Densanins A and B, New Macrocyclic Pyrrole Alkaloids Isolated from the Marine Sponge Haliclona densaspicula

Densanins A (1) and B (2) were isolated from the sponge Haliclona densaspicula. On the basis of spectral data and the Mosher ester method, the complete structures were characterized as hexacyclic diamine alkaloids, which were probably derived from 3-alkylpyridine. Compounds 1 and 2 showed relatively...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2012-12, Vol.14 (24), p.6154-6157
Main Authors: Hwang, Buyng Su, Oh, Jung Soon, Jeong, Eun Ju, Sim, Chung J, Rho, Jung-Rae
Format: Article
Language:English
Subjects:
Alkaloids - chemistry
Alkaloids - isolation & purification
Alkaloids - pharmacology
Animals
Diamines - chemistry
Diamines - isolation & purification
Diamines - pharmacology
Haliclona - chemistry
Lipopolysaccharides - pharmacology
Marine Biology
Mice
Microglia - drug effects
Molecular Structure
Nitric Oxide - biosynthesis
Pyrroles - chemistry
Pyrroles - isolation & purification
Pyrroles - pharmacology
Republic of Korea
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Densanins A (1) and B (2) were isolated from the sponge Haliclona densaspicula. On the basis of spectral data and the Mosher ester method, the complete structures were characterized as hexacyclic diamine alkaloids, which were probably derived from 3-alkylpyridine. Compounds 1 and 2 showed relatively potent inhibitory effects on lipopolysaccharide-induced nitric oxide production in BV2 microglial cells with IC50 values of 1.05 and 2.14 μM, respectively.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol3028303