Coscinoderines A–J: Trisubstituted Pyridinium-Containing Norterpenoids Isolated from Coscinoderma bakusi, a Tropical Marine Sponge

Ten new norterpene alkaloids, coscinoderines A–J (1–10), were isolated from the marine sponge Coscinoderma bakusi. Each coscinoderine contains a 1,2,5-trisubstituted pyridinium moiety bearing a terpene unit at the C-2 position. Their structures were elucidated by analysis of NMR and HRMS data, and t...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2023-09, Vol.86 (9), p.2145-2150
Main Authors: Tran, Huynh Nguyen Khanh, Kim, Min Jin, Shin, A-Young, Tran, Le Viet Ha, Lee, Jihoon, Lee, Yeon-Ju
Format: Article
Language:English
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Summary:Ten new norterpene alkaloids, coscinoderines A–J (1–10), were isolated from the marine sponge Coscinoderma bakusi. Each coscinoderine contains a 1,2,5-trisubstituted pyridinium moiety bearing a terpene unit at the C-2 position. Their structures were elucidated by analysis of NMR and HRMS data, and the absolute stereochemistry of 4 with a 2-methylbutyl group attached to the nitrogen was determined from a comparison of the calculated and measured ECD spectra. The isolation of coscinoderines expands the repertoire of pyridinium alkaloids isolated from marine sponges.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.3c00358