Antiparasitic and Antimicrobial Isoflavanquinones from Abrus schimperi

作者:Rahman Aziz A; Samoylenko Volodymyr; Jain Surendra K; Tekwani Babu L; Khan Shabana I; Jacob Melissa R; Midiwo Jacob O; Hester John P; Walker Larry A; Muhammad Ilias*
来源:Natural Product Communications, 2011, 6(11): 1645-1650.
DOI:10.1177/1934578x1100601120

摘要

The EtOH extract of Ahrus schimperi (Fabaceae), collected in Kenya, demonstrated significant activity against Leishmania donovani promastigotes with IC(50) value of 3.6 mu g/mL. Bioassay-guided fractionation of CHCl(3) fraction using Centrifugal Preparative TLC afforded two antiparasitic isoflavanquinones, namely amorphaquinone (1) and pendulone (2). They displayed IC(50) values of 0.63 mu g/ml. and 0.43 mu g/mL, respectively, against L. donovani promastigotes. Both the compounds were also evaluated against L. donovani axenic amastigotes and amastigotes in THPI macrophage cultures. In addition, compounds 1 and 2 showed antiplasmodial activity against Plasmodium,falciparum D6 and W2 strains, while 2 displayed antibacterial activity against Staphylococcus aureus and methicillin-resistant S. amens (each IC(50) 1.44 mu g/mL). The (1)H and (13)C data of 1, not fully assigned previously, were unambiguously assigned using 1D and 2D NMR HMBC and HMQC experiments. In addition, the absolute stereochemistry of the isolated compounds 1 and 2 was revised as C-(3S) based on Circular Dichroism experiments. This appears to be the first report of amorphaquinone (1) and pendulone (2) from the genus Abrus.

  • 出版日期2011-11