title: Concise Total Synthesis of Nannocystin A.
abstract: Nannocystin A, a structurally unique 21-membered macrocyclic depsipeptide with low nanomolar inhibitory activity against elongation factor 1A, was synthesized according to a strategy involving the vinylogous Mukaiyama aldol reaction, Sharpless epoxidation, olefin metathesis, the Mitsunobu reaction, and a palladium-catalyzed intramolecular Suzuki coupling of a highly complex cyclization substrate. The overall synthesis is efficient and paves the way for preparation of analogues for drug development efforts.
authors.affiliation: Laboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Xili, Nanshan District, Shenzhen, 518055, China.
authors.forename: Linping
authors.initials: L
authors.lastname: Liao
authors.affiliation: Laboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Xili, Nanshan District, Shenzhen, 518055, China.
authors.forename: Jingjing
authors.initials: J
authors.lastname: Zhou
authors.affiliation: Laboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Xili, Nanshan District, Shenzhen, 518055, China. xuzs@pkusz.edu.cn.
authors.forename: Zhengshuang
authors.initials: Z
authors.lastname: Xu
authors.affiliation: Laboratory of Chemical Genomics, Engineering Laboratory for Chiral Drug Synthesis, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Xili, Nanshan District, Shenzhen, 518055, China. yet@pkusz.edu.cn.
authors.forename: Tao
authors.identifier: 0000-0002-2780-9761
authors.initials: T
authors.lastname: Ye
mesh_terms: D047028:Macrocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D047028:Macrocyclic Compounds; C000607748:nannocystin A
keywords: anticancer agents; cyclodepsipeptides; nannocystin A; natural products; total synthesis