Microbial transformation of Isopimpinellin by Glomerella cingulata.
Microbial transformation studies conducted on isopimpinellin (1) by the fungus Glomerella cingulata have revealed that 1 was metabolized to give the corresponding reduced acid, 5,8-dimethoxy-6,7-furano-hydrocoumaric acid (2). The structure of metabolite 2 was elucidated by high-resolution mass spectrometry (HR-MS), extensive NMR techniques, including (1)H NMR, (13)C NMR, (1)H-(1)H correlation spectroscopy (COSY), heteronuclear multiple quantum coherence (HMQC) and heteonuclear multiple bond coherence (HMBC). The biotransformed product 2 showed weak a in vitro β-secretase (BACE1) inhibitory effect.
Department of Applied Chemistry, Kinki University, Japan.
Shinsuke
S
Marumoto
Mitsuo
M
Miyazawa
D053829:Amyloid Precursor Protein Secretases / Q000037:antagonists & inhibitors* / Q000378:metabolism; D001711:Biotransformation; D011564:Furocoumarins / Q000737:chemistry / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D017319:Photosensitizing Agents / Q000737:chemistry / Q000378:metabolism*; D020081:Phyllachorales / Q000378:metabolism*
D011564:Furocoumarins; D017319:Photosensitizing Agents; C015304:isopimpinellin; D053829:Amyloid Precursor Protein Secretases