Literature DB >> 30489078

Isolation and Characterization of Anaephenes A-C, Alkylphenols from a Filamentous Cyanobacterium ( Hormoscilla sp., Oscillatoriales).

David Brumley, Kara A Spencer, Sarath P Gunasekera1, Thomas Sauvage1, Jason Biggs2, Valerie J Paul1, Hendrik Luesch.   

Abstract

Three related new alkylphenols, termed anaephenes A-C (1-3), containing different side chains, were isolated from an undescribed filamentous cyanobacterium (VPG 16-59) collected in Guam. Our 16S rDNA sequencing efforts indicated that VPG 16-59 is a member of the marine genus Hormoscilla (Oscillatoriales). The structures of anaephenes A-C (1-3) were elucidated by spectroscopic methods, and compounds assayed for growth inhibitory activity against prokaryotic and eukaryotic cell lines. Anaephene B (2), possessing a terminal alkyne, displayed moderate activity against Bacillus cereus and Staphylococcus aureus with MIC values of 6.1 μg/mL. While 1 and 3 showed no pronounced activity in these assays, their structural features highlight the unusual biosynthetic capacity of this cyanobacterium and warrant further study.

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Year:  2018        PMID: 30489078      PMCID: PMC7315913          DOI: 10.1021/acs.jnatprod.8b00650

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


  20 in total

1.  Pitipeptolides A and B, new cyclodepsipeptides from the marine cyanobacterium Lyngbya majuscula.

Authors:  H Luesch; R Pangilinan; W Y Yoshida; R E Moore; V J Paul
Journal:  J Nat Prod       Date:  2001-03       Impact factor: 4.050

Review 2.  The unique mechanistic transformations involved in the biosynthesis of modular natural products from marine cyanobacteria.

Authors:  Adam C Jones; Emily A Monroe; Eli B Eisman; Lena Gerwick; David H Sherman; William H Gerwick
Journal:  Nat Prod Rep       Date:  2010-05-04       Impact factor: 13.423

Review 3.  Natural Product Biosynthetic Diversity and Comparative Genomics of the Cyanobacteria.

Authors:  Elke Dittmann; Muriel Gugger; Kaarina Sivonen; David P Fewer
Journal:  Trends Microbiol       Date:  2015-10       Impact factor: 17.079

4.  Carmabins A and B, new lipopeptides from the Caribbean cyanobacterium Lyngbya majuscula.

Authors:  G J Hooper; J Orjala; R C Schatzman; W H Gerwick
Journal:  J Nat Prod       Date:  1998-04       Impact factor: 4.050

5.  Stereoselective synthesis, natural occurrence and CB(2) receptor binding affinities of alkylamides from herbal medicines such as Echinacea sp.

Authors:  N Matovic; A Matthias; Jürg Gertsch; Stefan Raduner; K M Bone; R P Lehmann; J J Devoss
Journal:  Org Biomol Chem       Date:  2006-11-29       Impact factor: 3.876

6.  Anacardic Acids from Knema hookeriana as Modulators of Bcl-xL/Bak and Mcl-1/Bid Interactions.

Authors:  Charlotte Gény; Gwladys Rivière; Jérome Bignon; Nicolas Birlirakis; Eric Guittet; Khaljah Awang; Marc Litaudon; Fanny Roussi; Vincent Dumontet
Journal:  J Nat Prod       Date:  2016-03-23       Impact factor: 4.050

7.  Structure and biosynthesis of the jamaicamides, new mixed polyketide-peptide neurotoxins from the marine cyanobacterium Lyngbya majuscula.

Authors:  Daniel J Edwards; Brian L Marquez; Lisa M Nogle; Kerry McPhail; Douglas E Goeger; Mary Ann Roberts; William H Gerwick
Journal:  Chem Biol       Date:  2004-06

8.  RAxML version 8: a tool for phylogenetic analysis and post-analysis of large phylogenies.

Authors:  Alexandros Stamatakis
Journal:  Bioinformatics       Date:  2014-01-21       Impact factor: 6.937

9.  Metagenomic discovery of polybrominated diphenyl ether biosynthesis by marine sponges.

Authors:  Vinayak Agarwal; Jessica M Blanton; Sheila Podell; Arnaud Taton; Michelle A Schorn; Julia Busch; Zhenjian Lin; Eric W Schmidt; Paul R Jensen; Valerie J Paul; Jason S Biggs; James W Golden; Eric E Allen; Bradley S Moore
Journal:  Nat Chem Biol       Date:  2017-03-20       Impact factor: 15.040

10.  Antitumor activity of hierridin B, a cyanobacterial secondary metabolite found in both filamentous and unicellular marine strains.

Authors:  Pedro N Leão; Margarida Costa; Vitor Ramos; Alban R Pereira; Virgínia C Fernandes; Valentina F Domingues; William H Gerwick; Vitor M Vasconcelos; Rosário Martins
Journal:  PLoS One       Date:  2013-07-29       Impact factor: 3.240

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  4 in total

1.  Discovery, Total Synthesis, and SAR of Anaenamides A and B: Anticancer Cyanobacterial Depsipeptides with a Chlorinated Pharmacophore.

Authors:  David A Brumley; Sarath P Gunasekera; Qi-Yin Chen; Valerie J Paul; Hendrik Luesch
Journal:  Org Lett       Date:  2020-05-16       Impact factor: 6.005

2.  Untargeted Identification of Alkyne-Containing Natural Products Using Ruthenium-Catalyzed Azide Alkyne Cycloaddition Reactions Coupled to LC-MS/MS.

Authors:  Daniel Back; Brenda T Shaffer; Joyce E Loper; Benjamin Philmus
Journal:  J Nat Prod       Date:  2022-01-19       Impact factor: 4.050

Review 3.  Marine Bacterial Secondary Metabolites: A Treasure House for Structurally Unique and Effective Antimicrobial Compounds.

Authors:  Ramanathan Srinivasan; Arunachalam Kannappan; Chunlei Shi; Xiangmin Lin
Journal:  Mar Drugs       Date:  2021-09-23       Impact factor: 5.118

4.  Anti-Inflammatory Dysidazirine Carboxylic Acid from the Marine Cyanobacterium Caldora sp. Collected from the Reefs of Fort Lauderdale, Florida.

Authors:  Sarath P Gunasekera; Sofia Kokkaliari; Ranjala Ratnayake; Thomas Sauvage; Larissa A H Dos Santos; Hendrik Luesch; Valerie J Paul
Journal:  Molecules       Date:  2022-03-06       Impact factor: 4.411

  4 in total

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