Literature DB >> 14602022

Biosynthesis and structural revision of neomarinone.

John A Kalaitzis1, Yoshimitsu Hamano, George Nilsen, Bradley S Moore.   

Abstract

[reaction: see text] The biosynthesis of the meroterpenoid neomarinone from a marine actinomycete was probed through feeding experiments with (13)C-labeled precursors. NMR characterization of [U-(13)C(6)]glucose-enriched neomarinone led to the structural revision of structure 4a to 4b, which was confirmed by extensive 2D NMR spectrometry with unlabeled compound.

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Year:  2003        PMID： 14602022     DOI： 10.1021/ol035748b

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


  12 in total

1.  Meroterpenoid natural products from Streptomyces bacteria - the evolution of chemoenzymatic syntheses.

Authors:  Lauren A M Murray; Shaun M K McKinnie; Bradley S Moore; Jonathan H George
Journal:  Nat Prod Rep       Date:  2020-06-30       Impact factor: 13.423

2.  Enzyme-Catalyzed Intramolecular Enantioselective Hydroalkoxylation.

Authors:  Shu-Shan Gao; Marc Garcia-Borràs; Joyann S Barber; Yang Hai; Abing Duan; Neil K Garg; K N Houk; Yi Tang
Journal:  J Am Chem Soc       Date:  2017-03-01       Impact factor: 15.419

3.  Azamerone, a terpenoid phthalazinone from a marine-derived bacterium related to the genus Streptomyces (Actinomycetales).

Authors:  Ji Young Cho; Hak Cheol Kwon; Philip G Williams; Paul R Jensen; William Fenical
Journal:  Org Lett       Date:  2006-06-08       Impact factor: 6.005

4.  A unifying paradigm for naphthoquinone-based meroterpenoid (bio)synthesis.

Authors:  Zachary D Miles; Stefan Diethelm; Henry P Pepper; David M Huang; Jonathan H George; Bradley S Moore
Journal:  Nat Chem       Date:  2017-07-31       Impact factor: 24.427

5.  One-pot enzymatic synthesis of merochlorin A and B.

Authors:  Robin Teufel; Leonard Kaysser; Matthew T Villaume; Stefan Diethelm; Mary K Carbullido; Phil S Baran; Bradley S Moore
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-12       Impact factor: 15.336

Review 6.  Cryptic halogenation reactions in natural product biosynthesis.

Authors:  Sanjoy Adak; Bradley S Moore
Journal:  Nat Prod Rep       Date:  2021-10-20       Impact factor: 15.111

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

8.  Total Synthesis Establishes the Biosynthetic Pathway to the Naphterpin and Marinone Natural Products.

Authors:  Lauren A M Murray; Shaun M K McKinnie; Henry P Pepper; Reto Erni; Zachary D Miles; Michelle C Cruickshank; Borja López-Pérez; Bradley S Moore; Jonathan H George
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-23       Impact factor: 15.336

Review 9.  Bacterial terpenome.

Authors:  Jeffrey D Rudolf; Tyler A Alsup; Baofu Xu; Zining Li
Journal:  Nat Prod Rep       Date:  2021-05-26       Impact factor: 15.111

10.  Diversity of ABBA Prenyltransferases in Marine Streptomyces sp. CNQ-509: Promiscuous Enzymes for the Biosynthesis of Mixed Terpenoid Compounds.

Authors:  Franziska Leipoldt; Philipp Zeyhle; Andreas Kulik; Jörn Kalinowski; Lutz Heide; Leonard Kaysser
Journal:  PLoS One       Date:  2015-12-14       Impact factor: 3.240
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