85928-32-1Relevant articles and documents
Imidazolylchromanones containing alkyl side chain as lanosterol 14α-demethylase inhibitors: Synthesis, antifungal activity and docking study
Emami, Saeed,Banipoulad, Touba,Irannejad, Hamid,Foroumadi, Alireza,Falahati, Mehraban,Ashrafi-Khozani, Mahtab,Sharifynia, Somaye
, p. 263 - 271 (2014)
Previously, 2-alkylchromans have been introduced as non-azole inhibitors of 14α-demethylase. Accordingly, we incorporated imidazole ring on the 3-position of 2-alkylchromanones to design new inhibitors of 14α-demethylase and potential antifungal agents. T
Synthesis and antifungal activity of 1-[(2-benzyloxy)phenyl]-2-(azol-1-yl)ethanone derivatives: Exploring the scaffold flexibility
Emami, Saeed,Kazemi-Najafabadi, Motahare,Pashangzadeh, Soughra,Foroumadi, Alireza,Faramarzi, Mohammad Ali,Samadi, Nasrin,Falahati, Mehraban,Fateh, Roohollah,Ashrafi-Khozani, Mahtab
, p. 979 - 987 (2012/03/11)
Based on the N-(phenethyl)azole backbone of azole antifungals, we designed 1-[(2-benzyloxy)phenyl]-2-(azol-1-yl)ethanone derivatives 2 and 3, containing benzyloxyphenyl scaffold of croconazole. Also these compounds can be considered as flexible analogs, resulted from C2-C3 disconnection of 3′-chloro-3-imidazolylflavanone 1, recently described as antifungal agent. Thus, in this report, we describe the synthesis of 1-[(2-benzyloxy)phenyl]-2-(azol-1-yl)ethanone derivatives 2 and 3 and their biological evaluation against different pathogenic fungi. By comparing the antifungal activity profile of flexible compounds 2 and 3 with that of rigid analog 1, it can be inferred that lower susceptibilities (higher minimum inhibitory concentrations) were observed with flexible compounds. However, among the synthesized compounds, 1-[2-(2,4-dichlorobenzyloxy)phenyl]-2-(1H-imidazol-1-yl)ethanone hydrochloride (2g) showed comparable or more potent antifungal activity in comparison with fluconazole as a standard drug.
2-Hydroxyphenacyl azoles and related azolium derivatives as antifungal agents
Emami, Saeed,Foroumadi, Alireza,Falahati, Mehraban,Lotfali, Ensieh,Rajabalian, Saeed,Ebrahimi, Soltan-Ahmed,Farahyar, Shirin,Shafiee, Abbas
, p. 141 - 146 (2008/09/17)
2-Hydroxyphenacyl azole and 2-hydroxyphenacyl azolium compounds have been described as a new class of azole antifungals. Most target compounds showed significant in vitro antifungal activities against tested fungi (Candida albicans, Saccharomyces cerevisiae, Aspergillus niger, and Microsporum gypseum) with low MICs values included in the range of 0.25-32 μg/mL comparable to reference drug fluconazole. The most active compounds were also assessed for their cytotoxicity using MTT colorimetric assay on normal mouse fibroblast (NIH/3T3) cells. The results of antifungal activity and toxicity tests indicated that these compounds display antifungal activity at non-cytotoxic concentrations.
