Diterpenoids of the Cassane Type from Caesalpinia decapetala

J Nat Prod. 2016 Dec 23;79(12):3134-3142. doi: 10.1021/acs.jnatprod.6b00910. Epub 2016 Dec 14.

Abstract

Eighteen compounds, including eight new cassane-type furanoditerpenoids, 3β-hydroxyphanginin H (1), 3β-acetoxyphanginin H (2), 7β-acetoxyphanginin H (3), 7β-hydroxyphanginin H (4), 4-epi-3β-hydroxycaesalpinilinn (5), 4-epi-3β-acetoxycaesalpinilinn (6), 20-acetoxytaepeenin D (7), and tomocin E (8), along with 10 known compounds (9-18) were isolated from the roots of Caesalpinia decapetala. Compounds 1-13 were isolated from C. decapetala for the first time. The new compounds with their absolute configurations were determined by extensive spectroscopic analysis, single-crystal X-ray diffraction, and electronic circular dichroism calculations. Compounds 1, 4, 5, 7, and 11 exhibited inhibitory activities against the SW1990 human pancreatic cancer cell line with IC50 values ranging from 2.9 to 8.9 μM.

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Caesalpinia / chemistry*
  • Crystallography, X-Ray
  • Cyclosporine / pharmacology
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Drug Screening Assays, Antitumor
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Humans
  • Male
  • Mice, Inbred BALB C
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Roots / classification
  • Seeds / chemistry

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes
  • Drugs, Chinese Herbal
  • Cyclosporine