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South African Journal of Chemistry
On-line version ISSN 1996-840X
Print version ISSN 0379-4350
S.Afr.j.chem. (Online) vol.63 Durban 2010
RESEARCH ARTICLE
Euphorbias of South Africa: Two new phorbol esters from Euphorbia bothae
Wendy L. PopplewellI; Eloise A. MaraisI; Linda BrandII; Brian H. HarveyII; Michael T. Davies-ColemanI, *
IDepartment of Chemistry, Rhodes University, Grahamstown, 6140 South Africa
IIUnit for Drug Research and Development, Division of Pharmacology, School of Pharmacy, North-West University, Potchefstroom, 2520 South Africa
ABSTRACT
Two known phorbol esters, 12-deoxyphorbol-13-isobutyrate-20-acetate (1) and 12-deoxyphorbol-13-(2-methylbutyrate)-20-acetate (2), and two new phorbol esters, 12-deoxyphorbol-13-isobutyrate-16-angelate-20-acetate (3) and 12-deoxyphorbol-13-(2-methylbutyrate)-16-angelate-20-acetate (4), were isolated from the endemic South African plant Euphorbia bothae. Standard spectroscopic techniques were used to elucidate the structures of all four compounds. The interaction of 1-4 with opioid receptors was explored in an attempt to explain the unexplained stupor occasionally observed in herbivores browsing on E. bothae.
Keywords: Euphorbia bothae, Euphorbiaceae, phorbol ester, opioid receptor
Full text available only in PDF format.
Acknowledgements
Senior Ranger Brad Fike of the Great Fish River Reserve and Dr Peter Lent of the University of Fort Hare are respectively thanked for providing unlimited access to E. bothae in the GFFR and drawing our attention to this research project. Funding for this research project was provided by a Joint Research Committee (JRC) research grant from Rhodes University and is gratefully acknowledged.
References
1 Q-W. Shi, X-H. Su and H. Kiyota, Chem. Rev., 2008, 108, 4295-4327. [ Links ]
2 G. Goel, H P.S. Makkar, G. Francis and K. Becker, Int. J. Toxicol., 2007, 26, 279-288. [ Links ]
3 S. Sosath, H.H. Ott and E. Hecker, J. Nat. Prod. 1988, 51, 1062-74. [ Links ]
4 C.F. Johnson, R.M. Cowling and P.B. Phillipson, Biodivers. Conserv., 1999, 8, 1447-1456. [ Links ]
5. B.L. Luske, T. Mertens, P.C. Lent, W.F. de Boer and H.H.T. Prins, Afr. J. Ecol., 2009,47, 509-517. [ Links ]
6 D. Hood, Africa Geographic, 2005, 13, 25. [ Links ]
7 B.E. Leonard Fundamentals of Psychopharmacology, 3rd edn, John Wiley and Sons, Chichester, UK, pp 375-416. 2003. [ Links ]
8 C. Börner, V Höllt and J. Kraus, Mol. Pharmacol., 2002, 61, 800-805. [ Links ]
9 A.V. Azaryan, L.J. Coughlin, B. Buzas, B.J. Clock and B.M. Cox J. Neurochem. 1996, 66, 443-448. [ Links ]
10 H.K. Kramer and E.J. Simon, J. Neurochem., 1999, 72, 585-593. [ Links ]
11 A.D. Kinghorn and F.J. Evans J. Pharm. Pharmacol. 1975, 27, 329-3339. [ Links ]
12 R.J. Schmidt and F.J. Evans, Lloydia 1977, 40, 225-229. [ Links ]
13 E. Fattorusso, V. Lanzotti, T. Taglialatela-Scafati, C. Gian and G. Appendino, Eur. J. Org. Chem., 2002, 1, 71-78. [ Links ]
14 M. Gschwendt, and E. Hecker, Tetrahedron Lett., 1969, 40, 3509-3512. [ Links ]
15 R. K Baslas, and N.C. Gupta, Herba Hungarica, 1983, 22, 35-38. [ Links ]
16 M. Hergenhahn, W. Adolf and E. Hecker, Tetrahedron Lett. 1975, 1595-1598. [ Links ]
17 M. Hergenhahn, S. Kusumoto and E. Hecker, J. Cancer Res. Clin., 1984, 108, 98-109. [ Links ]
18 M.A. Cervinski, J.D. Foster and R.A. Vaughan J. Biol. Chem, 2005, 280, 40442-40449. [ Links ]
19 A. Rodriguez New Plantsman, 1993, 14, 204-233. [ Links ]
20 M. Guiterrez, L. Menendez, R. Brieva, A. Hidalgo and A. Baamonde, General Pharmacology, 1998, 31, 747-751. [ Links ]
Received 28 September 2010
Revised 19 October 2010
Accepted 27 October 2010
* To whom correspondence should be addressed. E-mail: m.davies-coleman@ru.ac.za