N-Cinnamoyltetraketide Derivatives from the Leaves of Toussaintia orientalis

Stephen S. Nyandoro, Joseph Ndanu, Joan J. E. Munissi, Amra Gruhonjic, Paul A. Fitzpatrick, Göran Landberg, Yu Lu, Bin Wang, Fangfang Pan, Kari Rissanen, Máté Erdélyi
2015 Journal of natural products  
Seven N-cinnamoyltetraketides (1−7), including the new Ztoussaintine E (2), toussaintine F (6), and toussaintine G (7), were isolated from the methanol extract of the leaves of Toussaintia orientalis using column chromatography and HPLC. The configurations of E-toussaintine E (1) and toussaintines A (3) and D (5) are revised based on single-crystal X-ray diffraction data from racemic crystals. Both the crude methanol extract and the isolated constituents exhibit antimycobacterial activities
more » ... 83.3−107.7 μM) against the H37Rv strain of Mycobacterium tuberculosis. Compounds 1, 3, 4, and 5 are cytotoxic (ED 50 15.3−105.7 μM) against the MDA-MB-231 triple negative aggressive breast cancer cell line. This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes. ■ REFERENCES (1) Samwel, S. S.; Odalo, J. O.; Nkunya, M. H. H.; Joseph, C. C.; Koorbanally, N. A. Phytochemistry 2011, 72, 1826−1832. (2) Deroin, T.; Luke, Q. J. East Afr. Nat. Hist. 2005, 94, 165−174. (3) Beentje, H.; Gereau, R.; Kabuye, C.; Kalema, J.; Luke, Q.; Lyaruu, H.; Maunder, M.; Mwachala, G.; Ndangalasi, H.; Njau, F.; Schatz, G. The IUCN Red List of Threatened Species: Toussaintia orientalis,
doi:10.1021/acs.jnatprod.5b00356 pmid:26214247 fatcat:avwclkma5bbfro4fwrvg7i7kvy