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Antifungal Enantiomeric Styrylpyrones from Sanrafaelia ruffonammari and Ophrypetalum odoratum

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dc.creator Malebo, Hamisi M.
dc.creator Kihampa, Charles
dc.creator Mgina, Clarence A.
dc.creator Sung’hwa, Fortunatus
dc.creator Waibel, Reiner
dc.creator Jonker, Stephan A.
dc.creator Nkunya, Mayunga H. H.
dc.date 2016-06-15T20:56:41Z
dc.date 2016-06-15T20:56:41Z
dc.date 2014
dc.date.accessioned 2018-03-27T08:54:28Z
dc.date.available 2018-03-27T08:54:28Z
dc.identifier Malebo, H.M., Kihampa, C., Mgina, C.A., Sung’hwa, F., Waibel, R., Jonker, S.A. and Nkunya, M.H., 2014. Antifungal Enantiomeric Styrylpyrones from Sanrafaelia ruffonammari and Ophrypetalum odoratum. Natural products and bioprospecting, 4(2), pp.129-133.
dc.identifier http://hdl.handle.net/20.500.11810/2511
dc.identifier 10.1007/s13659-014-0014-6
dc.identifier.uri http://hdl.handle.net/20.500.11810/2511
dc.description Phytochemical investigation of Sanrafaelia ruffonammari Verd and Ophrypetalum odoratum Diels that belongs to the rare genera confined to East African coastal forests led to the isolation of enantiomeric styrylpyrone dimer, (±)-5-methoxy-7-phenyl-[4-methoxy-2-pyronyl]-1-(E)-styryl-2-oxabicyclo-[4.2.0]-octa-4-en-3-one (1) alongside (+)-6-styryl-7,8-epoxy-4-methoxypyran-2-one (2) and the enantiomeric (+)- (3) and (-)-6-styryl-7,8-dihydroxy-4-methoxypyran-2-ones (4). Their structures were established by means of spectroscopic methods. In this paper we reveal for the first time the occurrence of styrylpyrones in East African biodiversity. (+)-6-Styryl-7,8-epoxy-4-methoxypyran-2-one (2) and the dihydroxystyrylpyrone enantiomer (3) showed in vitro antifungal activity against Candida albicans at a concentration of 24.4 and 26.2 µM with zones of inhibition of 17 and 9 mm, respectively. Compound 2 exhibited strong activity in the brine shrimp test with LC50 = 1.7 µg/mL. Their high cytotoxic and antifungal activities render them candidates for further scientific attention for drug development programs against cancer and microbial infections.
dc.language en
dc.publisher Springer Link
dc.subject Sanrafaelia ruffonammari Verd
dc.subject Ophrypetalum odoratum Diels
dc.subject Styrylpyrones
dc.subject Antifungal
dc.title Antifungal Enantiomeric Styrylpyrones from Sanrafaelia ruffonammari and Ophrypetalum odoratum
dc.type Journal Article, Peer Reviewed


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