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

  • Bioorg Med Chem. 2009 Oct 15;17(20):7248-53. doi: 10.1016/j.bmc.2009.08.052.
Hirokazu Usuki  1 ,  Miho Toyo-oka ,  Hiroshi Kanzaki ,  Toru Okuda ,  Teruhiko Nitoda
Affiliations
  • 1. Laboratory of Bioresources Chemistry, The Graduate School of Natural Science and Technology, Okayama University, Okayama 700-8530, Japan.
PMID: 19775896 DOI: 10.1016/j.bmc.2009.08.052
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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