Topic
Indole alkaloid
About: Indole alkaloid is a research topic. Over the lifetime, 868 publications have been published within this topic receiving 15401 citations. The topic is also known as: indole alkaloids.
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TL;DR: In this paper, the marine indole alkaloid derivative N(10)-acetyleudistomin L has been prepared in a convergent synthesis, starting from 5-bromoindole and L-cysteine.
31 citations
31 citations
TL;DR: It can be concluded that the biosynthesis of terpenoid indole alkaloids in both cultures is limited by the availability of ter penoid precursors; this pathway is not saturated with substrates under normal culture conditions.
31 citations
TL;DR: In this paper, a new glycoindole alkaloid, rhynchophine, was isolated from the leaves of Uncaria RHynchophylla MIQ and its structure was elucidated as 6'-feruloyl vincoside lactam (IV).
Abstract: A new glycoindole alkaloid, rhynchophine, was isolated from the leaves of Uncaria rhynchophylla MIQ. and its structure was elucidated as 6'-feruloyl vincoside lactam (IV). A partial synthesis was achieved by the use of vincoside lactam as the starting material. Five known compounds were also newly isolated from the same plant, namely, vallesiachotamine, vincoside lactam, strictosamide, hyperin and trifolin.
31 citations
TL;DR: It was shown that the iboga moiety is the most crucial unit for TRPM8 blockade and that its stereostructure, as found in 1 but not in 10 and 11, is essential for chemical agonist-selective TR PM8 inhibition.
Abstract: The iboga alkaloid voacangine (1) has been reported previously to be the first stimulus-selective TRPM8 antagonist. In the present report, a structure-activity relationship (SAR) study is described on the effects of some naturally occurring indole alkaloid analogues on TRPM8 inhibition. Dihydrocatharanthine (10) and catharanthine (11) were found to be inhibitors of TRPM8 activity, and their IC50 values were equivalent to that of BCTC, a potent and representative TRPM8 antagonist. Furthermore, it was shown that the iboga moiety is the most crucial unit for TRPM8 blockade and that its stereostructure, as found in 1 but not in 10 and 11, is essential for chemical agonist-selective TRPM8 inhibition. These findings should provide useful information for synthesizing additional stimulus-selective and TRPM8-selective blockers.
31 citations