Cyclooctadiene Ru(II) complexes of thiophene-2-carboxaldehyde-derived thiosemicarbazones: synthesis, characterization and antiamoebic activity.
Thiosemicarbazones (TSC) 1-10 were synthesized by condensing substituted thiosemicarbazide with thiophene-2-carboxaldehyde. These thiosemicarbazones were further reacted with [Ru(eta4-C8H12)(CH3CN)2Cl2] to form complexes of the type [Ru(eta4-C8H12)(TSC)Cl2] 1a-10a. Thiosemicarbazones exhibited antiamoebic activity in the range IC50=1.09-5.42 microM. In vitro assessment of antiamoebic activity indicated that the thiosemicarbazones 3, IC50=1.67 microM, 4, IC50=1.11 microM and 6, IC50=1.09 microM showed substantially less IC50 value than metronidazole (IC50=1.87 microM), a commonly used drug against amoebiasis. Cyclooctadiene Ru(II) complexes of thiosemicarbazones showed significant improvement in antiamoebic activity (IC50=0.30-1.39 microM). All the complexes possess noteworthy potencies and showed less IC50 values than metronidazole against HK-9 strain of Entamoeba histolytica. Among all the complexes, the most promising antiamoebic activities was shown by the complexes 4a and 6a (IC50=0.31 microM of 4a and IC50=0.30 microM of 6a versus metronidazole).
Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, New Delhi 110025, India.
Shailendra
S
Singh
Fareeda
F
Athar
Mannar R
MR
Maurya
Amir
A
Azam
D000447:Aldehydes / Q000737:chemistry*; D000563:Amebicides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D034242:Cyclooctanes / Q000737:chemistry*; D004748:Entamoeba histolytica / Q000187:drug effects*; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013057:Spectrum Analysis; D013329:Structure-Activity Relationship; D013696:Temperature; D013876:Thiophenes / Q000737:chemistry*; D013882:Thiosemicarbazones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
C508885:2-thiophene carboxaldehyde; D000447:Aldehydes; D000563:Amebicides; D034242:Cyclooctanes; D009942:Organometallic Compounds; D013876:Thiophenes; D013882:Thiosemicarbazones; D012428:Ruthenium