ABSTRACT
2/3-Arylthio- and 2,3-bis(arylthio)-5-hydroxy-/5-methoxy-1,4-naphthoquinones 5-9 were synthesized and tested for in vitro antifungal activity against Candida species and Aspergillus niger. The synthesized compounds 5-9 generally showed good activities against Candida albicans and C. tropicalis. The results suggest that the 1,4-naphthoquinones 5-9 would be potent antifungal agents.
Subject(s)
Antifungal Agents/chemical synthesis , Antifungal Agents/pharmacology , Naphthoquinones/chemical synthesis , Naphthoquinones/pharmacology , Antifungal Agents/chemistry , Aspergillus niger/drug effects , Candida/drug effects , Cell Line, Tumor , Humans , Magnetic Resonance Spectroscopy , Mass Spectrometry , Microbial Sensitivity Tests , Molecular Structure , Naphthoquinones/chemistry , Spectrophotometry, InfraredABSTRACT
5,8-Quinazolinediones modified at positions 6 and 7 were synthesized and tested for in vitro antifungal activities against Candida species and Aspergillus niger. Most of 5,8-quinazolinediones 3-5 generally exhibited potent antifungal activity. 6-Arylamino-7-chloro-5,8-quinazolinediones (3) generally showed more potent antifungal activity than 7-arylthio-5,8-quinzolinediones (4) and 6,7-bis-(arylthio)-5,8-quinazolinediones (5).
Subject(s)
Antifungal Agents/chemical synthesis , Antifungal Agents/pharmacology , Quinazolines/chemical synthesis , Quinazolines/pharmacology , Aspergillus niger/drug effects , Candida/drug effects , Chromatography, Thin Layer , Fungi/drug effects , Indicators and Reagents , Magnetic Resonance Spectroscopy , Microbial Sensitivity Tests , Spectrometry, Mass, Electrospray Ionization , Structure-Activity RelationshipABSTRACT
6-Arylthio-/6-arylamino-4,7-dioxobenzothiazoles were synthesized and tested for in vitro antifungal activity against Candida species and Aspergillus niger. 6-Arylamino-4,7-dioxobenzothiazoles 5 and 6 showed, in general, more potent antifungal activity than 6-arylthio-4,7-dioxobenzothiazoles 3 and 4. The 6-arylamino-substituted compounds 5 and 6 exhibited the greatest activity. In contrast, 6-arylthio-, 2-/5-methyl- or 5-methoxy-moieties of compounds 3-4 did not improve their antifungal activity significantly. The results of this study suggest that 6-arylamino-4,7-dioxobenzothiazoles would be potent antifungal agents.
Subject(s)
Antifungal Agents/chemical synthesis , Antifungal Agents/pharmacology , Thiazoles/chemical synthesis , Candida albicans/drug effects , Cell Line , Cell Survival/drug effects , Drug Design , Humans , Microbial Sensitivity Tests , Structure-Activity Relationship , Thiazoles/pharmacologyABSTRACT
2,5-Disubstituted-6-arylamino-4,7-benzimidazolediones were synthesized and tested for in vitro antifungal activity against pathogenic fungi. Among them, 6-arylamino-5-chloro-2-(2-pyridyl)-4,7-benzimidazolediones exhibited potent antifungal activity against Candida species and Aspergillus niger.
Subject(s)
Antifungal Agents/chemical synthesis , Benzimidazoles/chemical synthesis , Antifungal Agents/pharmacology , Aspergillus niger/drug effects , Benzimidazoles/pharmacology , Candida/drug effects , Cell Survival/drug effects , Humans , Structure-Activity Relationship , Tumor Cells, CulturedABSTRACT
6,7-Bis-[S-(aryl)thio]-5,8-quinolinediones 4 and 5 were synthesized by the substitution of 6,7-dichloro-5,8-quinolinediones with appropriate arylthiols. Their antifungal activity were tested in vitro for their growth inhibitory activities against pathogenic fungi in comparison with flucytosine. The antifungal activities were significantly improved by S-(aryl)thio moieties of the compounds 4 and 5. The all tested compounds 4 and 5 showed generally good activities against C. albicans and A. niger ranging from 0.8 to 25 microg/ml. Among them, compounds 4d-4h and 5a-5c exhibited also good activities against C. krusei and C. tropicalis. The activities of compounds 4j and 4l were comparable to those of flucytosine against all tested fungi.
