title: Isatisine A, a novel alkaloid with an unprecedented skeleton from leaves of Isatis indigotica.
abstract: 9alpha,13alpha-Dihydroxylisopropylidenylisatisine A (1), which was derived from isatisine A (2) and possessed an unprecedented fused pentacyclic skeleton, was isolated from the leaves of Isatis indigotica Fort. The structure and relative configuration were elucidated on the basis of extensive NMR analyses and finally determined by single-crystal X-ray diffraction. Compound 1 showed moderate anti-HIV-1 activity with EC50 = 37.8 microM and SI = 7.98.
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, Yunnan, PRC.
authors.forename: Ji-Feng
authors.initials: JF
authors.lastname: Liu
authors.forename: Zhi-Yong
authors.initials: ZY
authors.lastname: Jiang
authors.forename: Rui-Rui
authors.initials: RR
authors.lastname: Wang
authors.forename: Yong-Tang
authors.initials: YT
authors.lastname: Zheng
authors.forename: Ji-Jun
authors.initials: JJ
authors.lastname: Chen
authors.forename: Xue-Mei
authors.initials: XM
authors.lastname: Zhang
authors.forename: Yun-Bao
authors.initials: YB
authors.lastname: Ma
mesh_terms: D019380:Anti-HIV Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015497:HIV-1 / Q000187:drug effects*; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007510:Isatin / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D031219:Isatis / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*
chemical_list: D019380:Anti-HIV Agents; D004365:Drugs, Chinese Herbal; D026121:Indole Alkaloids; C524145:isatisine A; D007510:Isatin