Literature DB >> 18389509

Isolation, structure elucidation, and biomimetic total synthesis of versicolamide B, and the isolation of antipodal (-)-stephacidin A and (+)-notoamide B from Aspergillus versicolor NRRL 35600.

Thomas J Greshock1, Alan W Grubbs, Ping Jiao, Donald T Wicklow, James B Gloer, Robert M Williams.   

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Year:  2008        PMID: 18389509      PMCID: PMC2829633          DOI: 10.1002/anie.200800106

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


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  16 in total

1.  Stephacidin A and B: two structurally novel, selective inhibitors of the testosterone-dependent prostate LNCaP cells.

Authors:  Jingfang Qian-Cutrone; Stella Huang; Yue-Zhong Shu; Dolatrai Vyas; Craig Fairchild; Ana Menendez; Kimberly Krampitz; Richard Dalterio; Steven E Klohr; Qi Gao
Journal:  J Am Chem Soc       Date:  2002-12-11       Impact factor: 15.419

2.  Short, enantioselective total synthesis of stephacidin A.

Authors:  Phil S Baran; Carlos A Guerrero; Narendra B Ambhaikar; Benjamin D Hafensteiner
Journal:  Angew Chem Int Ed Engl       Date:  2005-01-14       Impact factor: 15.336

3.  Total synthesis of avrainvillamide (CJ-17,665) and stephacidin B.

Authors:  Phil S Baran; Carlos A Guerrero; Benjamin D Hafensteiner; Narendra B Ambhaikar
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-20       Impact factor: 15.336

4.  A concise, biomimetic total synthesis of stephacidin A and notoamide B.

Authors:  Thomas J Greshock; Alan W Grubbs; Sachiko Tsukamoto; Robert M Williams
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

5.  Studies on the biosynthesis of paraherquamide A and VM99955. A theoretical study of intramolecular Diels-Alder cycloaddition.

Authors:  Luis R Domingo; Ramón J Zaragozá; Robert M Williams
Journal:  J Org Chem       Date:  2003-04-04       Impact factor: 4.354

Review 6.  Paraherquamides, brevianamides, and asperparalines: laboratory synthesis and biosynthesis. An interim report.

Authors:  Robert M Williams; Rhona J Cox
Journal:  Acc Chem Res       Date:  2003-02       Impact factor: 22.384

Review 7.  Total synthesis and biosynthesis of the paraherquamides: an intriguing story of the biological Diels-Alder construction.

Authors:  Robert Michael Williams
Journal:  Chem Pharm Bull (Tokyo)       Date:  2002-06       Impact factor: 1.645

8.  Absolute stereochemistry of citrinadins a and B from marine-derived fungus.

Authors:  Takao Mugishima; Masashi Tsuda; Yuu Kasai; Haruaki Ishiyama; Eri Fukushi; Jun Kawabata; Masayuki Watanabe; Kenichi Akao; Jun'ichi Kobayashi
Journal:  J Org Chem       Date:  2005-11-11       Impact factor: 4.354

9.  Sclerotiamide: a new member of the paraherquamide class with potent antiinsectan activity from the sclerotia of Aspergillus sclerotiorum.

Authors:  A C Whyte; J B Gloer; D T Wicklow; P F Dowdw
Journal:  J Nat Prod       Date:  1996-11       Impact factor: 4.050

10.  Total synthesis of (-)-fumiquinazolines A, B, C, E, H, and I. Approaches to the synthesis of fiscalin A.

Authors:  Barry B Snider; Hongbo Zeng
Journal:  J Org Chem       Date:  2003-01-24       Impact factor: 4.354

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  48 in total

1.  Study on the biosynthesis of the notoamides: Pinacol-type rearrangement of the isoprenyl unit in deoxybrevianamide E and 6-hydroxydeoxybrevianamide E.

Authors:  Hikaru Kato; Yuichi Nakamura; Jennifer M Finefield; Hideharu Umaoka; Takashi Nakahara; Robert M Williams; Sachiko Tsukamoto
Journal:  Tetrahedron Lett       Date:  2011-12-21       Impact factor: 2.415

2.  Notoamide E: Biosynthetic incorporation into notoamides C and D in cultures of Aspergillus versicolor NRRL 35600.

Authors:  Jennifer M Finefield; Thomas J Greshock; David H Sherman; Sachiko Tsukamoto; Robert M Williams
Journal:  Tetrahedron Lett       Date:  2011-04-20       Impact factor: 2.415

3.  Lessons and revelations from biomimetic syntheses.

Authors:  Mina Razzak; Jef K De Brabander
Journal:  Nat Chem Biol       Date:  2011-11-15       Impact factor: 15.040

4.  Aflaquinolones A-G: secondary metabolites from marine and fungicolous isolates of Aspergillus spp.

Authors:  Scott A Neff; Sang Un Lee; Yukihiro Asami; Jong Seog Ahn; Hyuncheol Oh; Jonas Baltrusaitis; James B Gloer; Donald T Wicklow
Journal:  J Nat Prod       Date:  2012-02-01       Impact factor: 4.050

5.  Genome-based characterization of two prenylation steps in the assembly of the stephacidin and notoamide anticancer agents in a marine-derived Aspergillus sp.

Authors:  Yousong Ding; Jeffrey R de Wet; James Cavalcoli; Shengying Li; Thomas J Greshock; Kenneth A Miller; Jennifer M Finefield; James D Sunderhaus; Timothy J McAfoos; Sachiko Tsukamoto; Robert M Williams; David H Sherman
Journal:  J Am Chem Soc       Date:  2010-09-15       Impact factor: 15.419

Review 6.  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

7.  Bioconversion of 6-epi-Notoamide T Produces Metabolites of Unprecedented Structures in a Marine-derived Aspergillus sp.

Authors:  Hikaru Kato; Takashi Nakahara; Michitaka Yamaguchi; Ippei Kagiyama; Jennifer M Finefield; James D Sunderhaus; David H Sherman; Robert M Williams; Sachiko Tsukamoto
Journal:  Tetrahedron Lett       Date:  2015-01-01       Impact factor: 2.415

8.  Flavin-Dependent Monooxygenases NotI and NotI' Mediate Spiro-Oxindole Formation in Biosynthesis of the Notoamides.

Authors:  Amy E Fraley; Hong T Tran; Samantha P Kelly; Sean A Newmister; Ashootosh Tripathi; Hikaru Kato; Sachiko Tsukamoto; Lei Du; Shengying Li; Robert M Williams; David H Sherman
Journal:  Chembiochem       Date:  2020-05-14       Impact factor: 3.164

9.  Isolation of notoamide E, a key precursor in the biosynthesis of prenylated indole alkaloids in a marine-derived fungus, Aspergillus sp.

Authors:  Sachiko Tsukamoto; Hikaru Kato; Thomas J Greshock; Hiroshi Hirota; Tomihisa Ohta; Robert M Williams
Journal:  J Am Chem Soc       Date:  2009-03-25       Impact factor: 15.419

10.  Synthesis and bioconversions of notoamide T: a biosynthetic precursor to stephacidin A and notoamide B.

Authors:  James D Sunderhaus; Timothy J McAfoos; Jennifer M Finefield; Hikaru Kato; Shengying Li; Sachiko Tsukamoto; David H Sherman; Robert M Williams
Journal:  Org Lett       Date:  2012-12-18       Impact factor: 6.005

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