AI Article Synopsis

  • - The biotransformation of patchouli alcohol resulted in 31 products, including 21 previously unidentified compounds, with their structures identified through advanced spectroscopic techniques.
  • - Key structural features of the new compounds included a Δ double bond in some, a three-membered ring in one, and an epoxy group in another, categorized as patchoulol-type norsesquiterpenoids.
  • - Notably, several biotransformation products exhibited significant anti-influenza virus activity, with effective concentrations (EC) ranging from 2.11 to 20.87 μM.

Article Abstract

The biotransformation of patchouli alcohol by afforded 31 products, including 21 new ones (-, , , -, and -). Their structures were determined by extensive spectroscopic data analysis (H and C NMR, HSQC, HMBC, H-H COSY, ROESY, and HRESIMS), and the absolute configuration of compounds , , , , and was determined by single-crystal X-ray diffraction using Cu Kα radiation. Structurally, compounds were patchoulol-type norsesquiterpenoids without Me-12. Among them, a Δ double bond existed in compounds and ; a three-membered ring was formed between C-4, C-5, and C-6 in compound ; an epoxy moiety appeared between C-3 and C-4 in compound . Furthermore, the biotransformation products , , and showed potent anti-influenza virus activity with EC values of 2.11, 7.94, 20.87, and 3.45 M, respectively.

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Source
http://dx.doi.org/10.1021/acs.jafc.3c09753DOI Listing

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