ABSTRACT
A series of 6-arylamino-2,3-bis(pyridin-2-yl)-7-chloro-quinoxaline-5,8-diones were synthesized and evaluated for their inhibitory activity on the rat aortic smooth muscle cell (RAoSMC) proliferation. The quinoxaline-5,8-diones exhibited a potent antiproliferative activity. Further mechanistic study revealed that the inhibitory effect of one representative quinoxaline-5,8-dione on SMC proliferation was mediated by modulation of the extracellular signal-regulated kinase 1/2 signaling pathway in the RAoSMCs.
Subject(s)
Cell Proliferation/drug effects , Growth Inhibitors/chemical synthesis , Growth Inhibitors/pharmacology , Muscle, Smooth, Vascular/drug effects , Quinoxalines/chemical synthesis , Quinoxalines/pharmacology , Animals , Cell Cycle/drug effects , Drug Design , Growth Inhibitors/chemistry , Molecular Structure , Muscle, Smooth, Vascular/cytology , Muscle, Smooth, Vascular/metabolism , Quinoxalines/chemistry , Rats , Signal Transduction/drug effects , Structure-Activity RelationshipABSTRACT
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-Arylamino-4,7-dioxobenzo[b]thiophenes 3-6 were synthesized and tested for in vitro antifungal activity against Candida and Aspergillus species. 5-Arylamino-6-chloro-2-(methoxycarbonyl)-4,7-dioxobenzo[b]thiophenes 5 showed, in general, more potent antifungal activity against Candida species than the other 4,7-dioxobenzo[b]thiophenes 3, 4 and 6. The results suggest that 5-arylamino-4,7-dioxobenzo[b]thiophenes would be potent antifungal agents.
Subject(s)
Antifungal Agents/chemical synthesis , Antifungal Agents/pharmacology , Thiophenes/chemical synthesis , Thiophenes/pharmacology , Antifungal Agents/chemistry , Structure-Activity Relationship , Thiophenes/chemistryABSTRACT
5-Arylamino- and 6-arylthio-4,7-dioxobenzoselenazoles 4 and 5 were synthesized and tested for in vitro antifungal activity against Candida and Aspergillus species. 5-Arylamino-4,7-dioxobenzoselenazoles 4 showed, in general, more potent antifungal activity than 6-arylthio-4,7-dioxobenzoselenazoles 5. The results suggest that 5-arylamino-4,7-dioxobenzoselenazoles 4 would be potent antifungal agents.
Subject(s)
Antifungal Agents/chemical synthesis , Organoselenium Compounds/chemical synthesis , Antifungal Agents/pharmacology , Aspergillus/drug effects , Candida/drug effects , Humans , Microbial Sensitivity Tests , Organoselenium Compounds/pharmacology , Structure-Activity RelationshipABSTRACT
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
A series of 6-arylamino-5-chloro-benzimidazole-4,7-diones were synthesized and tested for their inhibitory activity on the rat aortic smooth muscle cell (RAoSMC) proliferation. Among them, 6-arylamino-5-chloro-2-methyl-benzimidazole-4,7-diones exhibited potent antiproliferative activity. Benzimidazole-4,7-dione 2c activated SAPK/JNK signaling pathway in the RAoSMCs.
