ABSTRACT
Sixteen derivatives of dithiin diisoimide 2a-2p have been synthesized and screened for antibacterial and antifungal activity. Compounds 2a-2g and 2i-2p are almost same or more active than gentamicine against Acinetobacter. Whereby compound 2,6-didodecyl-1H,5H-pyrrolo[3',4',5,6][1,4]dithiino[2,3-c]pyrrole-1,3,5,7(2H,6H)-tetrone (2d) having zone of inhibition 20 mm against Acinetobacter is the most potent among all these compounds and can be used as lead compound for the treatment of Acinetobacter infection.
Subject(s)
Acinetobacter/drug effects , Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/pharmacology , Sulfur Compounds/chemical synthesis , Sulfur Compounds/pharmacology , Acinetobacter/growth & development , Antifungal Agents/chemical synthesis , Antifungal Agents/pharmacology , Disk Diffusion Antimicrobial Tests , Molecular Structure , Structure-Activity RelationshipABSTRACT
A microwave-assisted, environmentally friendly, high-yielding, time-saving synthesis of medicinally important 3-substituted isocoumarins was carried out in a single step by direct condensation of homophthalic acid with aryol and acyl chlorides under solvent-free conditions without any solid support. The synthesised isocoumarins were structurally characterised by microanalysis, 1H NMR, EI, IR and UV.
Subject(s)
Isocoumarins/chemistry , Isocoumarins/chemical synthesis , Microwaves , Molecular Structure , Phthalic Acids/chemistryABSTRACT
Twenty-five 3-substituted isocoumarins were synthesized using cutting edge microwave-assisted technology in high yields. The syntheses of different isocoumarins were carried out in a single step by the direct condensation of homophthalic acid with aryol and acyl chlorides under the solvent-free conditions without any solid support. The structures of all the synthesized compounds were characterized using different spectroscopic techniques including UV, IR, (1)HNMR and EIMS and purity was confirmed by CHN analysis. All the synthesized compounds were tested for in vitro leishmanicidal activity. Compounds 3a, 3b, 3g, 3l, 3m, 3r, 3t, 3w, 3x, and 3y displayed potential in vitro leishmanicidal activity with IC(50) values in the range of 0.56-84.38 microg/ml, whereas standard inhibitors amphotericine B have IC(50) = 0.24 microg/ml. The compounds 3b, 3g, 3m, 3t, 3w, 3x, and 3y having IC(50) values 27.86, 28.88, 36.49, 34.37, 28.68, 0.89 and 0.56 microg/ml, respectively, were most active among the present series while remaining others were found less active. The compound 3x and 3y can act as potential lead molecules for further development of isocoumarin-based new drugs for the treatment of leishmaniasis.
