Internet Archive Scholar

Synthesis and in Vitro Antifungal Activities of Novel Triazole Antifungal Agent CS-758

Toshiyuki KONOSU, Sadao OIDA, Yoshie NAKAMURA, Shinobu SEKI, Takuya UCHIDA, Atsushi SOMADA, Makoto MORI, Yoshiko HARADA, Yasuki KAMAI, Tamako HARASAKI, Takashi FUKUOKA, Satoshi OHYA (+5 others)
2001 Chemical and pharmaceutical bulletin  

Preserved Fulltext

fulltext thumbnail
Web Archive Capture PDF (65.0 kB)
https://web.archive.org/web/20181102225717/https://www.jstage.jst.go.jp/article/cpb/49/12/49_12_1647/_pdf

A copy of this work was available on the public web and has been preserved in the Wayback Machine. The capture dates from 2018; you can also visit the original URL. The file type is application/pdf.

Synthesis and in vitro antifungal activities of a novel triazole antifungal agent CS-758 (former name, R-120758) are described. The minimum inhibitory concentrations (MICs) of a series of dioxane-triazole compounds related to R-102557 were examined. Variation of the length of the chain between the dioxane ring and the phenyl ring revealed that the linkage with two double bonds is the most preferable. When a cyano group was introduced to the C4 position on the benzene ring, MICs improved
more » ... A fluorine atom was introduced to obtain CS-758. The MICs of CS-758 surpassed those of fluconazole and itraconazole against Candida, Aspergillus and Cryptococcus species. The precursor (E,E)-aldehyde was synthesized stereoselectively from 3-fluoro-4methylbenzonitrile using the Horner-Wadsworth-Emmons reaction.
doi:10.1248/cpb.49.1647 pmid:11767091 fatcat:j77wmljs75bbbnpqlkughoomb4
Citation

Toshiyuki KONOSU, Sadao OIDA, Yoshie NAKAMURA, Shinobu SEKI, Takuya UCHIDA, Atsushi SOMADA, Makoto MORI, Yoshiko HARADA, Yasuki KAMAI, Tamako HARASAKI, Takashi FUKUOKA, Satoshi OHYA, Hiroshi YASUDA, Takahiro SHIBAYAMA, Shin-ichi INOUE, Akihiko NAKAGAWA, Yasuo SETA. "Synthesis and in Vitro Antifungal Activities of Novel Triazole Antifungal Agent CS-758." Chemical and pharmaceutical bulletin 49.12 (2001) 1647-1650