Isolation and structure elucidation of (-)-idescarparide, a new spiro compound from Idesia polycarpa

Tae Bum Kim, Hyeon Woo Kim, Mina Lee, Hyang Hwa Lee, Seung Hyun Kim, Sung Kwon Kang, Sang Hyun Sung

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

(-)-Idescarparide, a new spiro compound possessing a tetrahydrobenzodioxole structure from the fruit of Idesia polycarpa Maxim. was identified to be a dimer of (-)-idescarpin by spectroscopic analysis. The absolute configuration of (-)-idescarpin was firstly determined to be of S form by using single-crystal X-ray diffraction. The absolute configuration of (-)-idescarparide was confirmed by comparison with semi-synthetic (-)-idescarparide, achieved via triethylamine-catalyzed dimerization of (-)-idescarpin. (-)-Idescarparide significantly reduced lipid production in 3T3-L1 cells.

Original languageEnglish
Pages (from-to)5447-5449
Number of pages3
JournalTetrahedron Letters
Volume55
Issue number40
DOIs
Publication statusPublished - 2014 Oct 1

Bibliographical note

Funding Information:
This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT and Future Planning ( NRF-2013R1A2A2A01016296 ). We thank Sang Il Han (Medicinal Plant Garden, Seoul National University, Goyang, Korea) for kindly providing the I. polycarpa . We also thank Dr. Suckchang Hong and Dr. Hong Chan An (College of Pharmacy, Seoul National University) for helpful discussions on dimerization chemistry.

Publisher Copyright:
© 2014 Elsevier Ltd. All rights reserved.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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