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Literature DB >> 22794317

Coibacins A-D, antileishmanial marine cyanobacterial polyketides with intriguing biosynthetic origins.

Marcy J Balunas¹, Manuel F Grosso, Francisco A Villa, Niclas Engene, Kerry L McPhail, Kevin Tidgewell, Laura M Pineda, Lena Gerwick, Carmenza Spadafora, Dennis E Kyle, William H Gerwick.

Abstract

Four unsaturated polyketide lactone derivatives, coibacins A-D, were isolated from a Panamanian marine cyanobacterium, cf. Oscillatoria sp. The two different types of termini observed in these co-occurring metabolites, either a methyl cyclopropyl ring as seen in curacin A or a methyl vinyl chloride similar to that observed in the jamaicamides, suggest an intriguing flexibility in the "beta branch" forming biosynthetic process. The coibacins possess selective antileishmanial activity as well as potent anti-inflammatory activity.

Entities: CellLine Chemical Disease Mutation Species

Mesh：

Substances：

Year: 2012 PMID： 22794317 PMCID： PMC3449157 DOI： 10.1021/ol301607q

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

6 in total

Review 1. Biogenetic diversity of cyanobacterial metabolites.

Authors: Ryan M Van Wagoner; Allison K Drummond; Jeffrey L C Wright
Journal: Adv Appl Microbiol Date: 2007 Impact factor: 5.086

2. Moorea producens gen. nov., sp. nov. and Moorea bouillonii comb. nov., tropical marine cyanobacteria rich in bioactive secondary metabolites.

Authors: Niclas Engene; Erin C Rottacker; Jan Kaštovský; Tara Byrum; Hyukjae Choi; Mark H Ellisman; Jiří Komárek; William H Gerwick
Journal: Int J Syst Evol Microbiol Date: 2011-07-01 Impact factor: 2.747

3. Analysis of nitrate, nitrite, and [15N]nitrate in biological fluids.

Authors: L C Green; D A Wagner; J Glogowski; P L Skipper; J S Wishnok; S R Tannenbaum
Journal: Anal Biochem Date: 1982-10 Impact factor: 3.365

4. Metamorphic enzyme assembly in polyketide diversification.

Authors: Liangcai Gu; Bo Wang; Amol Kulkarni; Todd W Geders; Rashel V Grindberg; Lena Gerwick; Kristina Håkansson; Peter Wipf; Janet L Smith; William H Gerwick; David H Sherman
Journal: Nature Date: 2009-06-04 Impact factor: 49.962

5. Hydrosoluble formazan XTT: its application to natural products drug discovery for Leishmania.

Authors: Cornelly Williams; Omar A Espinosa; Hector Montenegro; Luis Cubilla; Todd L Capson; Eduardo Ortega-Barría; Luz I Romero
Journal: J Microbiol Methods Date: 2003-12 Impact factor: 2.363

6. 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

6 in total

12 in total

1. 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

2. Coibacins A and B: total synthesis and stereochemical revision.

Authors: Vânia M T Carneiro; Carolina M Avila; Marcy J Balunas; William H Gerwick; Ronaldo A Pilli
Journal: J Org Chem Date: 2014-01-09 Impact factor: 4.354

3. 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

Review 4. Cyanobacteria-From the Oceans to the Potential Biotechnological and Biomedical Applications.

Authors: Shaden A M Khalifa; Eslam S Shedid; Essa M Saied; Amir Reza Jassbi; Fatemeh H Jamebozorgi; Mostafa E Rateb; Ming Du; Mohamed M Abdel-Daim; Guo-Yin Kai; Montaser A M Al-Hammady; Jianbo Xiao; Zhiming Guo; Hesham R El-Seedi
Journal: Mar Drugs Date: 2021-04-24 Impact factor: 5.118

Coibacins A-D, antileishmanial marine cyanobacterial polyketides with intriguing biosynthetic origins.

Review 1. Biogenetic diversity of cyanobacterial metabolites.

2. Moorea producens gen. nov., sp. nov. and Moorea bouillonii comb. nov., tropical marine cyanobacteria rich in bioactive secondary metabolites.

3. Analysis of nitrate, nitrite, and [15N]nitrate in biological fluids.

4. Metamorphic enzyme assembly in polyketide diversification.

5. Hydrosoluble formazan XTT: its application to natural products drug discovery for Leishmania.

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

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

2. Coibacins A and B: total synthesis and stereochemical revision.

3. Quantitative molecular networking to profile marine cyanobacterial metabolomes.

Review 4. Cyanobacteria-From the Oceans to the Potential Biotechnological and Biomedical Applications.

Review 5. Biological Activity of Recently Discovered Halogenated Marine Natural Products.

6. Depsipeptide companeramides from a Panamanian marine cyanobacterium associated with the coibamide producer.

Review 7. Structural Diversity, Biological Properties and Applications of Natural Products from Cyanobacteria. A Review.

8. Trichophycin A, a Cytotoxic Linear Polyketide Isolated from a Trichodesmium thiebautii Bloom.

9. Synthesis of E- and Z-trisubstituted alkenes by catalytic cross-metathesis.

Review 10. Marine low molecular weight natural products as potential cancer preventive compounds.