Enzymatic Hydrolysis of Esters Containing a Tetrazole Ring

Abstract

The lipase-catalyzed enantioselective hydrolysis of acetates containing tetrazole moiety was studied. Among all tested lipases, Novozyme SP 435 allowed to obtain optically active 4-(5-aryl-2H-tetrazol-2yl)butan-2-ol and 1-(5-aryl-2H-tetrazol-2yl)-propan-2-ol and their acetates with the highest optical purities (ee = 95%-99%) and excellent enantioselectivity (E>100). Some of the synthesized tetrazole derivatives were screened for their antifungal activity. Racemic mixtures of 4-[5-(4-chlorophenyl)-2H-tetrazol-2-yl)butan-2-ol as well as pure enantiomers of this compound showed promising antifungal activity against F. sambucinum, F. oxysporum, C. coccodes, and A. niger.

Lipase‐Catalyzed Kinetic Resolution of Novel Antifungal N‐Substituted Benzimidazole Derivatives

“…[27][28][29][30][31] Taking into account the biological importance of benzimidazole derivatives, we describe our research on the synthesis of new N-substituted benzimidazole derivatives including ketones, alcohols, and esters and evaluation of their antifungal activity against Candida albicans 900028 ATCC. The racemic mixtures of alcohols were separated in lipase-catalyzed transesterification and the influence of a lipase type and solvent on the enantioselectivity of the reaction was studied.…”

The evaluation of the antimicrobial properties of biodegradable prodrugs with chlorphenesin

“…A control was prepared without the ad dition of tested preparation as well as with chlorphenesin aqueous solution (20 mg/cm 3 ). Subsequently, 6 mm of mycelium, cut from the cultured microorga nism myce lium, was placed on agar plates [11]. Petri dishes were incu bated at 25 °C for 3-5 days, depending on the strain growth rate.…”

Green Approach for Preparation of New Hybrids of 5‐Substituted‐1H‐Tetrazoles Using Novel Recyclable Nanocatalyst based on Copper(II) Anchored onto Glucosamine Grafted to Fe3O4@SiO2

“…To date, tetrazoles represent interesting spectrum of biologically active compounds and are being used in various fields of drug discovery due to their activities in medicine and pharmacology as antifungal, antibiotic, anti‐allergic, antibacterial, antihypertensive, and anticonvulsant agents. These heterocycles are also employed as explosives and suitable ligands in various catalysts [1–4] …”