6048-14-2Relevant articles and documents
Synthesis, antifungal activity, and structure-activity relationships of coruscanone A analogues
Babu, K. Suresh,Li, Xing-Cong,Jacob, Melissa R.,Zhang, Qifeng,Khan, Shabana I.,Ferreira, Daneel,Clark, Alice M.
, p. 7877 - 7886 (2007/10/03)
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.
Antifungal cyclopentenediones from Piper coruscans
Li, Xing-Cong,Ferreira, Daneel,Jacob, Melissa R.,Zhang, Qifeng,Khan, Shabana I.,ElSohly, Hala N.,Nagle, Dale G.,Smillie, Troy J.,Khan, Ikhlas A.,Walker, Larry A.,Clark, Alice M.
, p. 6872 - 6873 (2007/10/03)
Coruscanones A and B, two new antifungal cyclopentenedione derivatives, have been isolated from Piper coruscans and their structures elucidated by spectroscopic and chemical methods. Coruscanone A exhibits significant antifungal activity against Candida a