Literature DB >> 31380646

Madurastatin D1 and D2, Oxazoline Containing Siderophores Isolated from an Actinomadura sp.

Jia-Xuan Yan1, Marc G Chevrette2,3, Doug R Braun1, Mary Kay Harper4, Cameron R Currie3, Tim S Bugni1.   

Abstract

Two new siderophores, madurastatin D1 and D2, together with n class="Chemical">(-)-madurastatin C1, the enantiomer of a known compound, were isolated from marine-derived Actinomadura sp. The presence of an unusual 4-imidazolidinone ring in madurastatins D1 and D2 inspired us to sequence the Actinomadura sp. genome and to identify the mad biosynthetic gene cluster, knowledge of which enables us to now propose a biosynthetic pathway. Madurastatin D1 and D2 are moderately active in antimicrobial assays with M. luteus.

Entities:  

Year:  2019        PMID: 31380646      PMCID: PMC6941472          DOI: 10.1021/acs.orglett.9b02159

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


  22 in total

Review 1.  Enantiomeric natural products: occurrence and biogenesis.

Authors:  Jennifer M Finefield; David H Sherman; Martin Kreitman; Robert M Williams
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-03       Impact factor: 15.336

2.  A radically different mechanism for S-adenosylmethionine-dependent methyltransferases.

Authors:  Tyler L Grove; Jack S Benner; Matthew I Radle; Jessica H Ahlum; Bradley J Landgraf; Carsten Krebs; Squire J Booker
Journal:  Science       Date:  2011-03-17       Impact factor: 47.728

3.  Thalassosamide, a Siderophore Discovered from the Marine-Derived Bacterium Thalassospira profundimaris.

Authors:  Fan Zhang; Kenneth Barns; F Michael Hoffmann; Doug R Braun; David R Andes; Tim S Bugni
Journal:  J Nat Prod       Date:  2017-08-25       Impact factor: 4.050

4.  Isolation and structure determination of new siderophore albachelin from Amycolatopsis alba.

Authors:  Shinya Kodani; Hisayuki Komaki; Masahiro Suzuki; Hikaru Hemmi; Mayumi Ohnishi-Kameyama
Journal:  Biometals       Date:  2015-03-07       Impact factor: 2.949

5.  Structural Reassignment and Absolute Stereochemistry of Madurastatin C1 (MBJ-0034) and the Related Aziridine Siderophores: Madurastatins A1, B1, and MBJ-0035.

Authors:  Andrew R Tyler; Hamed Mosaei; Stephanie Morton; Paul G Waddell; Corinne Wills; William McFarlane; Joe Gray; Michael Goodfellow; Jeff Errington; Nick Allenby; Nikolay Zenkin; Michael J Hall
Journal:  J Nat Prod       Date:  2017-04-11       Impact factor: 4.050

6.  Isolation and structural characterization of siderophores, madurastatins, produced by a pathogenic Actinomadura madurae.

Authors:  Ken-ichi Harada; Koji Tomita; Kiyonaga Fujii; Katsuyoshi Masuda; Yuzuru Mikami; Katsukiyo Yazawa; Hisayuki Komaki
Journal:  J Antibiot (Tokyo)       Date:  2004-02       Impact factor: 2.649

7.  GenK-catalyzed C-6' methylation in the biosynthesis of gentamicin: isolation and characterization of a cobalamin-dependent radical SAM enzyme.

Authors:  Hak Joong Kim; Reid M McCarty; Yasushi Ogasawara; Yung-nan Liu; Steven O Mansoorabadi; Jake LeVieux; Hung-wen Liu
Journal:  J Am Chem Soc       Date:  2013-05-21       Impact factor: 15.419

8.  Structure and biosynthesis of amychelin, an unusual mixed-ligand siderophore from Amycolatopsis sp. AA4.

Authors:  Mohammad R Seyedsayamdost; Matthew F Traxler; Shao-Liang Zheng; Roberto Kolter; Jon Clardy
Journal:  J Am Chem Soc       Date:  2011-07-07       Impact factor: 15.419

9.  antiSMASH 4.0-improvements in chemistry prediction and gene cluster boundary identification.

Authors:  Kai Blin; Thomas Wolf; Marc G Chevrette; Xiaowen Lu; Christopher J Schwalen; Satria A Kautsar; Hernando G Suarez Duran; Emmanuel L C de Los Santos; Hyun Uk Kim; Mariana Nave; Jeroen S Dickschat; Douglas A Mitchell; Ekaterina Shelest; Rainer Breitling; Eriko Takano; Sang Yup Lee; Tilmann Weber; Marnix H Medema
Journal:  Nucleic Acids Res       Date:  2017-07-03       Impact factor: 16.971

10.  antiSMASH 5.0: updates to the secondary metabolite genome mining pipeline.

Authors:  Kai Blin; Simon Shaw; Katharina Steinke; Rasmus Villebro; Nadine Ziemert; Sang Yup Lee; Marnix H Medema; Tilmann Weber
Journal:  Nucleic Acids Res       Date:  2019-07-02       Impact factor: 16.971

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  3 in total

1.  Genome Mining and Metabolomics Unveil Pseudonochelin: A Siderophore Containing 5-Aminosalicylate from a Marine-Derived Pseudonocardia sp. Bacterium.

Authors:  Fan Zhang; René F Ramos Alvarenga; Kurt Throckmorton; Shaurya Chanana; Doug R Braun; Jen Fossen; Miao Zhao; Sue McCrone; Mary Kay Harper; Scott R Rajski; Warren E Rose; David R Andes; Michael G Thomas; Tim S Bugni
Journal:  Org Lett       Date:  2022-06-01       Impact factor: 6.072

2.  Bacillibactins E and F from a Marine Sponge-Associated Bacillus sp.

Authors:  Qihao Wu; Kurt Throckmorton; Mitasree Maity; Marc G Chevrette; Doug R Braun; Scott R Rajski; Cameron R Currie; Michael G Thomas; Tim S Bugni
Journal:  J Nat Prod       Date:  2020-12-18       Impact factor: 4.050

3.  GNPS-Guided Discovery of Madurastatin Siderophores from the Termite-Associated Actinomadura sp. RB99.

Authors:  Seoung Rak Lee; Felix Schalk; Jan W Schwitalla; Huijuan Guo; Jae Sik Yu; Moonyong Song; Won Hee Jung; Z Wilhelm de Beer; Christine Beemelmanns; Ki Hyun Kim
Journal:  Chemistry       Date:  2022-05-19       Impact factor: 5.020

  3 in total

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