Literature DB >> 18754595

Detection of VM55599 and preparaherquamide from Aspergillus japonicus and Penicillium fellutanum: biosynthetic implications.

Yousong Ding1, Sabine Gruschow, Thomas J Greshock, Jennifer M Finefield, David H Sherman, Robert M Williams.   

Abstract

The secondary metabolites VM55599 (4) and preparaherquamide (5) have been identified by LC-MS(n) analysis as natural metabolites in cultures of Penicillium fellutanum, whereas preparaherquamide has been identified only in cultures of Aspergillus japonicus. In accord with a previous proposal, the identification of both metabolites, which have a diastereomeric relationship, provides indirect support for a unified biosynthetic scheme.

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Year:  2008        PMID： 18754595      PMCID： PMC2834492          DOI： 10.1021/np800292n

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


  30 in total

1.  Asymmetric total synthesis of (-)-VM55599: establishment of the absolute stereochemistry and biogenetic implications.

Authors:  Juan F Sanz-Cervera; Robert M Williams
Journal:  J Am Chem Soc       Date:  2002-03-20       Impact factor: 15.419

Review 2.  Chemistry and biology of biosynthetic Diels-Alder reactions.

Authors:  Emily M Stocking; Robert M Williams
Journal:  Angew Chem Int Ed Engl       Date:  2003-07-14       Impact factor: 15.336

3.  The isolation of brevianamide A from Penicillium ochraceum.

Authors:  J E Robbers; J W Straus
Journal:  Lloydia       Date:  1975 Jul-Aug

4.  New paraherquamide antibiotics with anthelmintic activity.

Authors:  S E Blanchflower; R M Banks; J R Everett; B R Manger; C Reading
Journal:  J Antibiot (Tokyo)       Date:  1991-05       Impact factor: 2.649

5.  Notoamides A-D: prenylated indole alkaloids isolated from a marine-derived fungus, Aspergillus sp.

Authors:  Hikaru Kato; Takushi Yoshida; Takanori Tokue; Yuka Nojiri; Hiroshi Hirota; Tomihisa Ohta; Robert M Williams; Sachiko Tsukamoto
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

6.  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.

Authors:  Thomas J Greshock; Alan W Grubbs; Ping Jiao; Donald T Wicklow; James B Gloer; Robert M Williams
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

7.  Disposition of Mycophenolic Acid, Brevianamide A, Asperphenamate, and Ergosterol in Solid Cultures of Penicillium brevicompactum.

Authors:  B A Bird; I M Campbell
Journal:  Appl Environ Microbiol       Date:  1982-02       Impact factor: 4.792

8.  Novel anthelmintic metabolites from an Aspergillus species; the aspergillimides.

Authors:  R M Banks; S E Blanchflower; J R Everett; B R Manger; C Reading
Journal:  J Antibiot (Tokyo)       Date:  1997-10       Impact factor: 2.649

9.  Novel antinematodal and antiparasitic agents from Penicillium charlesii. II. Structure determination of paraherquamides B, C, D, E, F, and G.

Authors:  J M Liesch; C F Wichmann
Journal:  J Antibiot (Tokyo)       Date:  1990-11       Impact factor: 2.649

10.  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
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  4 in total

Review 1.  Fungal origins of the bicyclo[2.2.2]diazaoctane ring system of prenylated indole alkaloids.

Authors:  Jennifer M Finefield; Jens C Frisvad; David H Sherman; Robert M Williams
Journal:  J Nat Prod       Date:  2012-04-15       Impact factor: 4.050

2.  Asymmetric synthesis of chiral 1,2-oxazinane and hexahydropyridazin spirocyclic scaffolds by organocatalytic [4 + 2] cycloaddition.

Authors:  Heng-Zhi Tian; Qing-Gang Tang; Guo-Qiang Lin; Xing-Wen Sun
Journal:  RSC Adv       Date:  2022-05-24       Impact factor: 4.036

3.  Comparative analysis of the biosynthetic systems for fungal bicyclo[2.2.2]diazaoctane indole alkaloids: the (+)/(-)-notoamide, paraherquamide and malbrancheamide pathways.

Authors:  Shengying Li; Krithika Anand; Hong Tran; Fengan Yu; Jennifer M Finefield; James D Sunderhaus; Timothy J McAfoos; Sachiko Tsukamoto; Robert M Williams; David H Sherman
Journal:  Medchemcomm       Date:  2012-08       Impact factor: 3.597

Review 4.  Structural and stereochemical diversity in prenylated indole alkaloids containing the bicyclo[2.2.2]diazaoctane ring system from marine and terrestrial fungi.

Authors:  Kimberly R Klas; Hikaru Kato; Jens C Frisvad; Fengan Yu; Sean A Newmister; Amy E Fraley; David H Sherman; Sachiko Tsukamoto; Robert M Williams
Journal:  Nat Prod Rep       Date:  2018-06-20       Impact factor: 13.423
  4 in total

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