A new gluco indole alkaloid, 3, 4-dehydro-5-carboxystrictosidine, from Peruvian Uña de Gato (Uncaria tomentosa).
A new gluco indole alkaloid, 3,4-dehydro-5-carboxystrictosidine, was obtained from Peruvian Uña de Gato (Cat's Claw, original plant: Uncaria tomentosa) together with two known gluco indole alkaloids. This compound was the first example of isolation of a gluco monoterpenoid indole alkaloid having a 3,4-dihydro-beta-carboline ring system from nature. A characteristic feature of the compound was the quick replacement of the methylene hydrogens on C-14 with deuterium that was observed when it was dissolved in CD3OD. We demonstrated a similar proton-deuterium exchange on a model compound, 1-methyl-3,4-dihydro-gamma-carboline, in CD3OD solution.
Kitajima
M
M
Faculty of Pharmaceutical Sciences, Chiba University, Japan.
Hashimoto
K
K
Yokoya
M
M
Takayama
H
H
Aimi
N
N
Sakai
S I
SI
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D019666:Rubiaceae / Q000737:chemistry*; D013057:Spectrum Analysis
C419424:3,4-dehydro-5-carboxystrictosidine; D000470:Alkaloids; D007211:Indoles