Literature DB >> 15683832

Pharmacology and toxicology of pahayokolide A, a bioactive metabolite from a freshwater species of Lyngbya isolated from the Florida Everglades.

John P Berry1, Miroslav Gantar, Robert E Gawley, Minglei Wang, Kathleen S Rein.   

Abstract

The genus of filamentous cyanobacteria, Lyngbya, has been found to be a rich source of bioactive metabolites. However, identification of such compounds from Lyngbya has largely focused on a few marine representatives. Here, we report on the pharmacology and toxicology of pahayokolide A from a freshwater isolate, Lyngbya sp. strain 15-2, from the Florida Everglades. Specifically, we investigated inhibition of microbial representatives and mammalian cell lines, as well as toxicity of the compound to both invertebrate and vertebrate models. Pahayokolide A inhibited representatives of Bacillus, as well as the yeast, Saccharomyces cerevisiae. Interestingly, the compound also inhibited several representatives of green algae that were also isolated from the Everglades. Pahayokolide A was shown to inhibit a number of cancer cell lines over a range of concentrations (IC50 varied from 2.13 to 44.57 microM) depending on the cell-type. When tested against brine shrimp, pahayokolide was only marginally toxic at the highest concentrations tested (1 mg/mL). The compound was, however, acutely toxic to zebrafish embryos (LC50=2.15 microM). Possible biomedical and environmental health aspects of the pahayokolides remain to be investigated; however, the identification of bioactive metabolites such as these demonstrates the potential of the Florida Everglades as source of new toxins and drugs.

Entities:  

Mesh:

Substances:

Year:  2004        PMID: 15683832      PMCID: PMC2573041          DOI: 10.1016/j.cca.2004.11.005

Source DB:  PubMed          Journal:  Comp Biochem Physiol C Toxicol Pharmacol        ISSN: 1532-0456            Impact factor:   3.228


  38 in total

1.  Lyngbyabellin B, a toxic and antifungal secondary metabolite from the marine cyanobacterium Lyngbya majuscula.

Authors:  K E Milligan; B L Marquez; R T Williamson; W H Gerwick
Journal:  J Nat Prod       Date:  2000-10       Impact factor: 4.050

2.  Isolation and structure of the cytotoxin lyngbyabellin B and absolute configuration of lyngbyapeptin A from the marine cyanobacterium Lyngbya majuscula.

Authors:  H Luesch; W Y Yoshida; R E Moore; V J Paul
Journal:  J Nat Prod       Date:  2000-10       Impact factor: 4.050

Review 3.  Nitrogen-containing metabolites from marine cyanobacteria.

Authors:  W H Gerwick; L T Tan; N Sitachitta
Journal:  Alkaloids Chem Biol       Date:  2001

4.  Antillatoxin B, a neurotoxic lipopeptide from the marine cyanobacterium Lyngbya majuscula.

Authors:  L M Nogle; T Okino; W H Gerwick
Journal:  J Nat Prod       Date:  2001-07       Impact factor: 4.050

5.  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

6.  Antillatoxin is a marine cyanobacterial toxin that potently activates voltage-gated sodium channels.

Authors:  W I Li; F W Berman; T Okino; F Yokokawa; T Shioiri; W H Gerwick; T F Murray
Journal:  Proc Natl Acad Sci U S A       Date:  2001-06-19       Impact factor: 11.205

7.  Toxic effects of blooms of marine species of Oscillatoriales on farmed prawns (Penaeus monodon, Penaeus japonicus) and brine shrimp (Artemia salina).

Authors:  P T Smith
Journal:  Toxicon       Date:  1996-08       Impact factor: 3.033

8.  Antiproliferative and immunosuppressive properties of microcolin A, a marine-derived lipopeptide.

Authors:  L H Zhang; R E Longley; F E Koehn
Journal:  Life Sci       Date:  1997       Impact factor: 5.037

9.  New malyngamides from the Hawaiian cyanobacterium Lyngbya majuscula.

Authors:  Y Kan; B Sakamoto; T Fujita; H Nagai
Journal:  J Nat Prod       Date:  2000-12       Impact factor: 4.050

10.  Dolastatin 3 and two novel cyclic peptides from a palauan collection of Lyngbya majuscula.

Authors:  S S Mitchell; D J Faulkner; K Rubins; F D Bushman
Journal:  J Nat Prod       Date:  2000-02       Impact factor: 4.050

View more
  14 in total

1.  Synergistic allelochemicals from a freshwater cyanobacterium.

Authors:  Pedro N Leão; Alban R Pereira; Wei-Ting Liu; Julio Ng; Pavel A Pevzner; Pieter C Dorrestein; Gabriele M König; Vitor M Vasconcelos; William H Gerwick
Journal:  Proc Natl Acad Sci U S A       Date:  2010-06-07       Impact factor: 11.205

Review 2.  Unraveling cyanobacteria ecology in wastewater treatment plants (WWTP).

Authors:  Joana Martins; Luísa Peixe; Vítor M Vasconcelos
Journal:  Microb Ecol       Date:  2011-02-02       Impact factor: 4.552

Review 3.  Chemodiversity in freshwater and terrestrial cyanobacteria - a source for drug discovery.

Authors:  George E Chlipala; Shunyan Mo; Jimmy Orjala
Journal:  Curr Drug Targets       Date:  2011-10       Impact factor: 3.465

4.  Biosynthetic origin of the 3-amino-2,5,7,8-tetrahydroxy-10-methylundecanoic acid moiety and absolute configuration of pahayokolides A and B.

Authors:  Li Liu; Daniel W Bearden; Kathleen S Rein
Journal:  J Nat Prod       Date:  2011-06-08       Impact factor: 4.050

5.  Structures of pahayokolides A and B, cyclic peptides from a Lyngbya sp.

Authors:  Tianying An; Thallapuranam Krishnaswamy Suresh Kumar; Minglei Wang; Li Liu; Jackson O Lay; Rohana Liyanage; John Berry; Miroslav Gantar; Vered Marks; Robert E Gawley; Kathleen S Rein
Journal:  J Nat Prod       Date:  2007-04-14       Impact factor: 4.050

Review 6.  New peptides isolated from Lyngbya species: a review.

Authors:  Li Liu; Kathleen S Rein
Journal:  Mar Drugs       Date:  2010-06-09       Impact factor: 5.118

7.  Biosynthesis of Athmu, a α,γ-hydroxy-β-amino acid of pahayokolides A-B.

Authors:  Li Liu; Daniel W Bearden; Juan C Rodriguez; Kathleen S Rein
Journal:  Tetrahedron Lett       Date:  2012-12-12       Impact factor: 2.415

8.  Allelopathic activity among Cyanobacteria and microalgae isolated from Florida freshwater habitats.

Authors:  Miroslav Gantar; John P Berry; Serge Thomas; Minglei Wang; Roberto Perez; Kathleen S Rein
Journal:  FEMS Microbiol Ecol       Date:  2008-02-07       Impact factor: 4.194

Review 9.  Cyanobacterial toxins as allelochemicals with potential applications as algaecides, herbicides and insecticides.

Authors:  John P Berry; Miroslav Gantar; Mario H Perez; Gerald Berry; Fernando G Noriega
Journal:  Mar Drugs       Date:  2008-05-15       Impact factor: 5.118

10.  Polymethoxy-1-alkenes from Aphanizomenon ovalisporum inhibit vertebrate development in the zebrafish (Danio rerio) embryo model.

Authors:  Asha Jaja-Chimedza; Miroslav Gantar; Patrick D L Gibbs; Michael C Schmale; John P Berry
Journal:  Mar Drugs       Date:  2012-10-22       Impact factor: 6.085

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.