Human African trypanosomiasis is a neglected tropical disease in sub Saharan Africa that is fatal if left untreated. In a search for new natural products with antitrypanosomal activity, we recently identified abruquinones B and I from Abrus precatorius as potent in vitro trypanocidal compounds with high selectivity indices. To obtain sufficient compound for in vivo efficacy tests in mice, a second batch of plant material was re-collected and extracted. However, the chemical profiles of the two batches differed, and additional abruquinoneswere isolated and identified by HR-ESI-MS, and 1D and 2D NMR (sup1)H, (sup13)C, COSY, HMBC, HSQC, and NOESY) spectroscopy. Abruquinones J (1), K (2), and L (3)were new,while abruquinones A (4) and D (5)were known from the first batch of plant material. The absolute configuration of compounds 1 to 3was determined by comparison of electronic circular dichroism (ECD) spectra with calculated ECD data. Compounds 2 to 5 showed high in vitro activity against T. b. rhodesiense (IC(sub50) of 0.01, 0.02, 0.02 and 0.01 µM, respectively), and remarkable SIs of 508, 374, 1379, and 668, respectively.
Reference:
Hata, Y, Ebrahimi, S.N, De Mieri, M, Zimmermann, S, Mokoka, T, Naidoo, D, Fouche, G, Maharaj, V, Kaiser, M, Brun, R, Potterat, O and Hamburger, M. 2014. Antitrypanosomal isoflavan quinones from Abrus precatorius. Fitoterapia, vol. 93, pp 81-87
Hata, Y., Ebrahimi, S., De Mieri, M., Zimmermann, S., Mokoka, T., Naidoo, D., ... Hamburger, M. (2014). Antitrypanosomal isoflavan quinones from Abrus precatorius. http://hdl.handle.net/10204/7445
Hata, Y, SN Ebrahimi, M De Mieri, S Zimmermann, T Mokoka, Dashnie Naidoo, Gerda Fouché, et al "Antitrypanosomal isoflavan quinones from Abrus precatorius." (2014) http://hdl.handle.net/10204/7445
Hata Y, Ebrahimi S, De Mieri M, Zimmermann S, Mokoka T, Naidoo D, et al. Antitrypanosomal isoflavan quinones from Abrus precatorius. 2014; http://hdl.handle.net/10204/7445.