Constituents of the leaves of Peucedanum japonicum Thunb. and their biological activity.

J Agric Food Chem

Division of Food and Health Sciences, Graduate School of Human Life Science, Osaka City University, 3-3-138 Sugimoto, Sumiyoshi, Osaka 558-8585, Japan.

Published: February 2004

AI Article Synopsis

  • In our study on the tropical plant Peucedanum japonicum, we isolated a new C(13) norisoprenoid glucoside and two new phenylpropanoid glucosides from the plant's leaves.
  • The structure of these compounds was determined using spectroscopic techniques, and we also identified five known compounds during the process.
  • We tested the isolated compounds for their antioxidant and tyrosinase inhibitory activities, finding that two specific compounds showed significant effects in both tests.

Article Abstract

In the course of our study on the isolation and structure determination of constituents in tropical plants, we focused on Peucedanum japonicum Thunb., belonging to the family Umbelliferae. In this study, a new C(13) norisoprenoid glucoside, (3S)-O-beta-d-glucopyranosyl-6-[3-oxo-(2S)-butenylidenyl]-1,1,5-trimethylcyclohexan-(5R)-ol (1), and two new phenylpropanoid glucosides, 3-(2-O-beta-d-glucopyranosyl-4-hydroxyphenyl)propanoic acid (3) and methyl 3-(2-O-beta-d-glucopyranosyl-4-hydroxyphenyl)propanoate (4), were isolated from the n-butanol soluble fraction of this plant's leaves, together with five known compounds. The structures of these compounds were determined on the basis of spectroscopic evidence. In addition, all isolated compounds were examined for scavenging activity against 1,1-diphenyl-2-picrylhydrazyl radical and inhibitory activity against mushroom tyrosinase. These results suggested that 2-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol (7) and 3-O-beta-d-glucopyranosyl-2-(4-hydroxy-3-methoxyphenyl)propanol (8) showed an appreciable activity in both assay systems.

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http://dx.doi.org/10.1021/jf0349127DOI Listing

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