TY - JOUR
T1 - New analogs of pochonicine, a potent β-N-acetylglucosaminidase inhibitor from fungus Pochonia suchlasporia var. suchlasporia TAMA 87
AU - Mushiake, Yuhichi
AU - Tsuchida, Aya
AU - Yamada, Asami
AU - Kanzaki, Hiroshi
AU - Okuda, Toru
AU - Nitoda, Teruhiko
N1 - Funding Information:
The authors express their gratitude to the Division of Instrumental Analysis, Department of Instrumental Analysis and Cryogenics, Advanced Science Research Center, Okayama University, for NMR and MS measurements.
Publisher Copyright:
© Pesticide Science Society of Japan 2021. This is an open access article distributed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) License (https://creativecommons.org/licenses/by-nc-nd/4.0/)
PY - 2021
Y1 - 2021
N2 - Three novel analogs of pochonicine (1) were isolated from a solid fermentation culture of the fungal strain Pochonia suchlasporia var. suchlasporia TAMA 87, and their structures were elucidated as 7-deoxypochonicine (2), 6-deoxypochonicine (3), and 6,7-dideoxypochonicine (4). These analogs were found to possess the same stereochemistry as pochonicine. Comparison of β-N-acetylglucosaminidase (GlcNAcase) inhibitory activity between these analogs and pochonicine suggested that the C-6 hydroxy group of pochonicine was essential to its potent GlcNAcase inhibitory activity and that the C-7 hydroxy group also contributed to the activity, but to a lesser extent than the C-6 hydroxy group.
AB - Three novel analogs of pochonicine (1) were isolated from a solid fermentation culture of the fungal strain Pochonia suchlasporia var. suchlasporia TAMA 87, and their structures were elucidated as 7-deoxypochonicine (2), 6-deoxypochonicine (3), and 6,7-dideoxypochonicine (4). These analogs were found to possess the same stereochemistry as pochonicine. Comparison of β-N-acetylglucosaminidase (GlcNAcase) inhibitory activity between these analogs and pochonicine suggested that the C-6 hydroxy group of pochonicine was essential to its potent GlcNAcase inhibitory activity and that the C-7 hydroxy group also contributed to the activity, but to a lesser extent than the C-6 hydroxy group.
KW - Pochonia suchlasporia
KW - chitinolytic enzyme
KW - pochonicine
KW - solid state fermentation
KW - β-N-acetylglucosaminidase inhibitor
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U2 - 10.1584/jpestics.D20-086
DO - 10.1584/jpestics.D20-086
M3 - Article
AN - SCOPUS:85102461473
SN - 1348-589X
VL - 46
SP - 115
EP - 119
JO - Journal of Pesticide Sciences
JF - Journal of Pesticide Sciences
IS - 1
ER -