Abietane Diterpenoids from the Roots of Clerodendrum trichotomum and Their Nitric Oxide Inhibitory Activities

J Nat Prod. 2018 Jul 27;81(7):1508-1516. doi: 10.1021/acs.jnatprod.7b00814. Epub 2018 Jun 20.

Abstract

Twelve new abietane diterpenoids (1-12) and 31 known analogues (13-43) were isolated from a medicinal Chinese herb, Clerodendrum trichotomum Thunberg. The absolute configurations of 1-3 were established on the basis of ECD and X-ray crystallography data, whereas that of 4 was elucidated by comparison of experimental and calculated ECD data. Eight diterpenoids, 15,16-dehydroteuvincenone G (1), trichotomin A (4), 2α-hydrocaryopincaolide F (7), villosin C (20), 15-dehydro-17-hydroxycyrtophyllone A (22), demethylcryptojaponol (38), 6β-hydroxydemethylcryptojaponol (39), and trichotomone (43), exerted inhibitory effects against NO production with IC50 values of 5.6-16.1 μM. The structure-activity relationships of the isolated diterpenoids are also estimated.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Abietanes / chemistry
  • Abietanes / isolation & purification*
  • Abietanes / pharmacology
  • Animals
  • Clerodendrum / chemistry*
  • Crystallography, X-Ray
  • Drugs, Chinese Herbal / isolation & purification
  • Drugs, Chinese Herbal / pharmacology*
  • Mice
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors*
  • Plant Roots / chemistry
  • RAW 264.7 Cells
  • Structure-Activity Relationship

Substances

  • Abietanes
  • Drugs, Chinese Herbal
  • Nitric Oxide