Cytotoxic diterpenoids from the roots of Euphorbia ebracteolata.

Abstract

Three new diterpenoids, yuexiandajisu D (1), E (2) and F were isolated from the roots of Euphorbia ebracteolata, along with eight known diterpenoids, jolkinolide B (4), jolkinolide A, ent-11alpha-hydroxyabieta-8(14),13(15)-dien-16,12alpha-olide (6), ent-(13S)-hydroxyatis-16-ene-3,14-dione, ent-3beta,(13S)-dihydroxyatis-16-en-14-one, ent-3-oxokaurane-16alpha,17-diol, ent-16alpha,17-dihydroxyatisan-3-one and ent-atisane-3beta,16alpha,17-triol. The structures of all compounds were deduced using spectroscopic methods and confirmed for 1 and 2 by single-crystal X-ray diffraction. A biogenetic pathway for the formation of 1 and 2 is proposed briefly. Cytotoxic activities were evaluated against ANA-1, B 16 and Jurkat tumor cells. Jolkinolide B (4) displayed modest activity on ANA-1, B 16 and Jurkat tumor cells with IC50 values 4.46 x 10(-2), 4.48 x 10(-2), 6.47 x 10(-2) microM, and ent-11alpha-hydroxyabieta-8(14),13(15)-dien-16,12alpha-olide (6) showed significant activity against ANA-1 and Jurkat cells with IC50 values 7.12 x 10(-3) and 1.79 x 10(-2) microM. Compound 1 was found to be slightly active against ANA-1 cells with an IC50 value 2.88 x 10(-1)microM. Structure-activity relationships of isolated compounds are also discussed.

• Authors: Hai-Ming Shi, Ian D Williams, Herman H-Y Sung, Hua-Xu Zhu, Nancy Y Ip, Zhi-Da Min
• Journal: Planta medica (Planta Med) Vol. 71 Issue 4 Pg. 349-54 (Apr 2005) ISSN: 0032-0943 [Print] Germany
• PMID: 15856412 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antineoplastic Agents, Phytogenic
• Diterpenes
• Plant Extracts

Topics

• Animals
• Antineoplastic Agents, Phytogenic (administration & dosage, chemistry, pharmacology, therapeutic use)
• Cell Line, Tumor
• Diterpenes (administration & dosage, chemistry, pharmacology, therapeutic use)
• Euphorbia
• Humans
• Inhibitory Concentration 50
• Mice
• Phytotherapy
• Plant Extracts (administration & dosage, chemistry, pharmacology, therapeutic use)
• Plant Roots
• Structure-Activity Relationship
• X-Ray Diffraction