N-(Isobutyl)-3,4-methylenedioxy Cinnamoyl Amide
AbstractThe plant Zanthoxylum zanthoxyloides (Lam.) Zepern. & Timler is one of the most important medicinal species of the genus Zanthoxylum on the African continent. It is used in the treatment and management of parasitic diseases in sub-Saharan Africa. These properties have inspired scientists to investigate species within the genus for bioactive compounds. However, a study, which details a spectroscopic, spectrometric and bioactivity guided extraction and isolation of antiparasitic compounds from the genus Zanthoxylum is currently non-existent. Tortozanthoxylamide (1), which is a derivative of the known compound armatamide was isolated from Z. zanthoxyloides and the full structure determined using UV, IR, 1D/2D-NMR and high-resolution liquid chromatography tandem mass spectrometry (HRESI-LC-MS) data. When tested against Trypanosoma brucei subsp. brucei, the parasite responsible for animal African trypanosomiasis in sub-Saharan Africa, 1 (IC50 7.78 µM) was just four times less active than the commercially available drug diminazene aceturate (IC50 1.88 µM). Diminazene aceturate is a potent drug for the treatment of animal African trypanosomiasis. Tortozanthoxylamide (1) exhibits a significant antitrypanosomal activity through remarkable alteration of the cell cycle in T. brucei subsp. brucei, but it is selectively non-toxic to mouse macrophages RAW 264.7 cell lines. This suggests that 1 may be considered as a scaffold for the further development of natural antitrypanosomal compounds. View Full-Text
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Dofuor, A.K.; Kwain, S.; Osei, E.; Mawuli Tetevi, G.; Okine, L.K.; Ohashi, M.; Gwira, T.M.; Kyeremeh, K. N-(Isobutyl)-3,4-methylenedioxy Cinnamoyl Amide. Molbank 2019, 2019, M1070.
Dofuor AK, Kwain S, Osei E, Mawuli Tetevi G, Okine LK, Ohashi M, Gwira TM, Kyeremeh K. N-(Isobutyl)-3,4-methylenedioxy Cinnamoyl Amide. Molbank. 2019; 2019(3):M1070.Chicago/Turabian Style
Dofuor, Aboagye K.; Kwain, Samuel; Osei, Enoch; Mawuli Tetevi, Gilbert; Okine, Laud K.; Ohashi, Mitsuko; Gwira, Theresa M.; Kyeremeh, Kwaku. 2019. "N-(Isobutyl)-3,4-methylenedioxy Cinnamoyl Amide." Molbank 2019, no. 3: M1070.
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