PF1092A, B and C, new nonsteroidal progesterone receptor ligands produced by Penicillium oblatum. II. Physico-chemical properties and structure elucidation

J Antibiot (Tokyo). 1997 Apr;50(4):309-13. doi: 10.7164/antibiotics.50.309.

Abstract

The structures of PF1092A (1), B (2) and C (3), new nonsteroidal progesterone receptor ligands produced by Penicillium oblatum, were elucidated by spectroscopic analyses. These compounds possess an eremophilane-type sesquiterpene carbon skeleton and differ only in that 1 and 2 are different monoacetates of 3. The absolute configurations of 1-3 were determined by single crystal X-ray diffraction analysis of the 4-bromobenzoyl ester of PF1092A and by measuring the optical rotations of the acetylation products of these compounds.

MeSH terms

  • Furans / chemistry*
  • Furans / pharmacology*
  • Molecular Structure
  • Naphthols / chemistry*
  • Naphthols / pharmacology*
  • Sesquiterpenes / chemistry*

Substances

  • Furans
  • Naphthols
  • PF 1092A
  • PF 1092B
  • PF 1092C
  • Sesquiterpenes