Shyamlal Bharti Rajesh Kumar, Mahajan Amol T, Kumar Vikash, Gupta Aarohi, Shrivastava Ronin Rishabh, Mathur Manas, Sen Janmejaya, Chaudhary Sandeep
Laboratory of Organic and Medicinal Chemistry, Department of Chemistry, Malaviya National Institute of Technology, Jawaharlal Nehru Marg, Jaipur 302017, India.
Laboratory of Bioactive Heterocycles and Catalysis (BHC lab), Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research-Raebareli (Transit Campus), Bijnor-Sisendi Road, Near CRPF Base Camp, Sarojini Nagar, Lucknow 226002, India.
ACS Med Chem Lett. 2024 Dec 23;16(1):116-125. doi: 10.1021/acsmedchemlett.4c00491. eCollection 2025 Jan 9.
A series of novel N-arylsulfonylated C-homoaporphine alkaloids were synthesized under microwave irradiation and evaluated for their antiplatelet and antimicrobial activities. Among the series, compounds , , , , , , , , and demonstrated highly potent (∼3-fold) platelet aggregation inhibitory activity than acetylsalicylic acid (IC = 21.34 μg/mL). Several N-arylsulfonylated C-homoaporphines also exhibited promising antimicrobial activity against various strains, including , , and , with minimum inhibitory concentrations (MIC) of 12.5, 6.25, and 12.5 μg/mL, respectively, comparable to Ketoconazole [MIC = 12.5 μg/mL (MP and AN strain); 6.25 μg/mL (TR strain)]. showed potent antibacterial activity (IC = 6.25 μg/mL against and ) compared to Ampicillin (IC = 12.5 μg/mL). After thorough structure-activity relationship (SAR) and studies, C-homoaporphines were identified as a novel class of antiplatelet and antimicrobial agents.
在微波辐射下合成了一系列新型的N-芳基磺酰化C-高阿朴啡生物碱，并对其抗血小板和抗菌活性进行了评估。在该系列化合物中，化合物 、 、 、 、 、 、 、 和 表现出比乙酰水杨酸（IC = 21.34 μg/mL）更强效（约3倍）的血小板聚集抑制活性。几种N-芳基磺酰化C-高阿朴啡对包括 、 和 在内的多种菌株也表现出有前景的抗菌活性，其最低抑菌浓度（MIC）分别为12.5、6.25和12.5 μg/mL，与酮康唑相当[MIC = 12.5 μg/mL（MP和AN菌株）；6.25 μg/mL（TR菌株）]。与氨苄西林（IC = 12.5 μg/mL）相比， 表现出较强的抗菌活性（对 和 的IC = 6.25 μg/mL）。经过深入的构效关系（SAR）和 研究，C-高阿朴啡被确定为一类新型的抗血小板和抗菌剂。
