Synthesis and anticandidal activity of azole-containing sulfonamides

Archiv der Pharmazie
Amjad M QandilNizar A Al-Shar'i

Abstract

Twenty five benzenesulfonamides containing one imidazole or triazole ring, or two imidazole or triazole rings have been synthesized and evaluated as anticandidal agents. The most active compounds were 5c, 6b, 6c, 6e, and 17b, which exhibited MIC values of 4.55-24.39 mM depending on the clinical isolate. Comparing imidazole to triazole derivatives did not show a clear effect on activity. Compounds containing a N-benzyl group also showed no clear evidence on activity given the fact that they have an extra aromatic ring. Secondary sulfonamides, 5l, 5m, and 5n showed activities that were proportional to their lipophilicity. The activities of N-aryl-substituted derivatives 5j, 5k, 5l, 5m, 5n, and 6j were also proportional to their lipophilicity. Halogenation enhanced the activity as a result of improvement of lipophilicity. The presence of two imidazole or triazole rings in the same compound did not show a clear enhancement of activity.

References

Mar 1, 1992·Clinical Infectious Diseases : an Official Publication of the Infectious Diseases Society of America·E Anaissie
Apr 15, 1994·Science·N H Georgopapadakou, T J Walsh
Jul 1, 1993·The Journal of Infectious Diseases·J A VazquezM J Zervos
Oct 23, 1997·Antimicrobial Agents and Chemotherapy·D LawD W Denning
Mar 6, 1999·Current Opinion in Microbiology·N H Georgopapadakou
Oct 6, 1999·Current Opinion in Microbiology·B DiDomenico
Apr 19, 2000·Clinical Infectious Diseases : an Official Publication of the Infectious Diseases Society of America·W E Dismukes
Dec 26, 2001·Antimicrobial Agents and Chemotherapy·Joseph MeletiadisUNKNOWN EUROFUNG Network
Feb 8, 2002·Applied Microbiology and Biotechnology·M GupteB N Ganguli
Sep 27, 2003·The Journal of Organic Chemistry·Su-Dong ChoYong-Jin Yoon
Jul 23, 2004·Journal of Medicinal Chemistry·Romano SilvestriAnna Teresa Palamara

❮ Previous
Next ❯

Citations

May 26, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Zeynep KöksalHasan Ozdemir
Aug 29, 2021·European Journal of Medicinal Chemistry·Thanigaimalai PillaiyarJulien Hanson

❮ Previous
Next ❯

Related Concepts

Related Feeds

Candidiasis

Candidiasis is a common fungal infection caused by Candida and it can affect many parts for the body including mucosal membranes as well as the gastrointestinal, urinary, and respiratory tracts. Here is the latest research.

Antifungals

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Candidiasis (ASM)

Candidiasis is a common fungal infection caused by Candida and it can affect many parts for the body including mucosal membranes as well as the gastrointestinal, urinary, and respiratory tracts. Here is the latest research.

Antifungals (ASM)

An antifungal, also known as an antimycotic medication, is a pharmaceutical fungicide or fungistatic used to treat and prevent mycosis such as athlete's foot, ringworm, candidiasis, cryptococcal meningitis, and others. Discover the latest research on antifungals here.

Candida albicans

Candida albicans is an opportunistic, fungal pathogen of humans that frequently causes superficial infections of oral and vaginal mucosal surfaces of debilitated and susceptible individuals. Discover the latest research on Candida albicans here.