Determination of the Absolute Configuration of Khellactone Esters from Peucedanum japonicum Roots

  • J Nat Prod. 2017 May 26;80(5):1354-1360. doi: 10.1021/acs.jnatprod.6b00947.
Min Jee Hong  1 ,  Jinwoong Kim  1
Affiliations
  • 1. College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Republic of Korea.
PMID: 28402633 DOI: 10.1021/acs.jnatprod.6b00947
Abstract

Sixteen new angular dihydropyranocoumarins (1-16) and 24 known compounds were isolated from the roots of Peucedanum japonicum Thunb. The absolute configuration of diacylkhellactone was established by partial hydrolysis, the Mosher method, and X-ray crystallography. In addition, ECD spectroscopy was used to assign the absolute configurations of several of the angular dihydropyranocoumarins. Enantiomers were detected by RP-HPLC using MTPA esters while acyl migration of the substituents was observed in cis-monoacylkhellactones.

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