Synthesis Antimicrobial and Anticancer Evaluation of 1-Aryl-5-(o-methoxyphenyl)-2-S-benzyl Isothiobiurets

A series of S-benzyl aryl thiourea were condensed with o-Methoxy phenyl isocyanate to yield respective isothiobiuret derivatives. The newly synthesized compounds were characterized by 1H-NMR, IR, and Mass Spectral studies and tested for biological activities. 1. Introduction Thiourea and its derivatives such as thioureides possess interesting biological properties such as antibacterial [1–3], herbicidal, and fungicidal [4]. Many thiourea show in-vivio and in-vitro activity against HIV [5]. An impressive number of currently used drugs can be regarded as thiourea derivatives for example, thyreostatic: carbimazole, propylthiouracil, methylthiouracil, and ultrashortnarcotic: thiamylal. Thiourea shows considerable toxicity towards higher organisms and is used as insecticide [6] and rodenticide [7]. Thiourea derivatives find widespread uses in mining industry as floating aid for sulfidic ores [8]. Thiobiurets (mono and di) are important derivatives of (thio) urea which can increase the biological activity of (thio) ureas. Mono and dithiobiuret derivatives are effective bactericide, fungicide, herbicide, and miticides [9]. Dithiobiuret derivatives are used for repelling birds, rodents, leporine animals, and ruminants [10]. 1-Allyl-2-thiobiuret regulates the growth of germinating wheat and cucumber seeds [11]. Oliver and coworkers [12, 13] reported chemosterilising action of dithiobiuret derivatives in male house flies. Mono and dithiobiuret showed effective growth regulating activity [14]. Thiobiuret derivatives also showed analgesic [15], anticonvulsant, and hypnotic activity [16]. Glycosyl urea and their biuret derivatives are reported as potential glycoenzyme inhibitors [17]. Dandale and Deshmukh [18] reported antibacterial and antifungal activities of per O-acetylated lactosyl monothiobiurets. In quest for biologically more potent compounds, we envisioned synthesizing series of isothiobiuret compounds by reacting S-benzyl arylthiourea with o-methoxy phenyl isocyanate and studied their antibacterial and anticancer activities. 2. Result and Discussion 2.1. Chemistry 2.1.1. Experimental Melting points were recorded on electrothermal melting point apparatus. IR spectra were recorded on a Shamazdu FTIR spectrometer. 1H NMR was obtained on a Bruker DRX-300 (300？MHz FT NMR) NMR spectrometer in CDCl3 solution with TMS as an internal reference. The mass spectra were recorded on a Jeol SX-102 FAB mass spectrometer. Purity of the compounds was checked by thin layer chromatography using Merck silica gel coated aluminum plates and petroleum ether: ethyl acetate as