Literature DB >> 19775896

Pochonicine, a polyhydroxylated pyrrolizidine alkaloid from fungus Pochonia suchlasporia var. suchlasporia TAMA 87 as a potent beta-N-acetylglucosaminidase inhibitor.

Hirokazu Usuki1, Miho Toyo-oka, Hiroshi Kanzaki, Toru Okuda, Teruhiko Nitoda.   

Abstract

A new polyhydroxylated pyrrolizidine alkaloid designated as pochonicine (1) was isolated from a solid fermentation culture of the fungal strain Pochonia suchlasporia var. suchlasporia TAMA 87. The structure of 1 was determined using NMR and MS techniques as (1R*, 3S*, 5S*, 6S*, 7R*, 7a S*)-5-acetamidomethyl-3-hydroxymethyl-1,6,7-trihydroxypyrrolizidine. Pochonicine (1) showed potent inhibition against beta-N-acetylglucosaminidases (GlcNAcases) of various organisms including insects, fungi, mammals, and a plant but no inhibition against beta-glucosidase of almond, alpha-glucosidase of yeast, or chitinase of Bacillus sp. The GlcNAcase inhibitory activity of pochonicine (1) was comparable to nagstatin, a potent GlcNAcase inhibitor of natural origin.

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Year:  2009        PMID: 19775896     DOI: 10.1016/j.bmc.2009.08.052

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  8 in total

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Authors:  Sarah F Jenkinson; Elizabeth V Crabtree; Andreas F G Glawar; Terry D Butters; George W J Fleet; David J Watkin
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-04-24

2.  A crystal structure-guided rational design switching non-carbohydrate inhibitors' specificity between two β-GlcNAcase homologs.

Authors:  Tian Liu; Peng Guo; Yong Zhou; Jing Wang; Lei Chen; Huibin Yang; Xuhong Qian; Qing Yang
Journal:  Sci Rep       Date:  2014-08-26       Impact factor: 4.379

Review 3.  Metabolites from nematophagous fungi and nematicidal natural products from fungi as an alternative for biological control. Part I: metabolites from nematophagous ascomycetes.

Authors:  Thomas Degenkolb; Andreas Vilcinskas
Journal:  Appl Microbiol Biotechnol       Date:  2015-12-29       Impact factor: 4.813

4.  Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block.

Authors:  Yuta Isoda; Norihiko Sasaki; Kei Kitamura; Shuji Takahashi; Sujit Manmode; Naoko Takeda-Okuda; Jun-Ichi Tamura; Toshiki Nokami; Toshiyuki Itoh
Journal:  Beilstein J Org Chem       Date:  2017-05-16       Impact factor: 2.883

5.  New analogs of pochonicine, a potent β-N-acetylglucosaminidase inhibitor from fungus Pochonia suchlasporia var. suchlasporia TAMA 87.

Authors:  Yuhichi Mushiake; Aya Tsuchida; Asami Yamada; Hiroshi Kanzaki; Toru Okuda; Teruhiko Nitoda
Journal:  J Pestic Sci       Date:  2021-02-20       Impact factor: 2.529

6.  A new asteltoxin analog with insecticidal activity from Pochonia suchlasporia TAMA 87.

Authors:  Syaefudin Suminto; Eri Takatsuji; Ayako Iguchi; Hiroshi Kanzaki; Toru Okuda; Teruhiko Nitoda
Journal:  J Pestic Sci       Date:  2020-05-20       Impact factor: 2.529

7.  Synthesis of Pyrrolidine Monocyclic Analogues of Pochonicine and Its Stereoisomers: Pursuit ofSimplified Structures and Potent β-N-Acetylhexosaminidase Inhibition.

Authors:  Xin Yan; Yuna Shimadate; Atsushi Kato; Yi-Xian Li; Yue-Mei Jia; George W J Fleet; Chu-Yi Yu
Journal:  Molecules       Date:  2020-03-25       Impact factor: 4.411

Review 8.  Current Knowledge and Perspectives of Pyrrolizidine Alkaloids in Pharmacological Applications: A Mini-Review.

Authors:  Xianqin Wei; Weibin Ruan; Klaas Vrieling
Journal:  Molecules       Date:  2021-03-31       Impact factor: 4.411

  8 in total

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