title: Synthesis and revision of stereochemistry of rubescensin S.
abstract: An effective two step transformation of oridonin to 15,16-seco-ent-kaurane skeleton is reported. We also achieved the conversion of one intermediate to natural product rubescensin S and revised its structure as a 13S configuration although 13R is reported in the literature.
authors.affiliation: Department of Chemistry and Institute of Medicinal Chemistry, East China Normal University, 3663 North Zhong Shan Road, Shanghai, 200062, China.
authors.forename: Mei
authors.initials: M
authors.lastname: Zhang
authors.forename: Yangming
authors.initials: Y
authors.lastname: Zhang
authors.forename: Wei
authors.initials: W
authors.lastname: Lu
authors.forename: Fa-Jun
authors.initials: FJ
authors.lastname: Nan
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000494:pharmacology; D002470:Cell Survival / Q000187:drug effects; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D018360:Crystallography, X-Ray; D045786:Diterpenes, Kaurane / Q000138:chemical synthesis* / Q000494:pharmacology; D004365:Drugs, Chinese Herbal / Q000138:chemical synthesis* / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D037602:Isodon / Q000737:chemistry; D020014:K562 Cells; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D054852:Small Molecule Libraries / Q000138:chemical synthesis; D013237:Stereoisomerism
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D045786:Diterpenes, Kaurane; D004365:Drugs, Chinese Herbal; D054852:Small Molecule Libraries; C570707:rubescensin S; C011959:oridonin