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Assessment of the Antiprotozoal Activity of Galphimia glauca and the Isolation of New Nor-secofriedelanes and Nor-friedelanes

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Centre for Pharmacognosy and Phytotherapy, and Department of Pharmaceutical and Biological Chemistry, The School of Pharmacy, University of London, 29-39 Brunswick Square, London WC1N 1AX, U.K., and Department of Infectious and Tropical Diseases, London School of Hygiene and Tropical Medicine, Keppel Street, London WC 1E 7HT, U.K.
Cite this: J. Nat. Prod. 2002, 65, 10, 1457–1461
Publication Date (Web):August 29, 2002
https://doi.org/10.1021/np010419i
Copyright © 2002 American Chemical Society and American Society of Pharmacognosy
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Abstract

Four new terpenoids, comprising three nor-secofriedelanes (13) and one nor-friedelane (4), were isolated from Galphimia glauca, together with the known flavonol quercetin and the sterols stigmasterol and sitosterol 3-O-β-d-glucoside. The structure elucidation of the new isolates was conducted by 1D and 2D NMR techniques. Compounds 14 were given the trivial names galphin A, galphin B, galphin C, and galphimidin, respectively. All isolates were tested for in vitro antiprotozoal and cytotoxic activities. Quercetin was the only substance isolated that showed any antiprotozoal activity, and this was weak; the IC50 values were 14 μM against Plasmodium falciparum K1, 13.2 μM against Trypanosomabruceibrucei, and 63.8 μM against Leishmania donovani. Quercetin was found to be inactive against KB cells (IC50 = 295.8 μM).

*

 To whom correspondence should be addressed. Mazatlan 40, Piloto A.L.M., C.P. 01290, Mexico, D.F., Mexico. Tel:  54233891.

 Centre for Pharmacognosy and Phytotherapy, University of London.

 London School of Hygiene and Tropical Medicine.

§

 Department of Pharmaceutical and Biological Chemistry, University of London.

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