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

J Nat Prod

College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Republic of Korea.

Published: May 2017


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Article 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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http://dx.doi.org/10.1021/acs.jnatprod.6b00947DOI Listing

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