Literature DB >> 20131814

Cyanolide A, a glycosidic macrolide with potent Molluscicidal activity from the Papua New Guinea cyanobacterium Lyngbya bouillonii.

Alban R Pereira1, Christine F McCue, William H Gerwick.   

Abstract

Over the last 50 years, molluscicides have played a critical role in the control of schistosomiasis transmission. <span class="Chemical">Cyanolide A (2), isolated from extracts of a Papua New Guinea collection of Lyngbya bouillonii, is a new and highly potent molluscicidal agent against the snail vector Biomphalaria glabrata (LC(50) = 1.2 microM). The structure of cyanolide A (2) was elucidated through extensive NMR spectroscopic analyses, yielding a symmetrical dimer that represents the newest addition to the family of glycosidic macrolides from cyanobacteria.

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Year:  2010        PMID: 20131814      PMCID: PMC2834176          DOI: 10.1021/np9008128

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


  23 in total

1.  Barbamide, a chlorinated metabolite with molluscicidal activity from the Caribbean cyanobacterium Lyngbya majuscula.

Authors:  J Orjala; W H Gerwick
Journal:  J Nat Prod       Date:  1996-04       Impact factor: 4.050

2.  Clavosolides A and B, dimeric macrolides from the Philippines sponge Myriastra clavosa.

Authors:  M Rama Rao; D John Faulkner
Journal:  J Nat Prod       Date:  2002-03       Impact factor: 4.050

Review 3.  Human schistosomiasis.

Authors:  Bruno Gryseels; Katja Polman; Jan Clerinx; Luc Kestens
Journal:  Lancet       Date:  2006-09-23       Impact factor: 79.321

4.  Tanikolide, a toxic and antifungal lactone from the marine cyanobacterium Lyngbya majuscula.

Authors:  I P Singh; K E Milligan; W H Gerwick
Journal:  J Nat Prod       Date:  1999-09       Impact factor: 4.050

5.  Molluscicidal Phloroglucinols from the Fern Elaphoglossum piloselloides.

Authors:  Cecilia Socolsky; Susana A Borkosky; Yoshinori Asakawa; Alicia Bardón
Journal:  J Nat Prod       Date:  2009-04       Impact factor: 4.050

6.  Enantioselective total synthesis of (-)-clavosolide B.

Authors:  Jung Beom Son; Min-ho Hwang; Wonsun Lee; Duck-Hyung Lee
Journal:  Org Lett       Date:  2007-09-08       Impact factor: 6.005

7.  Total synthesis of the marine metabolite (-)-clavosolide D.

Authors:  Peter T Seden; Jonathan P H Charmant; Christine L Willis
Journal:  Org Lett       Date:  2008-03-21       Impact factor: 6.005

8.  Activities of naphthoquinones against Aedes aegypti (Linnaeus, 1762) (Diptera: Culicidae), vector of dengue and Biomphalaria glabrata (Say, 1818), intermediate host of Schistosoma mansoni.

Authors:  Karlos A L Ribeiro; Cenira Monteiro de Carvalho; Maria Teresa Molina; Estelita Pereira Lima; Eulogio López-Montero; José Rui M Reys; Maria Beatriz Farias de Oliveira; Antonio Ventura Pinto; Antônio Euzébio G Santana; Marília O F Goulart
Journal:  Acta Trop       Date:  2009-03-06       Impact factor: 3.112

9.  Lyngbouilloside, a novel glycosidic macrolide from the marine cyanobacterium Lyngbya bouillonii.

Authors:  Lik Tong Tan; Brian L Márquez; William H Gerwick
Journal:  J Nat Prod       Date:  2002-06       Impact factor: 4.050

10.  Lyngbyaloside B, a new glycoside macrolide from a Palauan marine cyanobacterium, Lyngbya sp.

Authors:  Hendrik Luesch; Wesley Y Yoshida; George G Harrigan; James P Doom; Richard E Moore; Valerie J Paul
Journal:  J Nat Prod       Date:  2002-12       Impact factor: 4.050

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  18 in total

1.  Total synthesis of the cyanolide A aglycon.

Authors:  Michael R Gesinski; Scott D Rychnovsky
Journal:  J Am Chem Soc       Date:  2011-06-08       Impact factor: 15.419

2.  Phylogenetic inferences reveal a large extent of novel biodiversity in chemically rich tropical marine cyanobacteria.

Authors:  Niclas Engene; Sarath P Gunasekera; William H Gerwick; Valerie J Paul
Journal:  Appl Environ Microbiol       Date:  2013-01-11       Impact factor: 4.792

3.  Total Synthesis of Clavosolide A via Asymmetric Alcohol-Mediated Carbonyl Allylation: Beyond Protecting Groups or Chiral Auxiliaries in Polyketide Construction.

Authors:  James M Cabrera; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-24       Impact factor: 15.336

Review 4.  The structural diversity and promise of antiparasitic marine invertebrate-derived small molecules.

Authors:  Katharine R Watts; Karen Tenney; Phillip Crews
Journal:  Curr Opin Biotechnol       Date:  2010-10-16       Impact factor: 9.740

5.  Molluscicidal metabolites from an assemblage of Palmyra Atoll cyanobacteria.

Authors:  Alban R Pereira; Lena Etzbach; Niclas Engene; Rolf Müller; William H Gerwick
Journal:  J Nat Prod       Date:  2011-04-07       Impact factor: 4.050

Review 6.  Chemotherapy for human schistosomiasis: how far have we come? What's new? Where do we go from here?

Authors:  Godwin Akpeko Dziwornu; Henrietta Dede Attram; Samuel Gachuhi; Kelly Chibale
Journal:  RSC Med Chem       Date:  2020-04-06

7.  Total synthesis of cyanolide A in the absence of protecting groups, chiral auxiliaries, or premetalated carbon nucleophiles.

Authors:  Andrew R Waldeck; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2013-03-11       Impact factor: 15.336

8.  Discovery, Total Synthesis and Key Structural Elements for the Immunosuppressive Activity of Cocosolide, a Symmetrical Glycosylated Macrolide Dimer from Marine Cyanobacteria.

Authors:  Sarath P Gunasekera; Yang Li; Ranjala Ratnayake; Danmeng Luo; Jeannette Lo; Joseph H Reibenspies; Zhengshuang Xu; Michael J Clare-Salzler; Tao Ye; Valerie J Paul; Hendrik Luesch
Journal:  Chemistry       Date:  2016-05-03       Impact factor: 5.236

9.  Mooreamide A: a cannabinomimetic lipid from the marine cyanobacterium Moorea bouillonii.

Authors:  Emily Mevers; Teatulohi Matainaho; Marco Allara'; Vincenzo Di Marzo; William H Gerwick
Journal:  Lipids       Date:  2014-09-10       Impact factor: 1.880

10.  Bouillonamide: a mixed polyketide-peptide cytotoxin from the marine cyanobacterium Moorea bouillonii.

Authors:  Lik Tong Tan; Tatsufumi Okino; William H Gerwick
Journal:  Mar Drugs       Date:  2013-08-19       Impact factor: 5.118

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