title: Total synthesis and biological studies of cryptocin and derivatives of equisetin and fusarisetin A.
abstract: Total synthesis of cryptocin, a fungus metabolite, was achieved based on the biosynthetic hypothesis. A variety of derivatives of cryptocin, equisetin and fusarisetin A were prepared, wherein the racemization of C-3 and diastereoselectivity of C-5 were investigated. We further examined their inhibitory effects on breast cancer cell survival and metastasis, and summarized the structure-activity relationship.
authors.affiliation: Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663N Zhongshan Road, Shanghai 200062, China.
authors.forename: Lili
authors.initials: L
authors.lastname: Kong
authors.forename: Mingjin
authors.initials: M
authors.lastname: Rao
authors.forename: Jinjie
authors.initials: J
authors.lastname: Ou
authors.forename: Jun
authors.initials: J
authors.lastname: Yin
authors.forename: Weiqiang
authors.initials: W
authors.lastname: Lu
authors.forename: Mingyao
authors.initials: M
authors.lastname: Liu
authors.forename: Xiufeng
authors.initials: X
authors.lastname: Pang
authors.forename: Shuanhu
authors.initials: S
authors.lastname: Gao
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D010084:Oxidation-Reduction; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011760:Pyrrolidinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013379:Substrate Specificity; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D006576:Heterocyclic Compounds, 4 or More Rings; D009281:Naphthalenes; D011758:Pyrroles; D011760:Pyrrolidinones; D013764:Tetrahydronaphthalenes; C407351:cryptocin; C572422:fusarisetin A; C024509:equisetin