Apramides A−G, Novel Lipopeptides from the Marine CyanobacteriumLyngbya majuscula
- 30 June 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 63 (8), 1106-1112
- https://doi.org/10.1021/np000078t
Abstract
Six new metabolites have been isolated from a lyngbyastatin 2-producing strain of the marine cyanobacterium Lyngbya majuscula collected at Apra Harbor, Guam, and their structures elucidated. These linear lipopeptides have been assigned the trivial names apramides A−F (1−6). From a more recent collection of this cyanobacterium, a structurally related compound, apramide G (7), has been found instead of apramides A−F (1−6). Structure elucidation of the lipopeptides 1−7 is based on spectroscopic techniques and chiral chromatography of hydrolysis products. The apramides appear as NMR-spectroscopically distinguishable conformers in solution, and this has been ascribed to the presence of a thiazole-containing modified amino acid unit.Keywords
This publication has 11 references indexed in Scilit:
- Yanucamides A and B, Two New Depsipeptides from an Assemblage of the Marine Cyanobacteria Lyngbya majuscula and Schizothrix SpeciesJournal of Natural Products, 2000
- Lyngbyastatin 2 and Norlyngbyastatin 2, Analogues of Dolastatin G and Nordolastatin G from the Marine Cyanobacterium Lyngbya majusculaJournal of Natural Products, 1999
- More Peptides and Other Diverse Constituents of the Marine Mollusk Philinopsis speciosaThe Journal of Organic Chemistry, 1998
- Carmabins A and B, New Lipopeptides from the Caribbean Cyanobacterium Lyngbya majusculaJournal of Natural Products, 1998
- Theory-Assisted Determination of Absolute Stereochemistry for Complex Natural Products via Computation of Molar Rotation AnglesJournal of the American Chemical Society, 1998
- Isolation and Structure of Dolastatin 17HETEROCYCLES, 1998
- Kulolide: A Cytotoxic Depsipeptide from a Cephalaspidean Mollusk, Philinopsis speciosa1Journal of the American Chemical Society, 1996
- Cyclic peptides and depsipeptides from cyanobacteria: A reviewJournal of Industrial Microbiology & Biotechnology, 1996
- Structure of Curacin A, a Novel Antimitotic, Antiproliferative and Brine Shrimp Toxic Natural Product from the Marine Cyanobacterium Lyngbya majusculaThe Journal of Organic Chemistry, 1994
- Microcolins A and B, New Immunosuppressive Peptides from the Blue-Green Alga Lyngbya majusculaJournal of Natural Products, 1992