Khan Mohd Shahnawaz, Agrawal Ranu, Ubaidullah Mohammad, Hassan Md Imtaiyaz, Tarannum Nazia
Department of Chemistry, JKLakshmipat University, Rajasthan, Jaipur 302026, India.
Department of Chemistry, Chaudhary Charan Singh University, Meerut 250005, Uttar Pradesh, India.
Heliyon. 2019 Oct 18;5(10):e02615. doi: 10.1016/j.heliyon.2019.e02615. eCollection 2019 Oct.
An ecofriendly itinerary for the synthesis of newly substituted chromene-3-carboxamide derivatives was undertaken to avoid impurities, usage of toxic solvents, toxic catalyst, and having improved quantitative yields. The green synthesis involves the condensation of substituted salicylaldehyde with N-(substituted)phenyl malonic acid in the presence of a base catalyst, piperidine. All reported compounds were assessed for their antimicrobial activities which clearly suggested their therapeutic implications to address antimicrobial pathogenesis. The synthesized coumarin compounds were examined for their antimicrobial activity against 7 fungal strains and 2 bacterial strains at concentration 125-1000 μg/mL. In particular, the compounds 4 and 5 showed lower minimum inhibitory concentration value (125 μg/mL) against maximum microbial strains. Further, docking of all the synthesized compounds was performed with the enzymes lanosterol 14α-demethylase and glucosamine-6-phosphate synthase and a significant binding affinity was observed which supports antimicrobial study. In addition, the thermal analysis revealed good thermal stability of compounds up to 250 °C. The compounds showed abroad absorption spectrum between 280-550 nm establishing them to be good UV absorbers.
为避免杂质、有毒溶剂和有毒催化剂的使用,并提高定量产率,开展了一条合成新取代的色烯-3-甲酰胺衍生物的环保路线。绿色合成涉及在碱催化剂哌啶存在下,使取代水杨醛与N-(取代)苯基丙二酸缩合。对所有报道的化合物进行了抗菌活性评估,这清楚地表明了它们在解决抗菌发病机制方面的治疗意义。在浓度为125 - 1000μg/mL的条件下,对合成的香豆素化合物针对7种真菌菌株和2种细菌菌株的抗菌活性进行了检测。特别是,化合物4和5对大多数微生物菌株显示出较低的最低抑菌浓度值(125μg/mL)。此外,对所有合成化合物与羊毛甾醇14α-脱甲基酶和氨基葡萄糖-6-磷酸合酶进行了对接,观察到显著的结合亲和力,这支持了抗菌研究。另外,热分析表明化合物在高达250℃时具有良好的热稳定性。这些化合物在280 - 550nm之间呈现出较宽的吸收光谱,表明它们是良好的紫外线吸收剂。