Synthesis, antifungal and haemolytic activity of a series of bis(pyridinium)alkanes.
A series of bis(pyridinium)alkanes have been prepared and their antifungal activity, haemolytic activity and ability to inhibit fungal phospholipase B1 have been investigated, together with those of the commercially available antiseptics octenidine and dequalinium. Removal of the amino substituents from the pyridinium rings resulted in a significant decrease in antifungal activity. However, shortening or removing the alkyl chains attached to the amino groups had little effect on antifungal activity and significantly reduced haemolytic activity. Only octenidine was a strong inhibitor of fungal phospholipase B1.
Ng
Clarissa K L
CK
School of Chemistry, The University of Sydney, 2006 NSW, Australia.
Singhal
Vatsala
V
Widmer
Fred
F
Wright
Lesley C
LC
Sorrell
Tania C
TC
Jolliffe
Katrina A
KA
D000473:Alkanes / Q000138:chemical synthesis* / Q000494:pharmacology*; D000666:Amphotericin B / Q000494:pharmacology; D000891:Anti-Infective Agents, Local / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects; D003455:Cryptococcus neoformans / Q000187:drug effects; D003868:Dequalinium / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D005658:Fungi / Q000187:drug effects / Q000201:enzymology; D053878:Hemolytic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D007097:Imines; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009181:Mycoses / Q000382:microbiology; D010740:Phospholipases / Q000037:antagonists & inhibitors; D011725:Pyridines / Q000494:pharmacology; D011726:Pyridinium Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000473:Alkanes; D000891:Anti-Infective Agents, Local; D000935:Antifungal Agents; D004791:Enzyme Inhibitors; D053878:Hemolytic Agents; D007097:Imines; D007202:Indicators and Reagents; D011725:Pyridines; D011726:Pyridinium Compounds; D000666:Amphotericin B; D003868:Dequalinium; D010740:Phospholipases; C034213:octenidine