。紫外-可见光谱显示改性聚合物的波长区域发生了移动,表明发生了反应,此外,峰的形状和强度也发生了变化。XRD 图谱显示了无定形特征的增强。另一方面,根据 TGA 研究,改性聚合物的热稳定性更好;此外,使用扫描电子显微镜(SEM)研究了交联(CsQ 和 CsQG)前后改性壳聚糖的形态,发现其表面有皱纹和气孔,交联后皱纹和气孔减少。接触时间、温度、pH 值和初始金属离子浓度都是影响金属离子吸收行为的因素。使用 Langmuir、Temkin、Dubinin-Radushkevich 和 Freundlich 等温线模型来描述在 pH = 7 和 1 克吸附剂条件下金属浓度为 10-1000 mg/L 的平衡数据。评估了假一阶和假二阶动力学参数。实验数据显示,吸附动力学遵循伪二阶方程的机制,使用 CsQ 时的 R2 值为(0.9969,0.9061),使用 CsQG 时的 R2 值为(0.9989,0.9999),表明化学吸附是吸附机制的限速步骤。比较合成席夫碱和交联席夫碱的吸附效率,发现在去除 As(V) 和 Cr(VI) 的情况下,CsQ 的吸附效果都比 CsQG 好。这说明,交联并没有像预期的那样提高效率,相反,在某些情况下,交联还会降低去除率。此外,新改性的壳聚糖聚合物对 As(V) 的去除效果优于对 Cr(VI) 的去除效果;使用 CsQ 聚合物时,对 Cr(VI) 的去除率为 22.33%,对 As(V) 的去除率为 98.36%,而使用 CsQG 时,去除率分别为 6.20% 和 91.75%。另一方面,使用 CsQ 聚合物对 As(V) 和 Cr(VI) 的最大吸附容量(Qm)分别为 8.811 毫克/克和 3.003 毫克/克,而使用 CsQG 聚合物对 As(V) 的 Qm 值达到 31.95 毫克/克,对 Cr(VI) 的 Qm 值达到 103.09 毫克/克。
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引用次数: 0
Novel pyrrole based triazole moiety as therapeutic hybrid: synthesis, characterization and anti-Alzheimer potential with molecular mechanism of protein ligand profile 基于吡咯的新型三唑分子作为治疗用杂交化合物:合成、表征和抗老年痴呆潜力以及蛋白质配体的分子机制
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-09 DOI: 10.1186/s13065-024-01340-x
Shoaib Khan, Tayyiaba Iqbal, Muhammad Bilal Khan, Rafaqat Hussain, Yousaf Khan, Hany W. Darwish

As a springboard to explore novel potent inhibitors of cholinesterase enzymes (AChE and BChE) responsible for causing Alzheimer disorder, the current study was conducted to synthesize pyrrole derived triazole based Schiff base scaffolds by facile synthetic route. These compounds were validated by 1HNMR, 13CNMR and HREI-MS. All these scaffolds (1–16) were examined for their inhibitory activity against AChE and BChE in contrast to Donepezil (10.20 ± 0.10 and 10.80 ± 0.20 µM) and Allanzanthone (12.40 ± 0.10 and 13.10 ± 0.10 µM). All pyrrole derived triazole based Schiff base scaffolds (1–16) showed varied range of inhibitory potentials against acetylcholinesterase and butyrylcholinesterase enzymes with lowest inhibition concentration values ranging from 5.10 ± 0.40–27.10 ± 0.10 µM (for AChE) and 5.60 ± 0.30–28.40 ± 0.30 µM (for BChE). SAR analysis of these derivatives revealed analog 7 as lead molecule against targeted enzyme, while analog 6 and 11 were ranked as second and third most potent scaffolds. Binding affinity and selectivity of potent molecules against targeted enzymes were examined by molecular docking and obtained results showed that potent molecule have versatile significant binding interactions with stated enzymes. Furthermore, safety profiles of potent analogues were predicted via ADMET protocols.

Graphical Abstract

作为探索新型胆碱酯酶(AChE 和 BChE)强效抑制剂的跳板,本研究通过简便的合成路线合成了吡咯衍生的三唑基席夫碱支架。这些化合物通过 1HNMR、13CNMR 和 HREI-MS 进行了验证。与多奈哌齐(10.20 ± 0.10 和 10.80 ± 0.20 µM)和阿兰蒽酮(12.40 ± 0.10 和 13.10 ± 0.10 µM)相比,所有这些支架(1-16)都具有抑制 AChE 和 BChE 的活性。所有由吡咯衍生的三唑类席夫碱基支架(1-16)对乙酰胆碱酯酶和丁酰胆碱酯酶都显示出不同范围的抑制潜能,最低抑制浓度值为 5.10 ± 0.40-27.10 ± 0.10 µM(乙酰胆碱酯酶)和 5.60 ± 0.30-28.40 ± 0.30 µM(丁酰胆碱酯酶)。对这些衍生物进行的 SAR 分析表明,类似物 7 是针对目标酶的先导分子,而类似物 6 和 11 则是第二和第三强效支架。分子对接研究了强效分子与目标酶的结合亲和力和选择性,结果表明,强效分子与所述酶具有显著的结合相互作用。此外,还通过 ADMET 方案预测了强效类似物的安全性。
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引用次数: 0
Isolation of highly polar galloyl glucoside tautomers from Saxifraga tangutica through preparative chromatography and assessment of their in vitro antioxidant activity 通过制备色谱法从虎杖中分离出高极性五倍子酰葡萄糖苷同系物并评估其体外抗氧化活性
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-08 DOI: 10.1186/s13065-024-01330-z
Yingying Tong, Ming Chu, Jia Zhou, Qilan Wang, Gang Li, A. M. Abd El-Aty, Jun Dang

In this work, the rapid and efficient preparation of isolated galloyl glucoside tautomer free radical inhibitors was investigated using Saxifraga tangutica as a raw material. Four highly polar galloyl glucoside tautomers, 3-O-galloyl-α-d-glucose ⇌ 3-O-galloyl-β-d-glucose (Fr2-1-1), 2-O-galloyl-α-d-glucose ⇌ 2-O-galloyl-β-d-glucose (Fr2-1-2/2-1-3), 1-O-galloyl-β-d-glucose (Fr2-2-1), and 6-O-galloyl-α-d-glucose ⇌ 6-O-galloyl-β-d-glucose (Fr2-3-1/Fr2-3-2), were obtained via two-step medium-pressure liquid chromatography (with solid loading instead of conventional liquid injection) and one-step high-performance chromatography coupled with on-line RPLC-DPPH techniques for targeted isolation. This separation integration technique not only increases sample intake and reduces time cost but also visualizes each step of targeted separation. All four compounds were isolated from the plant for the first time. In vitro antioxidant activity assays by DPPH (1,1‑diphenyl-2-picrylhydrazyl) revealed that Fr2-1-2/Fr2-1-3 (IC50: 5.52 ± 0.32 μM), Fr2-2-1 (IC50: 7.22 ± 0.57 μM), and Fr2-3–1/Fr2-3-2 (IC50: 7.36 ± 0.25 μM) had superior free radical scavenging abilities and that both were superior to that of quercetin (IC50: 18.61 ± 3.55 μM). Oxidative stress assays revealed that Fr2-1-2/Fr2-1-3 significantly inhibited oxidative stress damage in H2O2-induced HepG2 cells, decreased the level of ROS (P < 0.01) and protected hepatocytes. Combined with the current results, gallic acid showed greater antioxidant activity when H atoms were replaced at d-glucose –OH (C-2) than at the other three sites [–OH (C-1), –OH (C-6) and –OH (C-3)].

本研究以西洋参为原料,研究了如何快速高效地制备分离的五倍子酰葡萄糖苷同系物自由基抑制剂。四种高极性的五倍子酰葡萄糖苷同系物:3-O-galloyl-α-d-glucose ⇌ 3-O-galloyl-β-d-glucose(Fr2-1-1),2-O-galloyl-α-d-glucose ⇌ 2-O-galloyl-β-d-glucose(Fr2-1-2/2-1-3)、1-O-Galloyl-β-d-glucose (Fr2-2-1) 和 6-O-Galloyl-α-d-glucose ⇌ 6-O-Galloyl-β-d-glucose (Fr2-3-1/Fr2-3-2)、通过两步中压液相色谱法(用固体负载代替传统的液体进样)和一步高效色谱法结合在线 RPLC-DPPH 技术进行定向分离。这种分离集成技术不仅增加了样品量,降低了时间成本,而且还能直观地看到定向分离的每个步骤。所有四种化合物都是首次从该植物中分离出来。通过 DPPH(1,1-二苯基-2-苦基肼)体外抗氧化活性检测发现,Fr2-1-2/Fr2-1-3(IC50:5.52 ± 0.32 μM)、Fr2-2-1(IC50:7.22 ± 0.57 μM)、Fr2-3-1/Fr2-3-2(IC50:7.36 ± 0.25 μM)具有更强的自由基清除能力,均优于槲皮素(IC50:18.61 ± 3.55 μM)。氧化应激实验表明,Fr2-1-2/Fr2-1-3 能显著抑制 H2O2 诱导的 HepG2 细胞的氧化应激损伤,降低 ROS 水平(P < 0.01),保护肝细胞。结合目前的研究结果,与其他三个位点[-OH (C-1)、-OH (C-6)和-OH (C-3)]相比,没食子酸在二葡萄糖-OH (C-2)位点取代 H 原子时显示出更强的抗氧化活性。
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引用次数: 0
Application of nucleophilic substitution reaction for sensitive determination of heptaminol hydrochloride in pharmaceuticals 应用亲核取代反应灵敏测定药物中的盐酸庚胺醇
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-07 DOI: 10.1186/s13065-024-01327-8
Mahmoud Abdelgaleel, Dalia M. Nagi, Mohamed Oraby, Sayed M. Derayea, Pakinaz Y. Khashaba

A straightforward and sensitive spectrofluorimetric approach was established for the determination of heptaminol hydrochloride (HTM-HCl) based on the derivatization of the drug through its reaction with 5-dimethylaminonaphthalene-1-sulfonyl chloride (Dansyl chloride). The reagent underwent a nucleophilic substitution of its chlorine atom with HTM to give N-(5-dimethylaminonaphthalene-1-sulfonyl)-6-amino-2-methylheptan-2-ol. The highly luminescent derivative was extracted using methylene chloride and subjected to analysis at an excitation wavelength of 345 nm and an emission wavelength of 490 nm. The chemical reaction occurred within an aqueous environment buffered with a 0.1 M borate buffer solution adjusted to pH 10.5. Experimental findings indicate that the proposed method displays sensitivity and linearity across a concentration range from 0.03 to 2 µg mL− 1. The method achieves lower detection and quantification limits of 0.016 and 0.048 µg mL− 1, respectively. The analytical validation of this method followed the guidelines outlined by the International Council of Harmonization (ICH). This approach was applied effectively for quantifying the medication in both tablet and oral drops formulations available on the market, demonstrating excellent recovery of 98.95 ± 0.45 for tablets and 99.37 ± 0.24 for oral drops with no interference from excipients.

通过药物与 5-二甲基氨基萘-1-磺酰氯(丹酰氯)的衍生化反应,建立了一种测定盐酸庚胺醇(HTM-HCl)的简单灵敏的光谱荧光测定法。试剂的氯原子与 HTM 发生亲核取代反应,生成 N-(5-二甲基氨基萘-1-磺酰基)-6-氨基-2-甲基庚-2-醇。用二氯甲烷萃取这种高发光衍生物,并在 345 nm 的激发波长和 490 nm 的发射波长下进行分析。化学反应发生在 pH 值为 10.5 的 0.1 M 硼酸盐缓冲溶液缓冲的水环境中。实验结果表明,该方法在 0.03 至 2 µg mL- 1 的浓度范围内具有灵敏度和线性关系。该方法的检出限和定量限分别为 0.016 和 0.048 µg mL- 1。该方法的分析验证遵循了国际协调理事会(ICH)的指导方针。该方法可有效地定量检测市售片剂和口服滴剂中的药物含量,片剂的回收率为 98.95 ± 0.45,口服滴剂的回收率为 99.37 ± 0.24,且无辅料干扰。
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引用次数: 0
La-supported SnO2–CaO composite catalysts for efficient malachite green degradation under UV–vis light 紫外可见光下用于高效降解孔雀石绿的 La-supported SnO2-CaO 复合催化剂
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-07 DOI: 10.1186/s13065-024-01332-x
Nastaran Parsafard, Ghazaleh Aghajari

This study presents the development and optimization of La@SnO2–CaO composite catalysts for efficient photocatalytic degradation of malachite green dye in aqueous solutions under UV–vis light irradiation. The catalysts were prepared via conventional incipient-wetness impregnation and thoroughly characterized using advanced analytical techniques, including X-ray diffraction, Fourier transform infrared spectroscopy, UV–vis diffuse reflectance spectroscopy, N2 adsorption–desorption analysis, and scanning electron microscopy. To optimize photodegradation efficiency, the effects of three independent factors were systematically investigated using response surface methodology: Temperature, pH, and Sn/Ca molar ratio. Our results reveal optimal conditions for maximum dye degradation: pH 7, Sn/Ca molar ratio of 0.33, and a process time of 35 min, resulting in a maximum photodegradation efficiency of 98.80% for malachite green dye. Notably, visible light exhibited a more pronounced effect on dye degradation compared to UV light over time, with visible light achieving 25% greater dye removal after 60 min of illumination. Furthermore, the catalyst showed excellent recyclability, retaining 85% of its initial activity after five consecutive cycles. These findings contribute significantly to the development of sustainable methods for dye removal from wastewater and highlight the potential of La@SnO2–CaO composite catalysts in environmental remediation processes, particularly in treating textile industry effluents.

本研究开发并优化了 La@SnO2-CaO 复合催化剂,用于在紫外-可见光照射下高效光催化降解水溶液中的孔雀石绿染料。催化剂的制备采用了传统的浸渍法,并利用先进的分析技术,包括 X 射线衍射、傅立叶变换红外光谱、紫外-可见光漫反射光谱、N2 吸附-解吸分析和扫描电子显微镜,对催化剂进行了全面表征。为了优化光降解效率,采用响应面方法系统地研究了三个独立因素的影响:温度、pH 值和 Sn/Ca 摩尔比。我们的研究结果表明了实现最大染料降解的最佳条件:pH 值为 7,锡/钙摩尔比为 0.33,处理时间为 35 分钟,从而使孔雀石绿染料的最大光降解效率达到 98.80%。值得注意的是,随着时间的推移,可见光对染料降解的影响比紫外线更明显,可见光照射 60 分钟后,染料去除率提高了 25%。此外,该催化剂还表现出极佳的可回收性,在连续使用五个周期后,其初始活性仍能保持 85%。这些发现极大地促进了可持续废水染料去除方法的开发,并凸显了 La@SnO2-CaO 复合催化剂在环境修复过程中的潜力,尤其是在处理纺织工业废水方面。
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引用次数: 0
Development and validation of HPLC-UV and LC-MS/MS methods for the quantitative determination of a novel aminothiazole in preclinical samples 开发并验证用于定量测定临床前样品中一种新型氨基噻唑的 HPLC-UV 和 LC-MS/MS 方法
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-07 DOI: 10.1186/s13065-024-01321-0
Vinay N. Basavanakatti, Mohammad Ali, D.R. Bharathi, Sheikh Murtuja, Barij Nayan Sinha, Venkatesan Jayaprakash, Faiyaz Shakeel

Aminothiazoles are the important class of chemical groups which have proven their broad range of biological activities. A novel aminothiazole (21MAT) was quantified in analytical solutions using a high-performance liquid chromatography (HPLC) approach that was developed and partially validated for the analysis of in vitro experimental samples. An isocratic elution on reverse phase Phenomenex® Luna C18 (50 mm × 4.6 mm, 5 μm) column with 55% 0.1% v/v orthophosphoric acid in water and 45% of orthophosphoric acid in acetonitrile at a flow rate of 1 mL/min was used. The analyte was detected at 272 nm. Similar to this, a robust bioanalytical technique, LC-mass spectrometry (LC-MS/MS) was created and verified to measure 21MAT in rat plasma for use in in vitro screening study samples and early-stage pharmacokinetic research. The protein precipitation method was used to extract 21MAT from plasma. The mixture of 95: 5% v/v methanol: acetonitrile and 0.1% v/v formic acid, along with 15% of 5 mM ammonium formate solution, was used to separate the mixture on a reverse phase Waters Xterra RP® C18 (150 mm × 4.6 mm, 5 μm) column at a flow rate of 1 mL/min. Using electro spray ionisation mode in multiple reaction monitoring mode, the analyte and internal standard (a structural analogue) were both identified. According to current criteria, all validation parameters (specificity, selectivity, accuracy, precision, recovery, matrix factor, hemolysis effect, and stability) were evaluated in rat plasma. The area response of 21MAT was found to be linear over the concentration range of 1.25–1250 ng/mL in rat plasma. Both techniques are suitable for use in any format of preclinical research and were sufficiently reliable to measure 21MAT precisely in various matrices. In silico prediction helped in understanding absorption, distribution, metabolism, excretion, and toxicity (ADMET) behaviour of the molecule. Both developed LC-MS/MS and HPLC-UV methods were successfully used to quantify the analyte in in vitro screening study samples.

氨基噻唑是一类重要的化学物质,已被证明具有广泛的生物活性。本研究采用高效液相色谱法(HPLC)对分析溶液中的一种新型氨基噻唑(21MAT)进行了定量分析。采用反相 Phenomenex® Luna C18(50 mm × 4.6 mm,5 μm)色谱柱,以 55% 0.1% v/v 原磷酸水溶液和 45% 原磷酸乙腈水溶液进行等度洗脱,流速为 1 mL/min。在 272 纳米波长处检测分析物。与此类似,我们还创建并验证了一种稳健的生物分析技术--液相色谱-质谱法(LC-MS/MS),用于测量大鼠血浆中的 21MAT 含量,以用于体外筛选研究样本和早期药代动力学研究。采用蛋白质沉淀法从血浆中提取 21MAT。使用 95% v/v 甲醇:5% v/v 乙腈和 0.1% v/v 甲酸的混合溶液以及 15% 5 mM 甲酸铵溶液,在反相 Waters Xterra RP® C18(150 mm × 4.6 mm,5 μm)色谱柱上分离混合物,流速为 1 mL/min。在多反应监测模式下使用电喷雾离子化模式,对分析物和内标物(一种结构类似物)进行了鉴定。根据现行标准,在大鼠血浆中对所有验证参数(特异性、选择性、准确性、精密度、回收率、基质因子、溶血效应和稳定性)进行了评估。在大鼠血浆中 1.25-1250 纳克/毫升的浓度范围内,21MAT 的面积响应呈线性关系。这两种技术都适用于任何形式的临床前研究,而且在各种基质中精确测量 21MAT 都足够可靠。硅学预测有助于了解该分子的吸收、分布、代谢、排泄和毒性(ADMET)行为。所开发的 LC-MS/MS 和 HPLC-UV 方法均成功用于体外筛选研究样品中分析物的定量。
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引用次数: 0
Influence of physico-chemical properties of hydroxypropyl methylcellulose on quetiapine fumarate release from sustained release matrix tablets 羟丙基甲基纤维素的理化性质对富马酸喹硫平缓释基质片剂释放的影响
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-07 DOI: 10.1186/s13065-024-01311-2
Takwa E. Ellakwa, Ahmad S. Abu-Khadra, Doha El-Sayed Ellakwa

Quetiapine fumarateis a typical antipsychotic with a short half-life of 6 h and is administered multiple times daily. In this study, a copolymer for controlled delivery of quetiapine fumarate will be developed. In order to prevent side effects and improve patient compliance, hydroxypropyl methylcellulose K15M (HPMC K15M) was included in the formulation of the quetiapine fumarate oral sustained-release tablets at a concentration of 10–30%. A series of analytical methods were used to determine the characteristics of the prepared hydrogels, including Fourier transform-infrared spectroscopy, Differential scanning calorimetry, X-ray diffraction, and Scanning electron microscope. At two different pH values (1.2 and 6.8), swelling and release studies were conducted. A variety of release kinetic models was used to study drug release mechanisms. A non-Fickian diffusion mechanism released hydrogels prepared from quetiapine fumarate. It was found that swelling was increased by increasing the amount of HPMC K15M. Compared to the other batches (10–20%), the produced tablets with 30% HPMC K15M content had a better release profile after 20 h of dissolution. Because of the effective matrix complex’s limited solubility in water, the drug diffuses through the gel layer at a steady rate rather than dissolving quickly.

富马酸喹硫平是一种典型的抗精神病药物,半衰期短,仅为 6 小时,每天多次给药。本研究将开发一种用于控制富马酸喹硫平给药的共聚物。为了防止副作用并提高患者的依从性,羟丙基甲基纤维素 K15M(HPMC K15M)被添加到富马酸喹硫平口服缓释片的配方中,浓度为 10-30%。采用了一系列分析方法来确定所制备水凝胶的特性,包括傅立叶变换红外光谱法、差示扫描量热法、X射线衍射法和扫描电子显微镜。在两种不同的 pH 值(1.2 和 6.8)下,进行了溶胀和释放研究。研究人员使用了多种释放动力学模型来研究药物释放机制。富马酸喹硫平制备的水凝胶采用非菲克扩散机制释放药物。研究发现,增加 HPMC K15M 的用量可增加溶胀。与其他批次(10-20%)相比,HPMC K15M 含量为 30% 的片剂在溶解 20 小时后具有更好的释放曲线。由于有效基质复合物在水中的溶解度有限,药物以稳定的速度通过凝胶体层扩散,而不是快速溶解。
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引用次数: 0
Sustainable and efficient monitoring of tryptophan and tyrosine serum levels: a green HPTLC method as a biomarker for type 2 diabetes 可持续、高效地监测色氨酸和酪氨酸血清水平:作为 2 型糖尿病生物标志物的绿色 HPTLC 方法。
IF 4.3 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-11-05 DOI: 10.1186/s13065-024-01318-9
Rania M. Kamel, Fatma A. M. Abdel-aal, Fardous A. Mohamed, Abdel-Maaboud I. Mohamed

In recent years, there has been considerable interest in using amino acids like tryptophan (Trp) and tyrosine (Tyr) as biomarkers for various diseases, including type 2 diabetes mellitus (T2D). In diseases like T2D, the metabolism of Trp and Tyr is altered. The activity of enzymes involved in Trp metabolism increases, leading to a decrease in its serum level. On the other hand, the serum level of Tyr increases due to the suppressed activity of its metabolizing enzymes. These observations suggest that Trp and Tyr metabolism may play a crucial role in the pathophysiology of type 2 diabetes. Our study highlights the potential utility of Trp and Tyr as biomarkers for the early detection, prognosis, and monitoring of this metabolic disorder. Given these observations, we aimed to develop a high-performance thin-layer chromatographic (HPTLC) method that is sensitive, selective, rapid, and environmentally friendly for estimating the concentrations of Trp and Tyr in biological fluids, particularly serum samples. To evaluate the method, we performed analysis using serum samples from controlled and streptozotocin-induced diabetic rats. Our main objective was to develop a method that is sensitive and selective for precisely determining Trp and Tyr serum levels, which could serve as potential biomarkers for T2D. Fluorescence and absorption modes were employed for densitometry scanning. We assessed the precision and high separation efficiency of the chromatographic system by calculating parameters such as separation and resolution factors, number of theoretical plates, and height equivalent to theoretical plates. To evaluate the environmental impact of our proposed method, we employed the AGREE (Analytical GREEnness metric) and GAPI (Green Analytical Procedure Index) greenness assessment tools. The results confirmed that our method is environmentally friendly and exhibits superior eco-friendliness and greenness compared to other reported methods.

Graphical Abstract

近年来,人们对使用色氨酸(Trp)和酪氨酸(Tyr)等氨基酸作为包括 2 型糖尿病(T2D)在内的各种疾病的生物标记物产生了浓厚的兴趣。在 2 型糖尿病等疾病中,Trp 和 Tyr 的代谢会发生改变。参与 Trp 代谢的酶的活性增加,导致其血清水平下降。另一方面,由于其代谢酶的活性受到抑制,血清中 Tyr 的水平会升高。这些观察结果表明,Trp 和 Tyr 的代谢可能在 2 型糖尿病的病理生理学中起着至关重要的作用。我们的研究强调了 Trp 和 Tyr 作为生物标记物在早期检测、预后和监测这种代谢紊乱方面的潜在作用。鉴于这些观察结果,我们旨在开发一种灵敏、选择性强、快速且环保的高效薄层色谱(HPTLC)方法,用于估算生物液体(尤其是血清样本)中 Trp 和 Tyr 的浓度。为了评估该方法,我们使用对照组和链脲佐菌素诱导的糖尿病大鼠的血清样本进行了分析。我们的主要目的是开发一种灵敏度高、选择性强的方法,用于精确测定血清中的 Trp 和 Tyr 水平,这两种物质可作为 T2D 的潜在生物标记物。采用荧光和吸收模式进行密度扫描。我们通过计算分离和分辨因子、理论板数和相当于理论板的高度等参数,评估了色谱系统的精确性和高分离效率。为了评估我们提出的方法对环境的影响,我们采用了 AGREE(分析环境优美度指标)和 GAPI(绿色分析程序指数)绿色评估工具。结果证实,我们的方法是环境友好型的,与其他已报道的方法相比,具有更优越的生态友好性和绿色性。
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引用次数: 0
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BMC Chemistry
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