Structure reinvestigation of gelsemoxonine, a constituent of Gelsemium elegans, reveals a novel, azetidine-containing indole alkaloid.
[structure: see text] The structure of gelsemoxonine, isolated from Gelsemium elegans Benth., was revised to be a novel oxindole alkaloid having an azetidine unit. A new alkaloid, 14,15-dihydroxygelsenicine, which was presumed to be a biosynthetic precursor of gelsemoxonine, was also isolated.
Kitajima
Mariko
M
Graduate School of Pharmaceutical Sciences and Chemical Analysis Center, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Kogure
Noriyuki
N
Yamaguchi
Kentaro
K
Takayama
Hiromitsu
H
Aimi
Norio
N
D001384:Azetidines / Q000737:chemistry*; D002942:Circular Dichroism; D031450:Gelsemium / Q000737:chemistry*; D026121:Indole Alkaloids / Q000737:chemistry* / Q000302:isolation & purification; D008958:Models, Molecular; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification
D001384:Azetidines; D026121:Indole Alkaloids; D010936:Plant Extracts; C478255:gelsemoxonine; C082735:azetidine