title: Aristololactams and aporphines from the stems of Fissistigma oldhamii (Annonaceae).
abstract: Two aristololactams, aristololactam GI (1) and aristololactam GII (2), and three aporphines, fissistigamide A (3), fissistigamide B (4) and fissistigmine (5), together with nineteen known alkaloids, one flavone and one anthraquinone were isolated from the ethanol extracts of the stems of Fissistigma oldhamii (Annonaceae). Their structures were elucidated primarily by analysis of NMR, IR, UV, MS and CD data. Alkaloid 1 is a chiral aristololactam formed from a phenylpropanoid derivative attached to a 3,4-dihydroxy aristololactam scaffold. The absolute configuration of 1 was determined by comparing experimental and calculated ECD spectra. The anti-inflammatory activity of the crude extracts and the five alkaloids were tested by measuring the amount of TNF-α and IL-6 released from LPS stimulated RAW264 cell via ELISA. The results demonstrated that the CHCl(3)-soluble part and alkaloid 2 exhibited significant anti-inflammatory activity in vitro in both assays.
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.
authors.forename: Yue-Wei
authors.initials: YW
authors.lastname: Ge
authors.forename: Shu
authors.initials: S
authors.lastname: Zhu
authors.forename: Ming-Ying
authors.initials: MY
authors.lastname: Shang
authors.forename: Xin-Yu
authors.initials: XY
authors.lastname: Zang
authors.forename: Xuan
authors.initials: X
authors.lastname: Wang
authors.forename: Yan-Jing
authors.initials: YJ
authors.lastname: Bai
authors.forename: Li
authors.initials: L
authors.lastname: Li
authors.forename: Katsuko
authors.initials: K
authors.lastname: Komatsu
authors.forename: Shao-Qing
authors.initials: SQ
authors.lastname: Cai
mesh_terms: D000818:Animals; D029061:Annonaceae / Q000737:chemistry*; D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000494:pharmacology; D001060:Aporphines / Q000737:chemistry* / Q000494:pharmacology*; D002460:Cell Line; D015850:Interleukin-6 / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D014409:Tumor Necrosis Factor-alpha / Q000378:metabolism
chemical_list: D000893:Anti-Inflammatory Agents; D001060:Aporphines; D015850:Interleukin-6; D014409:Tumor Necrosis Factor-alpha