Selective cytotoxic eremophilane-type sesquiterpenes from Penicillium citreonigrum

J Asian Nat Prod Res. 2015;17(12):1239-44. doi: 10.1080/10286020.2015.1115020. Epub 2015 Dec 14.

Abstract

One new eremophilane-type sesquiterpene (1, citreopenin) was isolated from Penicillium citreonigrum (HQ738282), and the structure was elucidated by a combination of spectroscopic data interpretation and single-crystal X-ray diffraction analysis using Cu Kα radiation (CCDC 1030588). Compound 1 showed weak activity against KB-VIN (IC50 = 11.0 ± 0.156 μM), while the known compound 3 exhibited selective cytotoxicity against MDA-MB-231 triple-negative breast cancer (TNBC) (IC50 = 5.42 ± 0.167 μM).

Keywords: Metabolites; Penicillium citreonigrum; cytotoxic; eremophilane-type sesquiterpene.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Breast Neoplasms / drug therapy
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Humans
  • Molecular Conformation
  • Molecular Structure
  • Penicillium / chemistry*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology*

Substances

  • Antineoplastic Agents
  • Sesquiterpenes
  • citreopenin