Synthesis of cinnamoyl glucoside derivatives and their antiproliferation activities against murine melanoma B16-F10 cell line

Penghua Shu; Mengzhu Yu; Yamin Li; Yuehui Luo; Hao Liu; Huiqing Zhu; Jialong Zhang; Lingxiang Zhang; Xialan Wei; Fugang Xiao

doi:10.1016/j.carres.2021.108332

Synthesis of cinnamoyl glucoside derivatives and their antiproliferation activities against murine melanoma B16-F10 cell line

Carbohydr Res. 2021 Jun:504:108332. doi: 10.1016/j.carres.2021.108332. Epub 2021 Apr 29.

Authors

Penghua Shu¹, Mengzhu Yu², Yamin Li², Yuehui Luo², Hao Liu², Huiqing Zhu², Jialong Zhang², Lingxiang Zhang², Xialan Wei³, Fugang Xiao⁴

Affiliations

¹ Food and Pharmacy College, Xuchang University, Xuchang, China. Electronic address: shupenghua@yeah.net.
² Food and Pharmacy College, Xuchang University, Xuchang, China.
³ School of Information Engineering, Xuchang University, Xuchang, China.
⁴ Food and Pharmacy College, Xuchang University, Xuchang, China. Electronic address: xfug@163.com.

PMID: 33940311
DOI: 10.1016/j.carres.2021.108332

Abstract

Twelve cinnamoyl glucoside derivatives were prepared by glycosylation of glucosyl trichloroacetimidate and cinnamic acid derivatives, followed by dechloroacetylation with a pyridine/H₂O mixture. Their structures were characterized by ¹H and ¹³C 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 μM, respectively.

Keywords: Antiproliferation; Cinnamoyl glucoside; Dechloroacetylation; Glycosylation; Melanoma.

MeSH terms

Animals
Antineoplastic Agents
Cell Line, Tumor
Glucosides*
Melanoma, Experimental
Mice

Substances

Antineoplastic Agents
Glucosides