Sumatranins A-J: Lignans with Immunosuppressive Activity from Cleistanthus sumatranus

J Nat Prod. 2023 Jun 23;86(6):1606-1614. doi: 10.1021/acs.jnatprod.3c00300. Epub 2023 Jun 12.

Abstract

Chemical investigation of the twigs of Cleistanthus sumatranus (Phyllanthaceae) led to the isolation of 10 undescribed lignans, sumatranins A-J (1-10). Compounds 1-4 are unprecedented furopyran lignans characterized by a unique 2,3,3a,9a-tetrahydro-4H-furo[2,3-b]chromene heterotricyclic framework. Compounds 9 and 10 are rare 9'-nor-dibenzylbutane lignans. Structures were established based on analyses of spectroscopic data, X-ray crystallographic data, and experimental ECD spectra. Immunosuppressive assays revealed compounds 3 and 9 displayed moderate inhibitory effects with good selectivity indexes against LPS-induced B lymphocyte proliferation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Lignans* / chemistry
  • Lignans* / pharmacology
  • Malpighiales*
  • Molecular Structure

Substances

  • Lignans