A new gluco indole alkaloid, 3,4-dehydro-5-carboxystrictosidine, was obtained from Peruvian Una 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-β-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-β-carboline, in CD3OD solution.
Rubiaceae, Uncaria tomentosa, indole alkaloid, Uña de Gato (Cat's Claw), β-carboline
NCBI PubMed ID: 11045440Publication DOI: 10.1248/cpb.48.1410Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: aimi@p.chiba-u.ac.jp
Institutions: Faculty of Pharmaceutical Sciences, Chiba University, Chiba, Japan