Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar, District Anand, Gujarat, India.
Bioorg Med Chem Lett. 2012 Jun 1;22(11):3816-21. doi: 10.1016/j.bmcl.2012.03.100. Epub 2012 Apr 13.
A highly improved one-pot procedure for the synthesis of diazepinones, which incorporate a bioactive quinoline nucleus, under catalyst-, and solvent-free environment has been developed. The method allowed us to achieve the products in high yields without requiring a chromatographic separation. All new quinolyldibenzo[b,e][1,4]diazepinones 6a-h thus obtained were further treated to achieve N10-allylated products 7a-h by a simple allylation. The structure of all new synthesized compounds was established based on elemental analysis, mass, (1)H NMR, (13)C NMR, IR spectral data, 2D NMR experiments, and single crystal X-ray study. From in vitro antimicrobial activity studies it revealed all are active against Gram positive (Streptococcus pneumoniae, Clostridium tetani, and Bacillus subtilis), Gram negative (Salmonella typhi, Vibrio chlolerae and Escherichia coli), M. Tuberculosis H37RV bacteria, and fungus like Candia albicans and Aspergillus fumigatus. All were also found to display good antioxidant activity of a ferric reducing power.
一种在无催化剂和溶剂条件下，高度改进的一锅法合成二氮杂萘酮的方法，其中包含生物活性的喹啉核。该方法允许我们以高产率获得产物，而无需进行色谱分离。所有新获得的喹啉二苯并[b，e][1,4]二氮杂萘酮 6a-h 进一步通过简单的烯丙基化反应处理，以获得 N10-烯丙基化产物 7a-h。所有新合成化合物的结构均基于元素分析、质量、（1）H NMR、（13）C NMR、IR 光谱数据、二维 NMR 实验和单晶 X 射线研究确定。从体外抗菌活性研究中发现，所有化合物均对革兰氏阳性（肺炎链球菌、破伤风梭菌和枯草芽孢杆菌）、革兰氏阴性（伤寒沙门氏菌、霍乱弧菌和大肠杆菌）、结核分枝杆菌 H37RV 细菌和真菌如白色念珠菌和烟曲霉具有活性。所有化合物还表现出良好的铁还原抗氧化活性。
