Literature DB >> 17253863

Isolation and structure elucidation by LC-MS-SPE/NMR: PR toxin- and cuspidatol-related eremophilane sesquiterpenes from Penicillium roqueforti.

Dan Sørensen1, Annie Raditsis, Laird A Trimble, Barbara A Blackwell, Mark W Sumarah, J David Miller.   

Abstract

Three eremophilane sesquiterpenes (1, 2, and 3) were isolated from Penicillium roqueforti DAOM 232127, and their structures were established. The new (3S)-3-acetoxyeremophil-1(2),7(11),9(10)-trien-8-one (3) is a likely biosynthetic precursor of PR toxin. 1-Hydroxyeremophil-7(11),9(10)-dien-8-one (1) is related to the immunosuppressant cuspidatol. The application of semihyphenated LC-MS-SPE/NMR to rapidly identify, purify, and elucidate the structures of 1, 2, and 3 is described.

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Year:  2007        PMID: 17253863     DOI: 10.1021/np060454v

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


  6 in total

1.  Application of an integrated LC-UV-MS-NMR platform to the identification of secondary metabolites from cell cultures: benzophenanthridine alkaloids from elicited Eschscholzia californica (california poppy) cell cultures().

Authors:  Rose M Gathungu; John T Oldham; Susan S Bird; Carolyn W T Lee-Parsons; Paul Vouros; Roger Kautz
Journal:  Anal Methods       Date:  2012-04-12       Impact factor: 2.896

2.  Advances in structure elucidation of small molecules using mass spectrometry.

Authors:  Tobias Kind; Oliver Fiehn
Journal:  Bioanal Rev       Date:  2010-08-21

Review 3.  PR Toxin - Biosynthesis, Genetic Regulation, Toxicological Potential, Prevention and Control Measures: Overview and Challenges.

Authors:  Manish K Dubey; Mohd Aamir; Manish S Kaushik; Saumya Khare; Mukesh Meena; Surendra Singh; Ram S Upadhyay
Journal:  Front Pharmacol       Date:  2018-03-29       Impact factor: 5.810

Review 4.  Germacrene A-A Central Intermediate in Sesquiterpene Biosynthesis.

Authors:  Houchao Xu; Jeroen S Dickschat
Journal:  Chemistry       Date:  2020-09-30       Impact factor: 5.236

5.  Exploring and dissecting genome-wide gene expression responses of Penicillium chrysogenum to phenylacetic acid consumption and penicillinG production.

Authors:  Diana M Harris; Zita A van der Krogt; Paul Klaassen; Leonie M Raamsdonk; Susanne Hage; Marco A van den Berg; Roel A L Bovenberg; Jack T Pronk; Jean-Marc Daran
Journal:  BMC Genomics       Date:  2009-02-10       Impact factor: 3.969

6.  Four new chloro-eremophilane sesquiterpenes from an Antarctic deep-sea derived fungus, Penicillium sp. PR19N-1.

Authors:  Guangwei Wu; Aiqun Lin; Qianqun Gu; Tianjiao Zhu; Dehai Li
Journal:  Mar Drugs       Date:  2013-04-23       Impact factor: 5.118

  6 in total

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