title: Synthesis and evaluation of triazole linked glycosylated 18β-glycyrrhetinic acid derivatives as anticancer agents.
abstract: A series of glycosyl triazol linked 18β-glycyrrhetinic acid (GA) derivatives have been synthesized using 1,3-dipolar cycloaddition reaction of per-O-acetylated glycosyl azide derivatives (4a-h) with propargyl ester of 18β-glycyrrhetinic acid (GA) (2 and 3) following the concept of 'Click chemistry'. The synthesized triazole derivatives were de-O-acetylated to furnish compounds (7a-h and 8a-c) with free hydroxyl groups in the carbohydrate moieties, which were evaluated for their anticancer potential against human cervical cancer cells (HeLa) and normal kidney epithelial (NKE) cells. GA (1), compound 7d, compound 7g and compound 8c showed promising anticancer activities.
authors.affiliation: Bose Institute, Division of Molecular Medicine, P 1/12, C.I.T. Scheme VII M, Kolkata 700054, India.
authors.forename: Pravat Kumar
authors.initials: PK
authors.lastname: Parida
authors.affiliation: Bose Institute, Division of Molecular Medicine, P 1/12, C.I.T. Scheme VII M, Kolkata 700054, India.
authors.forename: Abhijit
authors.initials: A
authors.lastname: Sau
authors.affiliation: Bose Institute, Division of Molecular Medicine, P 1/12, C.I.T. Scheme VII M, Kolkata 700054, India.
authors.forename: Tamashree
authors.initials: T
authors.lastname: Ghosh
authors.affiliation: Bose Institute, Division of Molecular Medicine, P 1/12, C.I.T. Scheme VII M, Kolkata 700054, India. Electronic address: kuladip.jana@gmail.com.
authors.forename: Kuladip
authors.initials: K
authors.lastname: Jana
authors.affiliation: Bose Institute, Division of Molecular Medicine, P 1/12, C.I.T. Scheme VII M, Kolkata 700054, India. Electronic address: kaushik@jcbose.ac.in.
authors.forename: Kaushik
authors.initials: K
authors.lastname: Biswas
authors.affiliation: Visva Bharati University, Centre of Biotechnology, Santiniketan, West Bengal, India.
authors.forename: Sanghamitra
authors.initials: S
authors.lastname: Raha
authors.affiliation: Bose Institute, Division of Molecular Medicine, P 1/12, C.I.T. Scheme VII M, Kolkata 700054, India. Electronic address: akmisra69@gmail.com.
authors.forename: Anup Kumar
authors.initials: AK
authors.lastname: Misra
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006031:Glycosylation; D006034:Glycyrrhetinic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006367:HeLa Cells; D006801:Humans; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000970:Antineoplastic Agents; D014230:Triazoles; C119129:18alpha-glycyrrhetinic acid; D006034:Glycyrrhetinic Acid
keywords: 18β-Glycyrrhetinic acid; Anticancer agent; Carbohydrate; Click chemistry; Triazole