title: Lupane, friedelane, oleanane, and ursane triterpenes from the stem of Siphonodon celastrineus Griff.
abstract: Twenty-one triterpenes consisting of a lupane derivative, two friedelanes, an oleanane derivative, and 17 ursane-type triterpenoids, together with three known triterpenes, three sterols, a fatty acid, a sesquiterpene alkaloid, and a glycerol derivative, were isolated from the stem of Siphonodon celastrineus. Their structures were characterized by various spectroscopic techniques, as well as comparison with literature data. Twenty-seven metabolites of these were evaluated for cytotoxic activity against six human cancer cell lines. The biosynthetic formation of a 1,4-dioxane bridge is also discussed.
authors.affiliation: Chulabhorn Research Institute, Kamphaeng Phet 6 Road, Bangkok 10210, Thailand.
authors.forename: Wirongrong
authors.initials: W
authors.lastname: Kaweetripob
authors.forename: Chulabhorn
authors.initials: C
authors.lastname: Mahidol
authors.forename: Hunsa
authors.initials: H
authors.lastname: Prawat
authors.forename: Somsak
authors.initials: S
authors.lastname: Ruchirawat
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D029753:Celastraceae / Q000737:chemistry*; D004146:Dioxanes / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009828:Oleanolic Acid / Q000031:analogs & derivatives; D018547:Plant Stems / Q000737:chemistry; D013785:Thailand; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D053978:Pentacyclic Triterpenes
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D004146:Dioxanes; D009828:Oleanolic Acid; D014315:Triterpenes; C421805:friedelane; C413246:oleanane; C480546:lupane; D053978:Pentacyclic Triterpenes; C025223:1,4-dioxane
keywords: Celastraceae; Cytotoxic activities; Friedelanes; Lupanes; NMR spectroscopy; Oleananes; Siphonodon celastrineus; Triterpenes; Ursanes