Literature DB >> 19007176

Marineosins A and B, cytotoxic spiroaminals from a marine-derived actinomycete.

Chollaratt Boonlarppradab1, Christopher A Kauffman, Paul R Jensen, William Fenical.   

Abstract

Two novel spiroaminals, marineosins A and B (1, 2), containing two pyrrole functionalities, were isolated from cultures of a marine sediment-derived actinomycete related to the genus Streptomyces. The marineosins, which appear to be derived from unknown modifications of prodigiosin-like pigment pathways, showed significant inhibition of human colon carcinoma (HCT-116) in an in vitro assay (IC50 = 0.5 microM for marineosin A) and selective activities in diverse cancer cell types.

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Year:  2008        PMID: 19007176      PMCID: PMC2654761          DOI: 10.1021/ol8020644

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


  6 in total

Review 1.  Chemistry and biology of roseophilin and the prodigiosin alkaloids: a survey of the last 2500 years.

Authors:  Alois Fürstner
Journal:  Angew Chem Int Ed Engl       Date:  2003-08-11       Impact factor: 15.336

Review 2.  Bioactive microbial metabolites.

Authors:  János Bérdy
Journal:  J Antibiot (Tokyo)       Date:  2005-01       Impact factor: 2.649

3.  Developing a new resource for drug discovery: marine actinomycete bacteria.

Authors:  William Fenical; Paul R Jensen
Journal:  Nat Chem Biol       Date:  2006-12       Impact factor: 15.040

4.  Phylogenetic diversity of gram-positive bacteria cultured from marine sediments.

Authors:  Erin A Gontang; William Fenical; Paul R Jensen
Journal:  Appl Environ Microbiol       Date:  2007-03-30       Impact factor: 4.792

5.  Salinispora arenicola gen. nov., sp. nov. and Salinispora tropica sp. nov., obligate marine actinomycetes belonging to the family Micromonosporaceae.

Authors:  Luis A Maldonado; William Fenical; Paul R Jensen; Christopher A Kauffman; Tracy J Mincer; Alan C Ward; Alan T Bull; Michael Goodfellow
Journal:  Int J Syst Evol Microbiol       Date:  2005-09       Impact factor: 2.747

6.  Debromosceptrin, an alkaloid from the Caribbean sponge Agelas conifera.

Authors:  X Shen; T L Perry; C D Dunbar; M Kelly-Borges; M T Hamann
Journal:  J Nat Prod       Date:  1998-10       Impact factor: 4.050

  6 in total
  20 in total

Review 1.  Oxidative Cyclization in Natural Product Biosynthesis.

Authors:  Man-Cheng Tang; Yi Zou; Kenji Watanabe; Christopher T Walsh; Yi Tang
Journal:  Chem Rev       Date:  2016-12-12       Impact factor: 60.622

2.  RedH and PigC Catalyze the Biosynthesis of Hybrubins via Phosphorylation of 4'-Methoxy-2,2'-Bipyrrole-5'-Carbaldehyde.

Authors:  Qingshan Long; Daniel E Jeffries; Shuangjun Lin; Xuefei Chen; Weijun He; Yemin Wang; Zixin Deng; Craig W Lindsley; Meifeng Tao
Journal:  Appl Environ Microbiol       Date:  2020-01-07       Impact factor: 4.792

3.  Fijiolides A and B, inhibitors of TNF-alpha-induced NFkappaB activation, from a marine-derived sediment bacterium of the genus Nocardiopsis.

Authors:  Sang-Jip Nam; Susana P Gaudêncio; Christopher A Kauffman; Paul R Jensen; Tamara P Kondratyuk; Laura E Marler; John M Pezzuto; William Fenical
Journal:  J Nat Prod       Date:  2010-06-25       Impact factor: 4.050

4.  Towards the Total Synthesis of Marineosin A: Construction of the Macrocyclic Pyrrole and an Advanced, Functionalized Spiroaminal Model.

Authors:  Leslie N Aldrich; Cynthia B Berry; Brittney S Bates; Leah C Konkol; Miranda So; Craig W Lindsley
Journal:  European J Org Chem       Date:  2013-07-01

5.  MarH, a Bifunctional Enzyme Involved in the Condensation and Hydroxylation Steps of the Marineosin Biosynthetic Pathway.

Authors:  Wanli Lu; Papireddy Kancharla; Kevin A Reynolds
Journal:  Org Lett       Date:  2017-03-08       Impact factor: 6.005

6.  Synthesis of the spiroiminal moiety of marineosins A and B.

Authors:  Xiao-Chuan Cai; Xiaoxing Wu; Barry B Snider
Journal:  Org Lett       Date:  2010-04-02       Impact factor: 6.005

Review 7.  Antitumor compounds from marine actinomycetes.

Authors:  Carlos Olano; Carmen Méndez; José A Salas
Journal:  Mar Drugs       Date:  2009-06-11       Impact factor: 5.118

Review 8.  Development of novel drugs from marine surface associated microorganisms.

Authors:  Anahit Penesyan; Staffan Kjelleberg; Suhelen Egan
Journal:  Mar Drugs       Date:  2010-03-01       Impact factor: 5.118

9.  Synthesis of the spiroiminal moiety and approaches to the synthesis of marineosins A and B.

Authors:  Xiao-Chuan Cai; Barry B Snider
Journal:  J Org Chem       Date:  2013-11-21       Impact factor: 4.354

10.  Spiroaminal Model Systems of the Marineosins with Final Step Pyrrole Incorporation.

Authors:  Joseph D Panarese; Leah C Konkol; Cynthia B Berry; Brittney S Bates; Leslie N Aldrich; Craig W Lindsley
Journal:  Tetrahedron Lett       Date:  2013-05-01       Impact factor: 2.415

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