Penicindopene A, a new indole diterpene from the deep-sea fungus Penicillium sp. YPCMAC1

Nat Prod Res. 2019 Oct;33(20):2988-2994. doi: 10.1080/14786419.2018.1514402. Epub 2018 Oct 1.

Abstract

A new indole diterpene, named penicindopene A (1), together with seven known compounds (2 - 8), was isolated from the deep-sea fungus Penicillium sp. YPCMAC1. The structure of penicindopene A was elucidated by extensive spectroscopic analyses (1 D and 2 D NMR, and HRESIMS data), in addition to the ECD calculations for the assignments of its absolute configuration. Penicindopene A represented the first example of indole diterpenes possessing a 3-hydroxyl-2-indolone moiety, and it exhibited moderate cytotoxicities against A549 and HeLa cell lines with IC50 values of 15.2 and 20.5 µM, respectively.

Keywords: sp. YPCMAC1; Indole diterpene; cytotoxicity; deep-sea fungus.

MeSH terms

  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Drug Screening Assays, Antitumor
  • Fungi
  • HeLa Cells
  • Humans
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy / methods
  • Molecular Conformation*
  • Molecular Structure
  • Penicillium / chemistry*

Substances

  • Antineoplastic Agents
  • Diterpenes
  • Indoles
  • indole