New clerodane diterpenoids from the roots of Polyalthia laui

Fitoterapia. 2016 Jun:111:36-41. doi: 10.1016/j.fitote.2016.03.017. Epub 2016 Apr 4.

Abstract

Five new clerodane diterpenoids, polylauiester A (1), (4→2)-abeo-2,13-diformyl-cleroda-2,12E-dien-14-oic acid (2) and polylauiamides B-D (3-5), together with 11 known clerodane diterpenoids (6-16), were isolated from the roots of Polyalthia laui. Among them, polylauiester A (1) represents the first example of a novel norclerodane diterpenoid only containing 17 carbon atoms on the carbon skeleton, and polylauiamide B (3) is an unusual diterpenoid with a p-substituted benzene ring as a substituent. Their structures were elucidated by extensive spectroscopic methods, and the relative configuration of polylauiamide B (3) was further confirmed by the single crystal X-ray diffraction method. Biological evaluation of new compounds against human Hela, MCF-7 and A549 human cancer cell lines showed that all compounds displayed weak cytotoxicities against various human cancer cell lines in the range of IC50 at 25.01-39.31μM.

Keywords: Clerodane diterpenoids; Cytotoxicity; Polyalthia laui; Polylauiamides B–D; Polylauiester A.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Cell Line, Tumor
  • Crystallography, X-Ray
  • Diterpenes, Clerodane / chemistry*
  • Diterpenes, Clerodane / isolation & purification
  • Humans
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Roots / chemistry
  • Polyalthia / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Diterpenes, Clerodane
  • Plant Extracts
  • polylauiamide B
  • polylauiester A