Literature DB >> 20795742

Notoamide O, a structurally unprecedented prenylated indole alkaloid, and notoamides P-R from a marine-derived fungus, Aspergillus sp.

Sachiko Tsukamoto1, Hideharu Umaoka, Kohei Yoshikawa, Tsuyoshi Ikeda, Hiroshi Hirota.   

Abstract

Notoamides O-R were isolated from a marine-derived Aspergillus sp. Notoamide O possesses a novel hemiacetal/hemiaminal ether functionality hitherto unknown among this family of prenylated indole alkaloids. The structure represents an unusual branch point for the oxidative modification of other members in the family of prenylated indole alkaloids in the biogenetic pathway.

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Year:  2010        PMID： 20795742     DOI： 10.1021/np1002498

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  31 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.  Waikialoid A suppresses hyphal morphogenesis and inhibits biofilm development in pathogenic Candida albicans.

Authors:  Xiaoru Wang; Jianlan You; Jarrod B King; Douglas R Powell; Robert H Cichewicz
Journal:  J Nat Prod       Date:  2012-03-08       Impact factor: 4.050

4.  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

5.  Isolation of amoenamide A and five antipodal prenylated alkaloids from Aspergillus amoenus NRRL 35600.

Authors:  Kayo Sugimoto; Yusaku Sadahiro; Ippei Kagiyama; Hikaru Kato; David H Sherman; Robert M Williams; Sachiko Tsukamoto
Journal:  Tetrahedron Lett       Date:  2017-05-18       Impact factor: 2.415

6.  Studies on the Biosynthesis of the Stephacidin and Notoamide Natural Products: A Stereochemical and Genetic Conundrum.

Authors:  James D Sunderhaus; David H Sherman; Robert M Williams
Journal:  Isr J Chem       Date:  2011-04       Impact factor: 3.333

7.  New diketopiperazine derivatives with cytotoxicity from Nocardiopsis sp. YIM M13066.

Authors:  Mingwei Sun; Xiaotong Chen; Wenjun Li; Chunhua Lu; Yuemao Shen
Journal:  J Antibiot (Tokyo)       Date:  2017-04-05       Impact factor: 2.649

8.  Oxidative Coupling of 3-Oxindoles with Indoles and Arenes.

Authors:  Houng Kang; Adriana L Jemison; Erin Nigro; Marisa C Kozlowski
Journal:  ChemSusChem       Date:  2019-05-27       Impact factor: 8.928

9.  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

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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