Hata, YRaith, MEbrahimi, SNZimmermann, SMokoka, TNaidoo, DashnieFouché, GerdaMaharaj, VKaiser, MBrun, RHamburger, M2013-09-052013-09-052013-04Hata, Y, Raith, M, Ebrahimi, S.N, Zimmermann, S, Mokoka, T, Naidoo, D, Fouche, G, Maharaj, V, Kaiser, M, Brun, R and Hamburger, M. 2013. Antiprotozoal Isoflavan Quinones from Abrus precatorius ssp. africanus. Planta Medica, vol. 79(6), pp 492-4980032-0943https://www.thieme-connect.com/ejournals/abstract/10.1055/s-0032-1321293http://hdl.handle.net/10204/6960Copyright: 2013 Georg Thieme Verlag. This is an ABSTRACT ONLY. The definitive version is published in Planta Medica, vol. 79(6), pp 492-498A library of 206 extracts from selected South African plants was screened in vitro against a panel of protozoan parasites, Plasmodium falciparum, Trypanosoma brucei rhodesiense, and Leishmania donovani. A CH(sub)2Cl(sub)2/MeOH (1:1) extract of Abrus precatorius L. ssp. africanus strongly inhibited P.falciparum (98%), T. b. rhodesiense (100%), and L. donovani (76%) when tested at a concentration of 10.0 μg/mL. The active constituents were tracked by HPLC-based activity profiling and isolated by preparative and semipreparative RPHPLC chromatography. Structures were established by HR-ESIMS, and 1D and 2D NMR ((sup)1H, (sup)13C, COSY, HMBC, HSQC, and NOE difference spectroscopy). Five compounds were obtained and identified as two isoflavan hydroquinones, abruquinone H (1) and abruquinone G (2), and three isoflavan quinones, abruquinone I (3), abruquinone B (4), and 7, 8, 3′‚5′- tetramethoxyisoflavan-1′,4′- quinone (5). Compounds 1 and 3 were new natural products. The absolute configuration of compounds was determined by comparison of electronic circular dichroism spectra with calculated ECD data. Compounds 3 and 4 showed strong activity against T. b. rhodesiense (IC(sub)50 values of 0.30 and 0.16 μM, respectively) and good selectivity (selectivity indices of 73.7 and 50.5, respectively).enAntiprotozoalTrypanosoma brucei rhodesienseIsoflavan quinoneAbrus precatoriusFabaceaeElectronic circular dichroismArticleHata, Y., Raith, M., Ebrahimi, S., Zimmermann, S., Mokoka, T., Naidoo, D., ... Hamburger, M. (2013). Antiprotozoal Isoflavan Quinones from Abrus precatorius ssp. africanus. http://hdl.handle.net/10204/6960Hata, Y, M Raith, SN Ebrahimi, S Zimmermann, T Mokoka, Dashnie Naidoo, Gerda Fouché, et al "Antiprotozoal Isoflavan Quinones from Abrus precatorius ssp. africanus." (2013) http://hdl.handle.net/10204/6960Hata Y, Raith M, Ebrahimi S, Zimmermann S, Mokoka T, Naidoo D, et al. Antiprotozoal Isoflavan Quinones from Abrus precatorius ssp. africanus. 2013; http://hdl.handle.net/10204/6960.TY - Article AU - Hata, Y AU - Raith, M AU - Ebrahimi, SN AU - Zimmermann, S AU - Mokoka, T AU - Naidoo, Dashnie AU - Fouché, Gerda AU - Maharaj, V AU - Kaiser, M AU - Brun, R AU - Hamburger, M AB - A library of 206 extracts from selected South African plants was screened in vitro against a panel of protozoan parasites, Plasmodium falciparum, Trypanosoma brucei rhodesiense, and Leishmania donovani. A CH(sub)2Cl(sub)2/MeOH (1:1) extract of Abrus precatorius L. ssp. africanus strongly inhibited P.falciparum (98%), T. b. rhodesiense (100%), and L. donovani (76%) when tested at a concentration of 10.0 μg/mL. The active constituents were tracked by HPLC-based activity profiling and isolated by preparative and semipreparative RPHPLC chromatography. Structures were established by HR-ESIMS, and 1D and 2D NMR ((sup)1H, (sup)13C, COSY, HMBC, HSQC, and NOE difference spectroscopy). Five compounds were obtained and identified as two isoflavan hydroquinones, abruquinone H (1) and abruquinone G (2), and three isoflavan quinones, abruquinone I (3), abruquinone B (4), and 7, 8, 3′‚5′- tetramethoxyisoflavan-1′,4′- quinone (5). Compounds 1 and 3 were new natural products. The absolute configuration of compounds was determined by comparison of electronic circular dichroism spectra with calculated ECD data. Compounds 3 and 4 showed strong activity against T. b. rhodesiense (IC(sub)50 values of 0.30 and 0.16 μM, respectively) and good selectivity (selectivity indices of 73.7 and 50.5, respectively). DA - 2013-04 DB - ResearchSpace DP - CSIR KW - Antiprotozoal KW - Trypanosoma brucei rhodesiense KW - Isoflavan quinone KW - Abrus precatorius KW - Fabaceae KW - Electronic circular dichroism LK - https://researchspace.csir.co.za PY - 2013 SM - 0032-0943 T1 - Antiprotozoal Isoflavan Quinones from Abrus precatorius ssp. africanus TI - Antiprotozoal Isoflavan Quinones from Abrus precatorius ssp. africanus UR - http://hdl.handle.net/10204/6960 ER -