Synthesis and Antifungal Activity of Chromones and Benzoxepines from the Leaves of Ptaeroxylon obliquum .

Autor: Malefo MS; Department of Chemistry, University of Pretoria, Lynnwood Road, Hatfield, Pretoria 0002, South Africa., Ramadwa TE; Phytomedicine Programme, Department of Paraclinical Sciences, Faculty of Veterinary Science, University of Pretoria, Private Bag X04, Onderstepoort, Pretoria 0110, South Africa., Famuyide IM; Phytomedicine Programme, Department of Paraclinical Sciences, Faculty of Veterinary Science, University of Pretoria, Private Bag X04, Onderstepoort, Pretoria 0110, South Africa., McGaw LJ; Phytomedicine Programme, Department of Paraclinical Sciences, Faculty of Veterinary Science, University of Pretoria, Private Bag X04, Onderstepoort, Pretoria 0110, South Africa., Eloff JN; Phytomedicine Programme, Department of Paraclinical Sciences, Faculty of Veterinary Science, University of Pretoria, Private Bag X04, Onderstepoort, Pretoria 0110, South Africa., Sonopo MS; Radiochemistry, South African Nuclear Energy Corporation (Necsa), Pelindaba, Brits R104, South Africa., Selepe MA; Department of Chemistry, University of Pretoria, Lynnwood Road, Hatfield, Pretoria 0002, South Africa.
Jazyk: angličtina
Zdroj: Journal of natural products [J Nat Prod] 2020 Aug 28; Vol. 83 (8), pp. 2508-2517. Date of Electronic Publication: 2020 Aug 13.
DOI: 10.1021/acs.jnatprod.0c00587
Abstrakt: This study reports the first total synthesis of the bioactive oxepinochromones 12- O -acetyleranthin ( 8 ) (angular isomer) and 12- O -acetylptaeroxylinol ( 9 ) (linear isomer). The antifungal activity of these compounds and their derivatives was determined against Candida albicans and Cryptococcus neoformans . Most compounds had good selectivity between the two fungi and showed moderate to good activity. 12- O -Acetyleranthin ( 8 ) had the highest activity against C. albicans , with an MIC value of 9.9 μM, while 12- O -acetylptaeroxylinol ( 9 ), the compound present in Ptaeroxylon obliquum , had the highest activity against C. neoformans , with an MIC value of 4.9 μM.
Databáze: MEDLINE