ent-Rosane and abietane diterpenoids as cancer chemopreventive agents.

Abstract

Two ent-rosane- (cuzcol, 1 and 6-dehydroxycuzcol, 2) and a abietatriene- (salvadoriol, 3) type diterpenoids have been isolated from Maytenus cuzcoina and Crossopetalum uragoga, respectively, along with five known diterpene compounds (4-8). Their stereostructures have been elucidated on the basis of spectroscopic analysis, including 1D and 2D NMR techniques, and computational data. The absolute configuration of cuzcol was determined by application of Riguera ester procedure. This is the first instance of isolation of ent-rosane diterpenoids from species of the Celastraceae. The isolated diterpenes were found to be potent anti-tumour-promoter agents, and carnosol (7) also showed a remarkable chemopreventive effect in an in vivo two-stage carcinogenesis model.

• Authors: Marvin J Núñez, Carolina P Reyes, Ignacio A Jiménez, Hirotaka Hayashi, Harukuni Tokuda, Isabel L Bazzocchi
• Journal: Phytochemistry (Phytochemistry) Vol. 72 Issue 4-5 Pg. 385-90 (Apr 2011) ISSN: 1873-3700 [Electronic] England
• PMID: 21315389 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2011 Elsevier Ltd. All rights reserved.

Chemical References

• 6-dehydroxycuzcol
• Abietanes
• Anticarcinogenic Agents
• Diterpenes
• Epstein-Barr Virus Nuclear Antigens
• salvadoriol
• carnosol

Topics

• Abietanes (chemistry, isolation & purification, pharmacology)
• Animals
• Anticarcinogenic Agents (chemistry, isolation & purification, pharmacology)
• Celastraceae (chemistry)
• Cross-Over Studies
• Diterpenes (chemistry, isolation & purification, pharmacology)
• Epstein-Barr Virus Nuclear Antigens (drug effects)
• Female
• Maytenus (chemistry)
• Mice
• Mice, Inbred ICR
• Models, Biological
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Papilloma (drug therapy)
• Peru
• Plant Bark (chemistry)
• Plant Roots (chemistry)
• Skin (drug effects)