New diorganotin(IV) derivatives of 7-hydroxycoumarin (umbelliferone) and their adducts with 1,10-phenanthroline.
New diorganotin(IV) derivatives of the general formula R2Sn(Umb)2 (where R = n-Bu, n-Oct and Ph; Umb = umbelliferone anion) have been synthesized either by the reaction of R2SnO with umbelliferone under azeotropic removal of water or by the reaction of R2SnCl2 with sodium salt of umbelliferone. Further, the adducts of the general formula R2Sn(Umb)2.phen (where R = n-Bu and n-Oct; phen = 1,10-phenanthroline) have also been synthesized by the interaction of R2Sn(Umb)2 with 1,10-phenanthroline. The bonding and coordination behavior in these derivatives are discussed on the basis of IR and 119Sn Mössbauer spectroscopic studies in solid state. Their coordination behavior in solution is discussed by the multinuclear (1H, 13C and 119Sn) NMR spectral studies. The Mössbauer and IR studies indicate that umbelliferone acts as a monoanionic bidentate ligand in R2Sn(Umb)2 coordinating through O(7) and O(1). A distorted octahedral geometry around tin has been proposed for R2Sn(Umb)2 as well as for R2Sn(Umb)2.phen in solid state. The newly synthesized derivatives have been tested for their anti-inflammatory and cardiovascular activities. The average LD50 value >1000 mg kg(-1) of these compounds indicates their safety margin.
Nath
Mala
M
Department of Chemistry, Indian Institute of Technology Roorkee, Roorkee 247667, India. malanfcy@iitr.ernet.in
Jairath
Ruchi
R
Eng
George
G
Song
Xueqing
X
Kumar
Ashok
A
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000494:pharmacology; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D009947:Organotin Compounds / Q000737:chemistry*; D010618:Phenanthrolines / Q000737:chemistry*; D051381:Rats; D015204:Spectroscopy, Mossbauer; D019265:Spectroscopy, Near-Infrared; D014001:Tin / Q000737:chemistry; D014468:Umbelliferones / Q000737:chemistry* / Q000494:pharmacology
D000893:Anti-Inflammatory Agents; D009947:Organotin Compounds; D010618:Phenanthrolines; D014468:Umbelliferones; C031477:7-hydroxycoumarin; D014001:Tin; C025205:1,10-phenanthroline