Unique polyacetylenic ester-neolignan derivatives from Mitrephora tomentosa and their antimalarial activities
Puttandon Wongsomboon1, Roonglawan Rattanajak2, Sumalee Kamchonwongpaisan2
1Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, The Graduate School and Research Center on Chemistry for Development of Health Promoting Products from Northern Resources, Chiang Mai University, Chiang Mai, 50200, Thailand; School of Chemistry and Molecular Bioscience, University of Wollongong, Wollongong, New South Wales, 2522, Australia.
Abstract:
The phytochemical investigation of the methanol extracts of the leaves and twigs of Mitrephora tomentosa Hook. f. & Thomson resulted in the isolation and identification of undescribed polyacetylenic ester-neolignan derivatives, along with six known compounds. These six undescribed natural products were named as mitrephentosins A-F. The structures of these compounds were determined by spectroscopic techniques including UV, IR, NMR, and mass spectrometric analyses. The absolute configurations of mitrephentosins A-F were determined based on specific rotations values and ECD spectral data by comparisons made with the known parent neoligan compound mitredrusin. Mitrephentosins C, E, and F showed moderate antimalarial activities (IC50 values of 13.3-24.6 μM) against the Plasmodium falciparum strains TM4/8.2 and K1CB1 and were not toxic to Vero cells, while the other isolated compounds were not active against these P. falciparum strains.
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