Abstract
A Caribbean cyanobacterium, Hormothamnion enteromorphoides, was found to produce a complex mixture of ichthyotoxic peptides, perhaps explaining the apparent absence of predation upon these potentially palatable life forms. Bioassay-guided fractionation was used to isolate these toxic and antimicrobial natural products, and a variety of techniques including HR FAB mass spectrometry, 2D-NMR, traditional hydrolysis-amino acid analysis, and several chemical reactions were used to define the basic structural features of the major peptide, hormothamnin A. Hormothamnin A is a cyclic undecapeptide containing six common and five uncommon or new amino acid residues. HPLC analyses indicate that the relative proportions of these peptide natural products remain relatively constant between different collection locations and years, however, they do vary seasonally. Clonal isolates of this cyanobacterium in culture produce the full spectrum of toxic peptides.
References
Apr 13, 1979·Science·J H CardellinaR E Moore
Jun 24, 1977·The Journal of Organic Chemistry·A SrinivasanR K Olsen
Jun 24, 1977·The Journal of Organic Chemistry·A SrinivasanR K Olsen
Nov 1, 1982·Journal of Natural Products·N R FerrigniC R Smith
Jun 1, 1980·Journal of Pharmaceutical Sciences·M KashiwagiT R Norton
May 1, 1982·Planta medica·B N MeyerJ L McLaughlin
Mar 1, 1973·Planta·M Pedersén, E J Dasilva
Citations
Feb 1, 1996·Journal of Industrial Microbiology·R E Moore
Mar 15, 1994·The Science of the Total Environment·T Lanaras, C M Cook
Jun 1, 1992·The Journal of Applied Bacteriology·W W Carmichael
Jan 1, 1994·Natural Toxins·G M Patterson, C M Bolis
Jan 1, 1992·Journal of Receptor Research·D Jiayi, Y Z Chen
Oct 18, 2014·Amino Acids·Dawid Siodłak
Dec 23, 2016·Chemical Biology & Drug Design·Komal AnjumSyed Shams Ul Hassan
Mar 21, 2018·International Journal of Molecular Sciences·Hee Kyoung KangYoonkyung Park
May 11, 2017·Frontiers in Microbiology·Rachana SinghSheo M Prasad
Nov 1, 1996·Pharmazie in unserer Zeit·B Falch
Oct 13, 2020·Frontiers in Microbiology·Lassi Matti Petteri HeiniläKaarina Sivonen
Feb 28, 2007·Journal of Medicinal Chemistry·Isabelle BonnardBernard Banaigs
May 13, 2021·Seminars in Cancer Biology·Deepti DiwanVijai Kumar Gupta
Jun 26, 2001·Journal of Natural Products·L M NogleW H Gerwick
Jan 26, 2002·Journal of Natural Products·Lisa M Nogle, William H Gerwick
Oct 9, 1999·Journal of Natural Products·I P SinghW H Gerwick
Nov 15, 2000·Journal of Natural Products·K E MilliganW H Gerwick
May 29, 2004·Journal of Natural Products·Carmen I ViturroMarta S Maier