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N,N'-diaryl-bishydrazones in a Biphenyl Platform: Broad Spectrum Antifungal Agents

N,N'-diaryl-bishydrazones in a Biphenyl Platform: Broad Spectrum Antifungal Agents

Nishad Thamban Chandrika, Emily K Dennis, Sanjib K Shrestha, Huy X Ngo, Keith D Green, Stefan Kwiatkowski, Agripina Gabriela Deaciuc, Linda P Dwoskin, David S Watt, Sylvie Garneau-Tsodikova

Eur J Med Chem. 2019 Feb 15;164:273-281.

PMID: 30597328

Abstract:

N,N'-Diaryl-bishydrazones of [1,1'-biphenyl]-3,4'-dicarboxaldehyde, [1,1'-biphenyl]-4,4'-dicarboxaldehyde, and 4,4'-bisacetyl-1,1-biphenyl exhibited excellent antifungal activity against a broad spectrum of filamentous and non-filamentous fungi. These N,N'-diaryl-bishydrazones displayed no antibacterial activity in contrast to previously reported N,N'-diamidino-bishydrazones and N-amidino-N'-aryl-bishydrazones. The leading candidate, 4,4'-bis((E)-1-(2-(4-fluorophenyl)hydrazono)ethyl)-1,1'-biphenyl, displayed less hemolysis of murine red blood cells at concentrations at or below that of a control antifungal agent (voriconazole), was fungistatic in a time-kill study, and possessed no mammalian cytotoxicity and no toxicity with respect to hERG inhibition.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
LS77271	4,4′-Bis(3-ethyl-N-carbazolyl)-1,1′-biphenyl			Price

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