Two chromone-secoiridoid glycosides and three indole alkaloid glycosides from Neonauclea sessilifolia.
From the dried roots of Neonauclea sessilifolia, two new chromone-secoiridoid glycosides, sessilifoside and 7"-O-beta-D-glucopyranosylsessilifoside, and three novel indole alkaloid glycosides, neonaucleosides A, B, and C, were isolated along with the main known glycosides, 5-hydroxy-2-methylchromone-7-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside, sweroside, loganin, grandifloroside, and quinovic acid 3 beta-O-beta-D-quinovopyranoside-28-O-beta-D-glucopyranoside. The structures of these new glycosides were determined by spectroscopic and chemical means. Neonaucleoside A and its C-3 epimer were prepared from secologanin and tryptamine.
Itoh
Atsuko
A
Kobe Pharmaceutical University, Higashinada-ku, Kobe 658-8558, Japan.
Tanahashi
Takao
T
Nagakura
Naotaka
N
Nishi
Toyoyuki
T
D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification; D026121:Indole Alkaloids / Q000737:chemistry*; D057888:Iridoid Glucosides; D039823:Iridoids / Q000737:chemistry* / Q000302:isolation & purification; D019906:Nuclear Magnetic Resonance, Biomolecular; D018517:Plant Roots / Q000737:chemistry; D019666:Rubiaceae / Q000737:chemistry* / Q000145:classification; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D014363:Tryptamines / Q000737:chemistry
D006027:Glycosides; D026121:Indole Alkaloids; D057888:Iridoid Glucosides; D039823:Iridoids; D014363:Tryptamines; C021086:secologanin; C030820:tryptamine