title: Machilusides A and B: structurally unprecedented homocucurbitane glycosides from the stem bark of Machilus yaoshansis.
abstract: Two structurally novel homocucurbitane triterpenoid glycosides, machilusides A (1) and B (2), possessing an unprecedented C(36) skeleton with a D-fructose moiety incorporated into a cucurbitane nucleus forming unique cage-like tricyclic ring moieties, were isolated from the stem bark of Machilus yaoshansis. Their structures were determined by spectroscopic methods. Both compounds exhibited nonselective cytotoxic activities against several human cancer cell lines. The biosynthetic pathway of 1 and 2 was postulated.
authors.affiliation: State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Ministry of Education, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, People's Republic of China.
authors.forename: Mingtao
authors.initials: M
authors.lastname: Liu
authors.forename: Maoluo
authors.initials: M
authors.lastname: Gan
authors.forename: Sheng
authors.initials: S
authors.lastname: Lin
authors.forename: Yanling
authors.initials: Y
authors.lastname: Zhang
authors.forename: Jiachen
authors.initials: J
authors.lastname: Zi
authors.forename: Weixia
authors.initials: W
authors.lastname: Song
authors.forename: Xiaona
authors.initials: X
authors.lastname: Fan
authors.forename: Ying
authors.initials: Y
authors.lastname: Liu
authors.forename: Yongchun
authors.initials: Y
authors.lastname: Yang
authors.forename: Jiangong
authors.initials: J
authors.lastname: Shi
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002166:Camptothecin / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D019770:Lauraceae / Q000737:chemistry*; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D006027:Glycosides; D014315:Triterpenes; C514277:cucurbitane; C560537:machiluside A; C560538:machiluside B; D002166:Camptothecin