Literature DB >> 7623050

Malyngamide H, an ichthyotoxic amide possessing a new carbon skeleton from the Caribbean cyanobacterium Lyngbya majuscula.

J Orjala1, D Nagle, W H Gerwick.   

Abstract

Guided by ichthyotoxic activity against goldfish, a new lipopeptide, malyngamide H [1], and its corresponding free acid, 7-methoxytetradec-4(E)-enoic acid [2], have been isolated from the tropical marine cyanobacterium Lyngbya majuscula. The structure of the new carbon skeleton borne by malyngamide H was elucidated on the basis of spectroscopic analysis, mainly 2D nmr. The absolute stereochemistry of the cyclohexenone moiety of malyngamide H [1] was deduced by a combination of 2D NOESY and exciton chirality circular dichroism spectroscopy.

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Year:  1995        PMID: 7623050     DOI: 10.1021/np50119a019

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  8 in total

1.  Ketoreductase Domain Dysfunction Expands Chemodiversity: Malyngamide Biosynthesis in the Cyanobacterium Okeania hirsuta.

Authors:  Nathan A Moss; Tiago Leão; Michael R Rankin; Tyler M McCullough; Pingping Qu; Anton Korobeynikov; Janet L Smith; Lena Gerwick; William H Gerwick
Journal:  ACS Chem Biol       Date:  2018-12-03       Impact factor: 5.100

2.  Two cytotoxic stereoisomers of malyngamide C, 8-epi-malyngamide C and 8-O-acetyl-8-epi-malyngamide C, from the marine cyanobacterium Lyngbya majuscula.

Authors:  Harald Gross; Kerry L McPhail; Douglas E Goeger; Frederick A Valeriote; William H Gerwick
Journal:  Phytochemistry       Date:  2010-08-09       Impact factor: 4.072

3.  Isolation and biological evaluation of 8-epi-malyngamide C from the Floridian marine cyanobacterium Lyngbya majuscula.

Authors:  Jason C Kwan; Max Teplitski; Sarath P Gunasekera; Valerie J Paul; Hendrik Luesch
Journal:  J Nat Prod       Date:  2010-03-26       Impact factor: 4.050

4.  Quantitative molecular networking to profile marine cyanobacterial metabolomes.

Authors:  Jacob R Winnikoff; Evgenia Glukhov; Jeramie Watrous; Pieter C Dorrestein; William H Gerwick
Journal:  J Antibiot (Tokyo)       Date:  2013-11-27       Impact factor: 2.649

5.  Selective MyD88-dependent pathway inhibition by the cyanobacterial natural product malyngamide F acetate.

Authors:  Francisco A Villa; Kelly Lieske; Lena Gerwick
Journal:  Eur J Pharmacol       Date:  2009-12-16       Impact factor: 4.432

6.  Isolation, structure elucidation, and synthesis of eudistomides A and B, lipopeptides from a Fijian ascidian Eudistoma sp.

Authors:  Emily L Whitson; Anokha S Ratnayake; Tim S Bugni; Mary Kay Harper; Chris M Ireland
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

7.  Biologically active new metabolites from a Florida collection of Moorea producens.

Authors:  Omar M Sabry; Douglas E Goeger; William H Gerwick
Journal:  Nat Prod Res       Date:  2016-07-18       Impact factor: 2.861

Review 8.  Cannabinomimetric Lipids: From Natural Extract to Artificial Synthesis.

Authors:  Ya-Ru Gao; Yong-Qiang Wang
Journal:  Nat Prod Bioprospect       Date:  2018-01-16
  8 in total

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