title: Synthesis and biological evaluation of acylated oligorhamnoside derivatives structurally related to mezzettiaside-6 with cytotoxic activity.
abstract: Two partially acylated oligorhamnoside derivatives 1 and 2 structurally related to the natural product mezzettiaside-6 were synthesized via a '2 + 1 + 1' convergent strategy. The bioassay results showed that the introduction of the acetyl groups to the 2-position of the terminal l-rhamnose was helpful to improve in vitro cytotoxicity. Compound 1 showed both extensive in vitro cytotoxicity in tumor cell lines and potential antimultidrug resistance capability. Preliminary mechanistic studies demonstrated that compound 1 could inhibit cell growth by inducing apoptosis, arresting cell cycle progression at the S phase in K562 cells.
authors.affiliation: College of Materials and Energy, South China Agricultural University, Guangzhou, 510642, China and State Key Laboratory for Conservation and Utilization of Subtropical Agro-bioresources, Integrative Microbiology Research Centre, Guangdong Province Key Laboratory of Microbial Signals and Disease Control, South China Agricultural University, 510642, Guangzhou, China. ziningcui@scau.edu.cn.
authors.forename: Gaopeng
authors.initials: G
authors.lastname: Song
authors.affiliation: Department of Human anatomy, School of Medicine, Jinan University, Guangzhou, 510632, China.
authors.forename: Sumei
authors.initials: S
authors.lastname: Li
authors.affiliation: Guizhou Tea Reasearch Institute, Guizhou Academy of Agricultural Science, Guiyang, Guizhou 550006, China.
authors.forename: Zhiwei
authors.initials: Z
authors.lastname: Lei
authors.affiliation: College of Materials and Energy, South China Agricultural University, Guangzhou, 510642, China.
authors.forename: Yibin
authors.initials: Y
authors.lastname: Li
authors.affiliation: College of Materials and Energy, South China Agricultural University, Guangzhou, 510642, China.
authors.forename: Junhua
authors.initials: J
authors.lastname: Li
authors.affiliation: College of Materials and Energy, South China Agricultural University, Guangzhou, 510642, China.
authors.forename: Yixian
authors.initials: Y
authors.lastname: Liao
authors.affiliation: State Key Laboratory for Conservation and Utilization of Subtropical Agro-bioresources, Integrative Microbiology Research Centre, Guangdong Province Key Laboratory of Microbial Signals and Disease Control, South China Agricultural University, 510642, Guangzhou, China. ziningcui@scau.edu.cn.
authors.forename: Zi-Ning
authors.initials: ZN
authors.lastname: Cui
mesh_terms: D000215:Acylation; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D002453:Cell Cycle / Q000187:drug effects; D045744:Cell Line, Tumor; D006801:Humans; D020014:K562 Cells; D053078:Membrane Potential, Mitochondrial / Q000187:drug effects; D009369:Neoplasms / Q000188:drug therapy* / Q000378:metabolism; D012210:Rhamnose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D012210:Rhamnose