Synthesis of cinnamoyl glucoside derivatives and their antiproliferation activities against murine melanoma B16-F10 cell line. (June 2021)

• Record Type: Journal Article
• Authors: Shu, Penghua; Yu, Mengzhu; Li, Yamin; Luo, Yuehui; Liu, Hao; Zhu, Huiqing; Zhang, Jialong; Zhang, Lingxiang; Wei, Xialan; Xiao, Fugang
• Is Part Of: Carbohydrate research. Volume 504(2021)
• Publication Date: 2021-06
• Subjects: Cinnamoyl glucoside -- Glycosylation -- Dechloroacetylation -- Antiproliferation -- Melanoma; Carbohydrates -- Periodicals; Chemistry, Organic -- Periodicals; Biochemistry -- Periodicals; Carbohydrates -- Periodicals; Chimie organique -- Périodiques; Glucides -- Périodiques; Biochemistry; Carbohydrates; Chemistry, Organic; Periodicals; Electronic journals; 507.78
• DOI: 10.1016/j.carres.2021.108332
• Languages: English
• ISSNs: 0008-6215

Abstract

Abstract: Twelve cinnamoyl glucoside derivatives were prepared by glycosylation of glucosyl trichloroacetimidate and cinnamic acid derivatives, followed by dechloroacetylation with a pyridine/H2 O mixture. Their structures were characterized by 1 H and 13 C NMR, as well as mass analysis. All the products were tested for their antiproliferation activities against murine melanoma B16-F10 cell line. Compounds 4e-4j were able to inhibit the proliferation of murine melanoma B16-F10 cell line with IC50 values of 17.38 ± 0.07, 9.87 ± 0.09, 9.69 ± 0.12, 29.42 ± 0.04, 32.95 ± 0.08, 25.68 ± 0.09 μ M, respectively. Graphical abstract: Image 1 Highlights: Twelve cinnamoyl glucoside derivatives were prepared in good yields under mild, concise reaction conditions. Ten were new compounds and synthesized for the first time. All were tested for antiproliferation activities against B16 cell line for the first time. Six of them (4e –4j ) exhibited moderate to good antiproliferation activities.