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DOI: 10.1055/s-2003-37701
Jatrophane Diterpenes from the Latex of Euphorbia obtusifolia with Inhibitory Activity on the Mammalian Mitochondrial Respiratory Chain
Publikationsverlauf
Received: June 13, 2002
Accepted: August 13, 2002
Publikationsdatum:
07. März 2003 (online)
![](https://www.thieme-connect.de/media/plantamedica/200302/lookinside/thumbnails/10.1055-s-2003-37701-1.jpg)
Abstract
Seven diterpenes isolated of the latex of the Euphorbia obtusifolia were evaluated as inhibitors of the NADH oxidase activity in submitochondrial particles from bovine heart. Compound 2, 2,3,5,7,8,9,15-heptahydroxyjatropha-6(17),11-diene-14-one 8,9-diacetate 7-isobutyrate 2,3-bis(2-methylbutyrate), was the most potent inhibitor with an inhibitory concentration (IC50) value of 5.1 ± 0.2 μM. In the present study, some structure-activity trends are suggested for the inhibitory activity of these natural products on the mammalian mitochondrial respiratory chain.
References
- 1 Hohmann J, Evanics F, Dombi G, Szabó P. Euphosalicin, a new diterpene polyester with multidrug resistance reversing activity from Euphorbia salicifolia . Tetrahedron. 2001; 57 211-5
- 2 Taylor M D, Smith A B, Furst G T, Gunasekara S P, Bevelle C A. New antileukemic jatrophone derivatives from Jatropha gossypiifolia: Structural and stereochemical assignment through nuclear magnetic resonance spectroscopy. J Am Chem Soc. 1983; 105 3177-83
- 3 Kupchan S M, Sigel C W, Matz M J, Gilmore C J, Bryan R F. Structure and stereochemistry of jatrophone, a novel macrocyclic diterpenoid tumor inhibitor. J Am Chem Soc. 1976; 98 2295-300
- 4 D’Alagni M, De Petris M, Marini-Bettolo G B. On the interaction between jatrophone and DNA. FEBS Lett. 1981; 136 175-9
- 5 Lillehaug J R, Kleppe K, Sigel C W, Kupchan S M. Reaction of biological thiols with the tumor inhibitor jatrophone. Inhibition of RNA polymerase. Biochim Biophys Acta. 1973; 327 92-100
- 6 Marchetti P, Hirsch T, Zamzami N, Castedo M, Decaudin D, Susin S A, Masse B, Kroemer G. Mitochondrial permeability transition triggers lymphocyte apoptosis. J Immunol. 1996; 157 4830-6
- 7 Zoratti M, Szabo I. The mitochondrial permeability transition. Biochim Biophys Acta. 1995; 1241 139-76
- 8 Marco J A, Sanz-Cervera J F, Checa J, Palomares E, Fraga B M. Jatrophane and tigliane diterpenes from the latex of Euphorbia obtusifolia . Phytochemistry. 1999; 52 479-85
- 9 Degli E M, Ghelli A, Ratta M, Cortes D, Estornell E. Natural substances acetogenins from the family Annonaceae are powerful inhibitors of mitochondrial NADH dehydrogenase (complex I). Biochem J. 1994; 301 161-7
- 10 Noack E A, Crea A E, Falsone G. Inhibition of mitochondrial oxidative phosporylation by 4-deoxyphorbol triester, a poisonous constituent of the latex sap of Euphorbia biglandulosa Desf. Toxicon. 1980; 18 165-74
- 11 Marco J A, Sanz-Cervera J F, Ropero F J, Fraga B M. Ingenane and lathyrane diterpenes from the latex of Euphorbia acrurensis . Phytochemistry. 1998; 49 1095-9
- 12 Marco J A, Sanz-Cervera J F, Yuste A. Ingenane and lathyrane diterpenes from the latex of Euphorbia canariensis . Phytochemistry. 1997; 45 563-70
Prof. Liliana Betancur-Galvis
Facultad de Medicina
Universidad de Antioquia
A. A. 1226
Medellín
Colombia
eMail: labeta@catios.udea.edu.co
Fax: +574 5106062
Telefon: +574 5106059