Isatisine A, a novel alkaloid with an unprecedented skeleton from leaves of Isatis indigotica.
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.
Liu
Ji-Feng
JF
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, Yunnan, PRC.
Jiang
Zhi-Yong
ZY
Wang
Rui-Rui
RR
Zheng
Yong-Tang
YT
Chen
Ji-Jun
JJ
Zhang
Xue-Mei
XM
Ma
Yun-Bao
YB
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*
D019380:Anti-HIV Agents; D004365:Drugs, Chinese Herbal; D026121:Indole Alkaloids; C524145:isatisine A; D007510:Isatin