Document Type
Article
Abstract
Microcolin A [1] and microcolin B [2] are new immunosuppressive lipopeptides isolated from a Venezuelan sample of the blue-green alga Lyngbya majwcnh. The microcolins are potent inhibitors of the murine mixed lymphocyte response and murine P-388 leukemia in vitro. Isolation and structure elucidation of 1 and 2 by nmr, mass spectral, and chemical methods are described.
Marine organisms have emerged as an abundant source of novel peptide secondary metabolites (1). Several of these, such as the didemnins ( 2 4 ) , dolastatins ( 5 4 , and discodermins (9-11), have been shown to possess striking biological activity, for the most part in the antiviral, antitumor, cytotoxic, and antimicrobial areas. Our ongoing interest in the isolation of marine-derived immunomodulatory agents (12-14) led us to examine a specimen of Lyngbya majuscula Gamont (Oscillatoriaceae) {=Microcoleus lyngbyaceus (Kutzing) Crouan sensu Drouet), collected in Venezuelan waters. We report here the isolation and structure determination of two novel, potent immunosuppressive lipopeptides, microcolins A [1] and B [2]. The microcolins are related in structure to majusculamide D and deoxymajusculamide D (15), the difference being substitution of an N-methylleucine residue in place of the N, 0-dimethyltyrosine in the corresponding majusculamide D compounds.
DOI
10.1021/np50083a009 (doi)
Publication Date
1992
Recommended Citation
This document is the accepted manuscript version of a published work that appeared in final form in Journal of Natural Products after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/np50083a009. This article may be cited as: Koehn, F. E., Longley, R. E., & Reed, J. K. (1992). Microcolins A and B, new immunosuppressive peptides from the blue-green alga Lyngba majuscula. Journal of Natural Products, 55(5), 613-619. doi:10.1021/np50083a009
Comments
Florida Atlantic University. Harbor Branch Oceanographic Institute contribution #895.