Conarubins A-D: Four Monoterpene-Chalcone Conjugates from Conamomum rubidum and Their Anti-inflammatory and Cytotoxic Activities

J Org Chem. 2023 Nov 3;88(21):15318-15325. doi: 10.1021/acs.joc.3c01825. Epub 2023 Oct 18.

Abstract

Four novel compounds, conarubins A-D (1-4), were isolated from the whole plants of Conamomum rubidum collected in Vietnam. Their structures were elucidated by extensive spectroscopic analyses and by quantum chemical calculations of NMR and ECD. Compounds 1 and 2 were the first examples of monoterpene-monoterpene-chalcone conjugates in nature, whereas compound 4 was an unprecedented monoterpene-substituted chalcone containing a 3,4,5-trioxygenated cyclohexa-2,5-diene-1-one ring. The anti-inflammatory and cytotoxic activities of all isolates were investigated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents / pharmacology
  • Antineoplastic Agents*
  • Chalcone* / chemistry
  • Chalcone* / pharmacology
  • Chalcones* / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Monoterpenes / chemistry
  • Monoterpenes / pharmacology

Substances

  • Chalcone
  • Monoterpenes
  • Chalcones
  • Anti-Inflammatory Agents
  • Antineoplastic Agents