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铜-维生素B金属有机框架的制备、表征及其在一锅法合成苯并氧杂蒽酮中的催化评价与对接验证作为抗……

Copper-Vit B MOF preparation, characterization and catalytic evaluation in a one-pot synthesis of benzoxanthenones with docking validation as anti .

作者信息

Al-Wasidi Asma S, Tarek Mahmoud, Said Gehad E, Naglah Ahmed M, Almehizia Abdulrahman A, Khatab Tamer K

机构信息

Department of Chemistry, College of Science, Princess Nourah Bint Abdulrahman University Riyadh 11671 Saudi Arabia

Chemistry Department, Faculty of Science, Mansoura University 35516 Mansoura Egypt

出版信息

RSC Adv. 2024 Jun 27;14(29):20454-20465. doi: 10.1039/d4ra03468f.

DOI:10.1039/d4ra03468f
PMID:38946771
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11208899/
Abstract

Copper-Vit B MOF was successfully prepared by efficient and eco hydrothermal method. The prepared MOF was characterized as a tetragonal crystal copper-MOF nanoparticles by FTIR, SEM, TEM, EDX and XRD. The prepared nanoparticles were used as an effective, inexpensive and low-toxic catalyst in the one-pot synthesis of some new benzoxanthenone derivatives. As example 4-(9,9-dimethyl-11-oxo-8,10,11,12-tetrahydro-9-benzo[]xanthen-12-yl)phenyl benzoate (4h) was synthesized in high yield 92%. The MOF catalyst's role is activating the nucleophilic attack by increasing the carbonyl polarization, and this generally improves the reaction time, which ranges between 20-60 minutes and products' yields ranging between 80-92%. Prepared compounds (4a-4j) undergo molecular docking scanning as type II dehydroquinase inhibitors, and the data obtained showed that there are three promises of the prepared compounds 4d, 4e, 4h and 4j compared with amoxicillin.

摘要

通过高效且环保的水热法成功制备了铜-维生素B金属有机框架材料(Copper-Vit B MOF)。通过傅里叶变换红外光谱(FTIR)、扫描电子显微镜(SEM)、透射电子显微镜(TEM)、能量散射X射线谱(EDX)和X射线衍射(XRD)对所制备的金属有机框架材料进行表征,其为四方晶系的铜基金属有机框架纳米颗粒。所制备的纳米颗粒在一些新型苯并氧杂蒽酮衍生物的一锅法合成中用作高效、廉价且低毒的催化剂。例如,4-(9,9-二甲基-11-氧代-8,10,11,12-四氢-9-苯并[]氧杂蒽-12-基)苯甲酸苯酯(4h)的合成产率高达92%。金属有机框架催化剂的作用是通过增加羰基极化来激活亲核攻击,这通常会缩短反应时间,反应时间在20至60分钟之间,产物产率在80%至92%之间。所制备的化合物(4a - 4j)作为II型脱氢喹酸酶抑制剂进行分子对接扫描,所得数据表明,与阿莫西林相比,所制备的化合物4d、4e、4h和4j有三个优势。

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