Screening of the antiviral activity in the range of C5 and N3 substituted 4-thiazolidinone derivatives

Abstract

СКРИНІНГ ПРОТИВІРУСНОЇ АКТИВНОСТІ В РЯДУ С5 ТА N3 ЗАМІЩЕНИХ ПОХІДНИХ 4-ТІАЗОЛІДИНОНІВ также идентифицировано 3-{5-[2-хлор-3-(4-нитрофенил)-алилиден]-4-оксо-2-тиоксотиазолидин-3-ил}-пропановую кислоту (1) и -сукцинатную кислоту (3) как соединения-хиты с выразительной активностью относительно вируса Варицелла-Зостер (значения индекса селектив-ности 27 и 38 соответственно).The search for new biologically active compounds based on the 4-thiazolidinone core [1-3] within different approaches and strategies [4] is successfully implemented over last decades. This is reflected in a large number of patents for biologically active compounds and introduction of 4-thiazolidinone-based drugs (such as glitazones -PPARsγ-agonist; Epalrestat, etc.) to the market. Thus, 4-thiazolidinones are considered as examples of privileged heterocycles in modern medical/pharmaceutical chemistry [5]. The "classical" directions in the area of development of drug-like small molecules among 4-thiazolidinones are the search of new antimicrobial, anticancer, antidiabetic, anti-inflammatory and antiviral agents.Following the diversity of 4-thiazolidinones; the possibility of bioisosteric replacement, and chemical modification of the basic scaffolds a large number of 4-thiazolidinone sub-types (e.g., derivatives of 2,4-thiazolidinedione, rhodanine, 2-amino(imino)-4-thiazolidinone, 5-ylidene-4-thiazolidinones, etc.) are described. Among the subtypes mentioned 5-ylidene-4-thiazolidinones and 4-thiazolidinone-3-carboxylic acids are the most studied and promising 4-thiazolidinones in the context of creating new drug-like molecules [2,3,6]. These sub-types represent the main important directions of the chemical modification of the 4-thiazolidinone core, namely positions C5 and N3. It have been found that the presence of the ylidene

Synthesis, Crystal Structures, Lipophilic Properties and Antimicrobial Activity of 5-Pyridylmethylidene-3-rhodanine-carboxyalkyl Acids Derivatives

“…For the analysed solvents, propan-2-ol has the smallest polarity index (3,9), which makes it characterized by the highest elution strength. This is confirmed by the studies, because R 0 M values are the smallest (Table S1).…”

“…Compounds containing the 2-sulfanylidene-1,3-thiazolidin-4-one core (rhodanine), the synthesis of which was first carried out by Nencki almost 150 years ago [1], have interesting biological properties and therefore are still of interest to researchers in the field of medicinal chemistry [2][3][4]. Such derivatives reveal, inter alia, antibacterial [5,6], antifungal [7,8], antiviral [9,10], antitumor [11][12][13][14], anti-inflammatory [15] and anthelmintic [16] activities. Other, non-medical applications of rhodanine derivatives are also known.…”

Antibacterial properties of 5-substituted derivatives of rhodanine-3-carboxyalkyl acids

“…These compounds have a broad spectrum of biological effects (Jain et al 2012 ). Rhodanine derivatives show antimalarial (Kumar et al 2007 ), antitubercular (Alegaon et al 2012 ), cytotoxic (Chandrappa et al 2009 ), antitumor (Rao et al 2011 ; Lesyk et al 2011 ), antiviral (Kaminskyy 2015 ), and antibacterial activity (Bhatti et al 2013 ; Kavitha et al 2006 ; Song et al 2014 ).…”