Synthesis and bioactivity evaluation of novel azoles containing dithiocarbamate moieties
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A series of novel azoles, N-methyl-N-[2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)]-propyl-(1-substituted phenyl)-dithiocarbamate has been designed, synthesized, and screened for antifungal activity by minimum inhibitory concentration. Results of preliminary antifungal tests showed that most of the title compounds had good antifungal activities against nearly all the tested fungal pathogens, especially against the Candida species. The most surprising finding of this study is that compound 4a, 4e, and 4k exhibited higher activities than fluconazole against Aspergillus fumigatus.
KeywordsAzole Synthesis Antifungal activity CACYP51
This work was supported by the National Natural Science Foundation of China (Nos. 20972188), a Grant from Science & Technology Commission of Shanghai (Nos. 09dZ1976700), and by Shanghai Leading Academic Discipline Project Number: B906.
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Conflict of interest
The authors declare that they have no competing interests.
- Hahn-Ast C, Glasmacher A, Mückter S, Schmitz A, Kraemer A, Marklein G, Brossart P, von Lilienfeld-Toal M (2010) Overall survival and fungal infection-related mortality in patients with invasive fungal infection and neutropenia after myelosuppressive chemotherapy in a tertiary care centre from 1995 to 2006. J Antimicrob Chemother 65:761–768CrossRefPubMedPubMedCentralGoogle Scholar
- Mellado E, Garcia-Effron G, Alcázar-Fuoli L, Melchers WJ, Verweij PE, Cuenca-Estrella M, Rodríguez-Tudela JL (2007) A new Aspergillus fumigatus resistance mechanism conferring in vitro cross-resistance to azole antifungals involves a combination of cyp51A alterations. Antimicrob Agents Chemother 51:1897–1904CrossRefPubMedPubMedCentralGoogle Scholar
- National Committee for Clinical Laboratory Standards (2002) Reference method for broth dilution antifungal susceptibility testing of yeasts approved standard. Document M27-A2. Wayne, PA: National Committee for Clinical Laboratory Standards.Google Scholar
- Richardson, K (1983) Antifungal 1,3-bis-triazolyl-2-propanol derivative. US Patent 4,404,216, 13 Sept 1983.Google Scholar
- Sheng C, Zhang W, Ji H, Song Y, Zhang M, Zhou Y, Lv J, Zhu J (2004) Design, synthesis and antifungal activity of novel triazole derivatives. Chin Chem Lett 15:404–407Google Scholar