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Microwave-assisted one-pot synthesis of tetrahydrobenzo[b]pyrans in the presence of WEWFPA and their electrochemical studies WEWFPA存在下微波辅助一锅法合成四氢苯并芘及其电化学研究
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2022-04-29 DOI: 10.25135/acg.oc.124.2111.2263
Kantharaju Kamanna, Krishnappa B Badiger, Lokesh Koodlur Sannegowda
: The present work described one-pot three-component synthesis of tetrahydro benzo[b]pyran derivatives using Water Extract of Watermelon Fruit Peel Ash (WEWFPA) as a inexpensive grener catalyst. The title compounds were synthesized via the condensation reaction of aromatic aldehyde, dimedone, and ethyl cyanoacetate under microwave irradiation in agro-waste solvent medium and ethanol as a co-solvent. The developed method is simple, rapidity, high yields, pure, low cost, mild reaction condition, evading use of toxic metals and solvent, and the catalyst reusability are the main advantages. The resulting products were isolated by simple workup and recrystallization gave pure compounds. Further, the oxidation and reduction potential of the selected tetrahydrobenzo[b]pyran derivatives were studied using cyclic voltammetry.
本工作描述了使用西瓜皮灰水提取物(WEWFPA)作为廉价的grener催化剂一锅三组分合成四氢苯并[b]吡喃衍生物。在农业废弃物溶剂介质中,以乙醇为助溶剂,通过芳香醛、二酮和氰基乙酸乙酯在微波辐射下的缩合反应合成了标题化合物。所开发的方法简单、快速、产率高、纯度高、成本低、反应条件温和、避免使用有毒金属和溶剂、催化剂可重复使用是其主要优点。所得产物通过简单的后处理和重结晶分离得到纯化合物。此外,使用循环伏安法研究了所选择的四氢苯并[b]吡喃衍生物的氧化和还原电势。
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引用次数: 1
Potassium ferrocyanide promoted an efficient synthesis of benzoxazoles and benzothiazoles under solvent free condition 亚铁氰化钾促进了苯并恶唑和苯并噻唑在无溶剂条件下的高效合成
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2022-03-27 DOI: 10.25135/acg.oc.121.2110.2242
Vishal A. Patil, Dhanshri V. Patil, Sachin Potdar
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引用次数: 1
Structural, spectroscopic, Hirshfeld surface and DFT approach of 3,9-dibromophenanthrene 3,9-二溴菲的结构、光谱、Hirshfeld表面和DFT方法
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2022-03-16 DOI: 10.25135/acg.oc.119.2109.2213
O. Çakmak, C. Ersanli, Kıymet Berkil Akar, N. Karaoğlan
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引用次数: 1
Acyl glucopyranosides: Synthesis, PASS Predication, Antifungal Activities, and Molecular Docking 酰基吡喃葡糖苷的合成、PASS预测、抗真菌活性和分子对接
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2022-03-16 DOI: 10.25135/acg.oc.120.2201.2307
M. Matin, A. Sanaullah, M. Rahman, S. Nayeem
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引用次数: 1
Mandelic acid: an efficient and green organo-catalyst for synthesis of 2,4,5-trisubstituted Imidazoles under solvent free condition 扁桃酸:无溶剂条件下合成2,4,5-三取代咪唑的高效绿色有机催化剂
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2022-03-12 DOI: 10.25135/acg.oc.118.22.01.2341
Ramesh S. Ghogare
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引用次数: 1
Comprehensive review on repurposing of approved medicine in the management of COVID-19 infection COVID-19感染管理中批准药物再利用的综合综述
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2022-01-02 DOI: 10.25135/acg.oc.117.2110.2244
Umang Shah, Darshini Patel, Arya Patel, Sandip Patel, Mehul Patel, Ashish D. Patel, Swayamprakash Patel, N. Solanki, Nilesh Pandey
The SARS-CoV-2 virus, accountable for the COVID-19 pandemic, is now sweeping the globe. As a result, as this disease resists testing and adoption of new treatments, repositioning existing medications may provide a quick and appealing method with established safety, features, and dose used. They are not, however, specific or focused. However, numerous medications have been studied for their efficacy and safety in treatment of COVID-19, with the majority currently undergoing clinical trials. The goal is to rapidly expand novel preventative and therapeutic medications, as well as to apply preventive methods such as early patient identification, isolation, and treatment. Moreover, reducing transmission through physical contact is also important. In the fight against this dangerous disease, finding the proper treatment is crucial. This article summarizes several anti-malarial, anti-parasitic, monoclonal antibodies, immunosuppressant, and immunomodulating agents in clinical trials for COVID-19. The purpose of this article is to evaluate and explore the potential roles of several medications now utilized in COVID-19.
导致COVID-19大流行的SARS-CoV-2病毒正在席卷全球。因此,由于这种疾病抵抗测试和采用新的治疗方法,重新定位现有药物可能提供一种快速而有吸引力的方法,具有既定的安全性、特性和使用剂量。然而,它们并不具体或集中。然而,人们已经研究了许多药物治疗COVID-19的有效性和安全性,其中大多数药物目前正在进行临床试验。目标是迅速扩大新的预防和治疗药物,以及应用预防方法,如早期患者识别、隔离和治疗。此外,减少通过身体接触传播也很重要。在与这种危险疾病的斗争中,找到适当的治疗方法至关重要。本文综述了几种抗疟疾、抗寄生虫、单克隆抗体、免疫抑制剂和免疫调节剂在COVID-19临床试验中的应用。本文的目的是评估和探索目前在COVID-19中使用的几种药物的潜在作用。
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引用次数: 0
Novel naphthalene-1,5-diamine containing urea/thiourea derivatives – Promising antimicrobial agents 新型含萘-1,5-二胺的脲/硫脲衍生物——前景广阔的抗菌剂
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2021-12-24 DOI: 10.25135/acg.oc.115.2111.2257
R. M. N. Kalla, L. Venkataramana, C. Venkataramaiah, K. Kumari, M. Varalakshmi, C. Naga Raju
A pioneering class of urea/thiourea derivatives of naphthalene-1,5-diamine was synthesized in excellent yields (89-96%) by one-pot procedure via treatments with phenyl isocyanates or phenyl isothiocyanates. All the constructed derivatives were evaluated for antimicrobial activity using in vitro and in silico methods. The obtained results showed that, all the titled compounds displayed the most significant antibacterial activity against grampositive and gram-negative bacteria namely B. substilis, B. sphaerius, S. aureus, P. aeruginosa, K. aerogenes, C. violaceum and antifungal activity against A.Niger, C. tropicum, R. oryzae, F. moniliforme and C. lunata when compared with the standard drugs such as ciproflaxacin and clotrimazole. Among all, the compounds 2c, 2e and 3d, 3e displayed higher content of antimicrobial activity akin to the rest of the compounds due to the presence of fluoro substitution on aromatic ring. Furthermore, molecular docking studies provided support to the in vitro studies. Four of the synthesized compounds, 4-fluorophenyl, 3-trifluoromethylphenyl, 4-chlorophenyl exhibited significant binding modes and were the best target ligands as they fitted more stably into the DNA gyrase binding pocket. Henceforth, it is suggested that, the fabricated urea/thiourea derivatives of naphthalene-1,5-diamine would stand as the prosperous antimicrobial drug candidates for further studies.
用苯基异氰酸酯或苯基异硫氰酸酯处理,一锅法以优异的产率(89-96%)合成了一类开创性的萘-1,5-二胺脲/硫脲衍生物。使用体外和计算机方法评估所有构建的衍生物的抗菌活性。结果表明,所有标题化合物对革兰氏阳性菌和革兰氏阴性菌即枯草芽孢杆菌、球形芽孢杆菌、金黄色葡萄球菌、铜绿假单胞菌、产气芽孢杆菌、紫曲霉表现出最显著的抗菌活性,与环丙沙星和克霉唑等标准药物进行比较。其中,由于芳环上存在氟取代,化合物2c、2e和3d、3e表现出与其余化合物类似的更高含量的抗微生物活性。此外,分子对接研究为体外研究提供了支持。合成的四种化合物,4-氟苯基、3-三氟甲基苯基、4-氯苯基表现出显著的结合模式,并且是最佳的靶配体,因为它们更稳定地嵌入DNA旋转酶结合口袋。因此,所制备的萘-1,5-二胺的脲/硫脲衍生物有望成为进一步研究的候选抗菌药物。
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引用次数: 1
The computational screening of inhibitor for black fungus and white fungus by D-glucofuranose derivatives using in silico and SAR study d -葡萄糖醛酸糖衍生物对黑木耳和白木耳抑制剂的计算筛选
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2021-12-17 DOI: 10.25135/acg.oc.116.2108.2188
A. Kumer, Unesco Chakma, M. Matin, S. Akash, Debashis Howlader, Akhel Chandro
Black fungus is the foremost life-threatening disease during the SARS-CoV-2 affected patients and spreading quickly in the region of the subcontinent of India although there was no prescribed proper medication. As the D-glucofuranose and its derivatives are reported to show strong antifungal activity, this study has been designed with them for their computational investigation. Firstly, the overall prediction of activity spectra for substances (PASS) value illustrates a good probability to be active(Pa) and probability to be inactive (Pi) value. Next, pharmacokinetics parameters including drug-likeness and Lipinski's rules, absorption, distribution, metabolism, excretion, and toxicity (ADMET) parameters, and overall quantum calculation of computational approaches by Density Functional Theory (DFT) have gradually been performed to analyze quantum calculations. After the analysis of docking score, it is found at -9.4 kcal/mol, -7.5 kcal/mol, -7.8 kcal/mol, -8.5 kcal/mol against the strain of black fungus protein strains Mycolicibacterium smegmatis, Mucor lusitanicus, Rhizomucor mien, and white fungus protein Candida Auris, Aspergillus luchuensis and Candida albicans. Next, the molecular dynamics of docked complexes have been performed to check their stability in biological systems with water ranging 100 ns calculating the Root Mean Square Deviation (RMSD) and Root Mean Square Fluctuation (RMSF) where the minimum RMSD and RMSF value indicated the higher stable configuration of docked complexes. These compounds have perfectly matched all the pharmacokinetics criteria to be a good drug candidate against both black and white fungus, and they are non-carcinogenic, low solubility, low toxic for both aquatic and non-aquatic. In addition, the quantum calculation using DFT conveys the strongest support and information about their chemical stability and biological significance. Finally, it could be concluded that the carboxylic group and methyl group in the benzene ring causes higher binding affinity against black and white fungus protein strain through the formation of hydrogen and hydrophobic bonds.
黑真菌是严重急性呼吸系统综合征冠状病毒2型患者中最严重的危及生命的疾病,尽管没有开具合适的药物,但它在印度次大陆地区迅速传播。据报道,D-呋喃葡萄糖及其衍生物具有较强的抗真菌活性,因此本研究将其用于计算研究。首先,物质的活性谱(PASS)值的总体预测说明了良好的活性概率(Pa)和非活性概率(Pi)值。接下来,药物动力学参数,包括药物相似性和利平斯基规则、吸收、分布、代谢、排泄和毒性(ADMET)参数,以及密度泛函理论(DFT)计算方法的整体量子计算,已逐渐用于分析量子计算。经过对接得分分析,发现对黑真菌蛋白菌株耻垢分枝杆菌、鲁西塔尼毛霉菌、根毛霉菌和白真菌蛋白念珠菌、鲁丘氏曲霉和白色念珠菌的对接得分分别为-9.4 kcal/mol、-7.5 kcal/mol和-7.8 kcal/mol。接下来,已经进行了对接复合物的分子动力学,以检查其在水范围为100ns的生物系统中的稳定性,计算均方根偏差(RMSD)和均方根波动(RMSF),其中最小RMSD和RMSF值表明对接复合物具有更高的稳定构型。这些化合物完全符合所有的药代动力学标准,是对抗黑真菌和白真菌的良好候选药物,并且它们对水生和非水生都是非致癌、低溶解度、低毒的。此外,使用DFT的量子计算传达了关于其化学稳定性和生物学意义的最有力的支持和信息。最后,可以得出结论,苯环中的羧基和甲基通过形成氢键和疏水键,对黑白真菌蛋白菌株具有更高的结合亲和力。
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引用次数: 18
Design, synthesis and antimicrobial screening of some new thienopyrimidines 几种新型噻吩嘧啶的设计、合成及抗菌筛选
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2021-11-25 DOI: 10.25135/acg.oc.114.2109.2214
M. Tolba, M. Sayed, A. K. Kamal El‐dean, R. Hassanien, Mostafa Ahmed, S. A. Abdel-Raheem
Heterocyclic compounds play an important role in our life due to their biological importance in the struggle of microorganisms. Herein, a series of novel hybrid compounds of thienopyrimidine with triazine and pyrimidine scaffolds were synthesized starting from difunctionalized compound 5-amino-4-phenyl-2-(p-tolylamino)thieno[2,3d]pyrimidine-6-carbonitrile (1). Moreover, the diazotization of compound 1 with sodium nitrite in an acidic medium gave the chloro-triazine compound 2 which was subjected to the nucleophilic substitution of chlorine atom with different nucleophiles delivered compounds 3a-5c. Furthermore, the reaction of compound 1 with carbon disulfide led to the formation of dithione derivative 6 which was alkylated with ethyl chloroacetate to give compound 7, on the other hand, the reaction of compound 1 with phenyl isothiocyanate produced 4-imino-3,9-diphenyl-7-(p-tolylamino)-3,4dihydropyrimido[4',5':4,5]thieno [2,3-d]pyrimidine-2(1H)-thione (8), while acylation of the amino group in compound 1 with acetic anhydride gave compound 9. All synthesized compounds were characterized by elemental and spectral analysis techniques (IR, H NMR, C NMR, Mass spectroscopy). Furthermore, the synthesized compounds were tested for their antimicrobial activity against different strains of bacteria and fungi, and the results obtained showed good to moderate activity with almost all the strains.
杂环化合物在我们的生活中扮演着重要的角色,因为它们在与微生物的斗争中具有重要的生物学意义。本文以双官能化化合物5-氨基-4-苯基-2-(对多氨基)噻吩- [2,3d]嘧啶-6-碳腈(1)为起始,合成了一系列新型噻吩嘧啶-三嗪杂化化合物和嘧啶支架化合物(1)。并且,化合物1在酸性介质中与亚硝酸钠重氮化,得到氯-三嗪化合物2,其氯原子被不同亲核试剂所传递的化合物3a-5c亲核取代。化合物1与二硫化碳反应生成二硫酮衍生物6,二硫酮衍生物6与氯乙酸乙酯烷基化生成化合物7;化合物1与异硫氰酸苯酯反应生成4-亚胺-3,9-二苯基-7-(对叔胺)-3,4二氢嘧啶[4′,5′:4,5]噻吩[2,3-d]嘧啶-2(1H)-硫酮(8),而化合物1的氨基与乙酸酐酰化生成化合物9。所有合成的化合物都通过元素和光谱分析技术(IR, H NMR, C NMR,质谱)进行了表征。并对合成的化合物进行了抑菌活性测试,结果表明,合成的化合物对几乎所有的细菌和真菌都具有良好到中等的抑菌活性。
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引用次数: 14
Effect of reactor configurations on the Suzuki cross-coupling reaction using a carrageenan-based RhCl3 catalyst 反应器构型对卡拉胶基RhCl3催化剂铃木交叉偶联反应的影响
IF 1.7 Q3 CHEMISTRY, ORGANIC Pub Date : 2021-10-09 DOI: 10.25135/acg.oc.113.2108.2189
A. Wolfson, Oshrat Levy‐Ontman, Eduart Arbit, Sivan Leviev
RhCl3 was heterogenized into an iota-carrageenan polysaccharide support, and the effect of various reactor configurations on catalyst performance in a Suzuki cross-coupling reaction was studied. It was found that performing the reaction in a high-volume, well-agitated, mechanically mixed high volume reactor, or circulating the reaction mixture through the catalyst, which was placed in a tabular reactor, yielded higher product yields in comparison to magnetically stirring or shaking. In addition, the catalyst was also successfully recycled in all the systems. Moreover, the reaction solution in each reactor configuration did not contain any traces of rhodium, while elemental composition of the iota-based rhodium catalyst, ἰ-RhCl3, following the first and the second cycle in the glass tubular reactor was similar to the fresh ἰ-RhCl3 catalyst, demonstrating the high xerogel stability.
将RhCl3多相化成iota- carragean多糖载体,研究了不同反应器构型对Suzuki交联反应催化剂性能的影响。研究发现,在大容量、充分搅拌、机械混合的大容量反应器中进行反应,或将反应混合物通过放置在板状反应器中的催化剂循环,与磁力搅拌或震动相比,产生更高的产物收率。此外,催化剂也在所有系统中成功回收。此外,在每种反应器构型下的反应溶液中都不含任何铑的痕迹,而碘基铑催化剂(ι -RhCl3)在玻璃管反应器中经过第一次和第二次循环后的元素组成与新鲜的ι -RhCl3催化剂相似,显示出较高的干凝胶稳定性。
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引用次数: 0
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Organic Communications
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