Synthesis and Anti-Yeast Evaluation of Novel 2-Alkylthio-4-chloro-5-methyl-N-[imino-(1-oxo-(1H)-phthalazin-2-yl)methyl]benzenesulfonamide Derivatives

Molecules

Jarosᐪw Sᐪwiński¹  Aneta Pogorzelska¹  Beata Żołnowska¹  Anna Kᆝzia²  Marta Ziółkowska-Klinkosz² 

[1] Department of Organic Chemistry, Medical University of Gdańsk, Al. Gen. J. Hallera 107, Gdańsk 80-416, Poland; E-Mails:;Department of Oral Microbiology, Medical University of Gdańsk, ul. Do Studzienki 38, Gdańsk 80-227, Poland; E-Mails:

关键词: sulfonamides;    phthalazine;    antifungal agents;    structure-activity relationship;    Candida;   

DOI  :  10.3390/molecules190913704

来源: mdpi

【 摘 要 】

Pathogenic fungi are one of the main causes of hospital-related infections. Since conventional antifungals have become less effective because of the increasing fungal resistance to the standard drugs, the need for new agents is becoming urgent. Herein we report a synthesis of a series of novel N-[imino-(1-oxo-(1H)-phthalazin-2-yl)methyl]-benzenesulfonamide derivatives with in vitro activity against yeast-like fungi isolated from the oral cavity and respiratory tract of patients with candidiasis. These compounds were synthesized by the one-step or two-step reactions of 1-(2-alkylthiobenzensulfonyl)-2-aminoguanidines with the appropriate ortho-carbonyl benzoic acids. The biological study revealed that new derivatives have shown significant growth-inhibitory activity, superior or comparable, than those of the reference drug fluconazole. The most promising activities were observed against Candida albicans, with inhibition at least 1–3 (12.5%–37.5%) of the eight tested strains at the low MIC level of ≤6.2–25 µg/mL.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.