923025-80-3

Upstream product

• 923025-65-4 4-(4-tert-butyldimethylsilyloxyphenyl)-1-(triphenylphosphoranylidene)-(3E)-buten-2-one 
• 923025-73-4 (5E)-5-[(E)-4-(tert-butyldimethylsilyloxyphenyl)-2-oxobut-3-enylidene]-3-methylfuran-2(5H)-one 
• 923025-57-4 (E)-1-bromo-4-[4-(tert-butyldimethylsilyloxy)phenyl]but-3-en-2-one 
• 923026-32-8 2-[(E)-3-[4-(tert-butyldimethylsilyloxy)]phenyl-1-hydroxyallylidene]-4-methylcyclopent-4-ene-1,3-dione 
• 77-78-1 dimethyl sulfate 

Relevant academic research and scientific papers

Synthesis, antifungal activity, and structure-activity relationships of coruscanone A analogues

Coruscanone A, a plant-derived cyclopentenedione derivative, showed potent in vitro antifungal activity against Candida albicans and Cryptococcus neoformans comparable to amphotericin B and fluconazole. A series of analogues have been synthesized by modification of the cyclopentenedione ring, the enolic methoxy functionality, and the side chain styryl moiety of this natural product lead. A structurally close 1,4-benzoquinone analogue was also prepared. All the compounds were examined for their in vitro activity against major opportunistic fungal pathogens including C. albicans, C. neoformans, and Aspergillus fumigatus and fluconazole-resistant C. albicans strains, with several analogues demonstrating potent antifungal activity. Structure-activity relationship studies indicate that the 2-methoxymethylenecyclopent-4-ene-1,3-dione structural moiety is the pharmacophore responsible for the antifungal activity of this class of compounds while the side chain styryl-like moiety plays an important complementary role, presumably contributing to target binding.