Jadhav Chetan K, Nipate Amol S, Chate Asha V, Dofe Vidya S, Sangshetti Jaiprakash N, Khedkar Vijay M, Gill Charansingh H
Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, Maharashtra, India.
Department of Chemistry, Deogiri College of Science, Aurangabad 431005, Maharashtra, India.
ACS Omega. 2020 Nov 5;5(45):29055-29067. doi: 10.1021/acsomega.0c03575. eCollection 2020 Nov 17.
An economic, sustainable, and straightforward environmentally friendly synthesis of highly diversified polyfunctional dihydrothiophenes is successfully achieved via diisopropyl ethyl ammonium acetate as a room-temperature ionic liquid. Multicomponent synthesis contains domino processes; the benefit of this present protocol is highlighted by its readily available starting materials, superior functional group tolerance, purity of synthesized compounds was checked by high-performance liquid chromatography results in up to 99.7% purity for the synthesized compounds, reaction mass efficiency, effective mass yield, and excellent atom economy. In addition, a series of 2-(-carbamoyl acetamide)-substituted 2,3-dihydrothiophene analogs were synthesized, and selected samples were chosen for testing their in vitro antibacterial and antifungal activities. Furthermore, a molecular docking study against sterol 14α-demethylase could provide valuable insight into the mechanism of antifungal action providing an opportunity for structure-based lead optimization.
通过使用二异丙基乙铵乙酸盐作为室温离子液体，成功实现了一种经济、可持续且简单的环境友好型方法，用于高度多样化的多官能团二氢噻吩的合成。多组分合成包含多米诺过程；本方法的优势在于其起始原料易于获得、官能团耐受性优异，通过高效液相色谱法检查合成化合物的纯度，合成化合物的纯度高达99.7%，反应质量效率、有效质量产率和出色的原子经济性。此外，合成了一系列2-（-氨基甲酰基乙酰胺）取代的2,3-二氢噻吩类似物，并选择了部分样品测试其体外抗菌和抗真菌活性。此外，针对甾醇14α-脱甲基酶的分子对接研究可为抗真菌作用机制提供有价值的见解，为基于结构的先导化合物优化提供机会。
