Shirish P. Deshmukh

Thiourea and urea are important functional groups in various natural products and drug intermediates. They are used as neutral receptor for various anions (anion complexation) and building blocks for various heterocycles. Sugar-based thioureas are a new class of molecules promising for many biological applications. Here, we have synthesized a new range of 1-β-D-glycosyl-3-aryl thiocarbamides by the interaction of various glycosylamines with aryl isothiocyanates. The structure of title compounds were confirmed by their IR, NMR mass spectral data and elemental analysis. The newly synthesized compounds were screened for their in vitro antimicrobial activities using standard cup plate method against bacteria E. coli, P. aeruginosa, S. aureus and fungi A. niger, T. viride. The title compounds exhibited mild to moderate antimicrobial activities.

Several 1-aryl-5-hepta-O-benzoyl-β-D-lactosyl-2-S-benzoyl-2, 4-isodithiobiurets have been synthesized by the interaction of hepta-O-benzoyl-β-D-lactosyl isothiocyanate with several 1-aryl-S-benzyl isothiocarbamides. These compounds were screened for their antibacterial and antifungal activities against–Escherichia coli, Proteus vulgaris, Staphylococcus aureus, Salmonella typhimurium, Klebsiella pneumonie, Psudomonasaeruginosa, Aspergillus niger and Candida albicance.  The newly synthesized compounds have been characterized by analytical and IR, 1H NMR and Mass spectral studies. These compounds show appreciable activity towards these microorganisms.

Carbohydrate science has been extensively studied and many excellent reviews are available. N and S-linked derivatives of various sugars have received a great attention because of their vital role in several biological processes. Ureas, thioureas and their derivatives have strong antibacterial, antitumor activities. They also play an important role in organic synthesis as intermediates. This considerable attention has been directed towards the synthesis of various thiomaltosides. A series of S-hepta-O-acetyl maltosyl-1-aryl dithiocarbamates have been synthesized by the interaction of hepta-O-acetyl maltosyl bromide and various ammonium aryl dithiocarbamates in isopropanolic medium. The newly synthesized compounds have been characterized by analytical and IR, 1H NMR and Mass spectral analysis. The polarimetric study of the compounds has been carried out. Antibacterial and antifungal activities of these compounds were determined on E. coli, S. aureus, Ps. aeruginosa, S. typhi, R. oligosporus and A. niger. These compounds show appreciable activity towards these microorganisms.

  As part of ongoing studies in developing new antimicrobials, a class of structurally novel perbenzolylated glucosyl benzothiazolyl carbamides and carbamates were synthesized by the interaction of tetra-O-benzoyl-β-D-glucosyl isocyanate with substituted benzothiazoles and various alcohols. The identities of these newly synthesized compounds were established on the basis of usual chemical transformations and IR, 1H NMR, and Mass spectral studies and evaluated for their in vitro antimicrobial activities using standard cup plate method against bacteria E. coli, P. aeruginosa, P. vulgaris, B. cereus, S. aureus and fungi A. niger, C. albicans.

Benz-fused compounds have been employed in the synthesis of various compounds which show very potential pharmacological activities. Carbohydrate is the key element in variety of biological phenomena and its N-linked sugar derivatives also exhibit wide range of medicinal activities. Keeping in this view, when one biological active molecule is linked to another, the resultant molecule generally has increased potency.Hence for the first time, in present work, we have interacted two pharmocophores, hepta-O-benzoyl-β-D-lactosyl isothiocyanate  and substituted 2-hydrazino-1,3-benzothiazoles in acetone medium to yield hepta-O-benzoyl-β-D-lactosyl-3-(2)-hydrazino-1,3-benzothiazolyl thiocarbamides. The identities of these newly synthesised hepta-O-benzoyl-β-D-lactosyl-3-(2)-hydrazino-1,3-benzothiazolyl thiocarbamides have been established on the basis of usual chemical transformations and IR , 1H NMR and Mass spectral studies. The antibacterial and antifungal activities of also reported. Some of these derivatives exhibit significant antimicrobial activity. Key words: Lactosyl isothiocyanate, hydrazino benzothiazoles, lactosyl hydrazino benzothiazolyl thiocarbamides, antimicrobial activity.