title: Isolation of gelsedine-type indole alkaloids from Gelsemium elegans and evaluation of the cytotoxic activity of gelsemium alkaloids for A431 epidermoid carcinoma cells.
abstract: Four new gelsedine-type indole alkaloids (1-4) were isolated from the leaves of Gelsemium elegans, together with 11 known alkaloids. The structures were determined as 14-acetoxygelsenicine (1), 14-acetoxy-15-hydroxygelsenicine (2), 14-hydroxy-19-oxogelsenicine (3), and 14-acetoxygelselegine (4), respectively, by spectroscopic analysis. The cytotoxic effects of 14 Gelsemium alkaloids including two new compounds (1, 2) were evaluated using the A431 human epidermoid carcinoma cell line. Of these, the gelsedine-type alkaloids 14-acetoxy15-hydroxygelsenicine (2) [corrected] 14,15-dihydroxygelsenicine (5), gelsedine (7), and gelsemicine (8) showed potent cytotoxic effects.
authors.affiliation: Department of Molecular Structure and Biological Function, Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
authors.forename: Mariko
authors.initials: M
authors.lastname: Kitajima
authors.forename: Tomonori
authors.initials: T
authors.lastname: Nakamura
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Kogure
authors.forename: Mio
authors.initials: M
authors.lastname: Ogawa
authors.forename: Yuka
authors.initials: Y
authors.lastname: Mitsuno
authors.forename: Kageyoshi
authors.initials: K
authors.lastname: Ono
authors.forename: Shingo
authors.initials: S
authors.lastname: Yano
authors.forename: Norio
authors.initials: N
authors.lastname: Aimi
authors.forename: Hiromitsu
authors.initials: H
authors.lastname: Takayama
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D031450:Gelsemium / Q000737:chemistry*; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000145:classification / Q000302:isolation & purification / Q000494:pharmacology; D007564:Japan; D015394:Molecular Structure; D000078183:Oxindoles; D010946:Plants, Medicinal / Q000737:chemistry*; D014407:Tumor Cells, Cultured
chemical_list: D000470:Alkaloids; D026121:Indole Alkaloids; D000078183:Oxindoles; C418735:gelsedine