A pimpinellin monomer and dimer isolated from the roots of Esenbeckia grandiflora

Acta Crystallogr C. 2004 Dec;60(Pt 12):o900-2. doi: 10.1107/S0108270104023777. Epub 2004 Nov 30.

Abstract

X-ray diffraction studies carried out on single crystals of the monomeric, viz. 5,6-dimethoxy-2H-furo[2,3-h][1]benzopyran-2-one, C(13)H(10)O(5), and dimeric, viz. 5,5',6,6'-tetramethoxy-3,3',4,4'-tetrahydro-2H,2'H-3,3':4,4'-bi(furo[2,3-h][1]benzopyran)-2,2'-dione, C(26)H(20)O(10), forms of pimpinellin have revealed that, following cyclodimerization, the carbonyl groups are head-to-head with respect to one another. In the monomer, the heterocyclic ring is planar, but it exhibits a twisted-boat conformation in the dimer. Both the monomer and the dimer interact through C-H...O interactions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dimerization
  • Magnoliopsida / chemistry*
  • Methoxsalen / analogs & derivatives*
  • Methoxsalen / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Plant Roots / chemistry*

Substances

  • pimpinellin
  • Methoxsalen