New organotin(IV) ascorbates: synthesis, spectral characterization, biological and potentiometric studies.
New organotin(IV) ascorbates of the general formulae R(3)Sn(HAsc) (where R = Me , n-Pr, n-Bu and Ph) and R(2)Sn(Asc) (where R = n-Bu and Ph) have been synthesized by the reaction of R(n)SnCl(4-n) (where n = 2 or 3) with monosodium-l-ascorbate. The bonding and coordination behaviour in these complexes are discussed on the basis of UV-Vis, IR, Far-IR, (1)H and (13)C NMR, and (119)Sn Mossbauer spectroscopic studies. L-Ascorbic acid acts as a monoanionic bidentate ligand in R(3)Sn(HAsc) coordinating through O(1) and O(3). The Mossbauer studies together with IR and NMR studies suggest that for these polymeric derivatives, the polyhedron is trigonal bipyramidal around tin with three organic groups in the equatorial positions. In R(2)Sn(Asc), L-ascorbic acid acts as dianionic tetradentate ligand and a polymeric structure with octahedral geometry around tin with trans organic groups has been tentatively proposed. The complexes have been assayed for their anti-inflammatory and cardiovascular activity. Ph(2)Sn(Asc) has been found to show the highest activity among the studied complexes. It is suggested on the basis of potentiometric studies of Me(2)Sn(IV) and Me(3)Sn(IV) systems with L-ascorbic acid that under physiological conditions (pH = 7.0) Me(2)Sn(HAsc)(OH) (approximately 60%), Me(2)Sn(OH)(2) (approximately 40%) and Me(3)Sn(HAsc) (approximately 60%), Me(3)Sn(OH) (approximately 40%), respectively, are existing, which may be responsible for their biological activities.
Nath
Mala
M
Department of Chemistry, Indian Institute of Technology-Roorkee, Roorkee 247 667, India. malanfcy@iitr.ernet.in
Jairath
Ruchi
R
Eng
George
G
Song
Xueqing
X
Kumar
Ashok
A
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000959:Antihypertensive Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001205:Ascorbic Acid / Q000737:chemistry*; D002415:Cats; D004285:Dogs; D004583:Electrons; D005260:Female; D007536:Isomerism; D008297:Male; D015394:Molecular Structure; D009947:Organotin Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D011108:Polymers / Q000737:chemistry; D011199:Potentiometry; D012996:Solutions; D015204:Spectroscopy, Mossbauer
D000893:Anti-Inflammatory Agents; D000959:Antihypertensive Agents; D009947:Organotin Compounds; D011108:Polymers; D012996:Solutions; D001205:Ascorbic Acid