Click linker: efficient and high yielding synthesis of a new family of kojic acid congeners as cytotoxic agents. Issue 7 (3rd April 2023)

• Record Type: Journal Article
• Authors: Ravirala, Saidulu; Sura, Madhu Babu; Murugesan, Periyasamy; Tangutur, Anjana Devi; Ponnapalli, Mangala Gowri
• Is Part Of: Natural product research. Volume 37:Issue 7(2023)
• Page Start: 1161
• Page End: 1167
• Publication Date: 2023-04-03
• Subjects: Aspergillus flavus -- kojic acid -- 1, 2, 3-triazole -- cytotoxicity; Natural products -- Periodicals; Natural products -- Research -- Periodicals; Biological Factors -- Periodicals; Biological Products -- Periodicals; 547
• DOI: 10.1080/14786419.2021.1998897
• Languages: English
• ISSNs: 1478-6419

Abstract

Abstract: Highly efficient methodology was developed for the construction of functionalized Kojic acid involving Click linker via 1, 3-dipolar cycloaddition and their cytotoxicity against MCF-7, MIAPaCa-2 and DU145 mammalian cell lines were evaluated. Preliminary studies on structure-activity-relationship (SAR) revealed that substitution at C-2 of kojic acid as well as C-5 of 1, 2, 3-triazole motif played a major role in the activity profile. Kojic acid 1, 2, 3-triazole analogue 3 b containing an alkyl chain ( n = 6) exhibited two fold potent activity than the parent compound, kojic acid against MCF-7 and MIA PaCa-2 cell lines. It induced apoptosis in these cell lines via ID1/PARP1 mediated pathway. The structures of the new analogues of kojic acid 1, 2, 3-triazole were confirmed by the detailed spectroscopic data analysis. Graphical Abstract: UF0001