Chemical constituents from Aphanamixis grandifolia

Fitoterapia. 2014 Jan:92:100-4. doi: 10.1016/j.fitote.2013.10.014. Epub 2013 Nov 2.

Abstract

Four new terpenoids, nemoralisins D-G (1-4), were isolated from the leaves and stems of Aphanamixis grandifolia, along with two known diterpenoids, nemoralisin C and nemoralisin. Among them, compound 1 is the first example of norsesquiterpenoid with δ-lactone moiety, and nemoralisins E-G (2-4), are a class of acyclic diterpenoids, which are structurally related nemoralisin C and nemoralisin. These structures were established on the basis of spectroscopic methods and the absolute configuration of 1 was determined by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Nemoralisins D-G (1-4) were tested for their cytotoxicities on HL-60, SMMC-7721, A-549, MCF-7, and SW480 human tumor cell lines (IC50>40 μM), as well as the antimicrobial activities on Staphylococcus aureus, Pseudomonas aeruginosa, MRSA92(#) and MRSA98(#) (MIC>50 μg/mL).

Keywords: Aphanamixis grandifolia; Diterpenoid; Nemoralisins D–G; TDDFT.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacteria / drug effects
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • HL-60 Cells
  • Humans
  • MCF-7 Cells
  • Meliaceae / chemistry*
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology

Substances

  • Diterpenes
  • Plant Extracts