Design, Synthesis, and Biological Activity Evaluation of Novel AZT and Adenosine-Derived 1,2,3-Triazoles

Autor: Duc Anh Le, Ngoc Hung Truong, Van Dung Vu, Thanh Huyen Doan, Minh Tri Le, Thi Huong Nguyen, Manh Cuong Nguyen, Huu Nghi Do, Duc Bao Ninh, Phong Le, Thi Phuong Thao Nguyen, Khac Vu Tran, Van Chinh Luu
Jazyk: angličtina
Rok vydání: 2023
Předmět:
Zdroj: Journal of Chemistry, Vol 2023 (2023)
Druh dokumentu: article
ISSN: 2090-9071
DOI: 10.1155/2023/1605316
Popis: CuSO4/hydrazine hydrate was used as a catalyst system for copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC) of AZT and 5′-azido adenosine with terminal alkynes to give 30 novel 1,2,3-triazole derivatives. Screening for their anticancer, anti-inflammatory, angiotensin-converting enzyme 2 (ACE2), and 3C-like protease (3CLpro) inhibitory activities showed that several triazoles of AZT containing murayafoline A and indirubin-3′-oxime inhibited the growth of HepG2 and LU-1 with the IC50 values ranging from 11.01 to 19.87 μg/mL. Besides that, some triazole derivatives of adenosine exhibited anti-inflammatory activity against RAW264.7 cells with the IC50 values within an interval of 12.00–59.48.00 μg/mL. Especially, two triazoles of adenosine with indirubin-3′-oxime at O- and N1 positions expressed the ACE2 and 3CLpro inhibitory activities in which the triazole of adenosine with indirubin-3′-oxime at N1 inhibited both ACE2 and 3CLpro inhibitory activities with IC50 values of 135.62 and 142.95 μg/mL, respectively.
Databáze: Directory of Open Access Journals
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