TY - JOUR
T1 - Organotin(IV) derivatives of amide-based carboxylates
T2 - Synthesis, spectroscopic characterization, single crystal studies and antimicrobial, antioxidant, cytotoxic, anti-leishmanial, hemolytic, noncancerous, anticancer activities
AU - Ahmad, Iftikhar
AU - Zia-ur-Rehman,
AU - Waseem, Amir
AU - Tariq, Muhammad
AU - MacBeth, Cora
AU - Bacsa, John
AU - Venkataraman, Deepak
AU - Rajakumar, Augustine
AU - Ullah, Nazif
AU - Tabassum, Saira
N1 - Publisher Copyright:
© 2020 Elsevier B.V.
PY - 2020/5/24
Y1 - 2020/5/24
N2 - Four new triorganotin(IV) amide based carboxylates of general formula R3SnL1 and R3SnL2, where R = Me(1,3) and n-butyl (2,4), and L1= (Z)-4-(p-methoxyphenylamino)-4-oxo-2-butenoic acid (HL1) L2 = (Z)-4-(3,5-bis(trifluoromethyl)phenylamino)-4-oxo-2-butenoic acid (HL2) have been synthesized by refluxing methanolic solution of organtin(IV) chloride and ligand (1:1 M ratio). The synthesized compounds were characterized by FT-IR, elemental analysis, NMR (1H, 13C, 119Sn &19F) and single crystal X-ray crystallography. The ligands coordinate to tin atom through oxygens (carboxylate and amide) showing distorted trigonal bipyramidal geometry with polymeric bridging behavior in solid state. However, the geometry is switched over from trigonal bipyramidal to tetrahedral upon dissolution as confirmed by multinuclear (1H, 13C, 19F and 119Sn) NMR. The prepared ligands and compounds 1–4 were screened for antimicrobial, antioxidant, cytotoxicity, hemolysis, antileishmanial and anticancer and noncancerous activities. The results showed significant antimicrobial activities, antioxidant, good cytotoxic LD50 values, percent hemolytic values, antileishmanial and anti-cancer activities. Compound 2 and 4 were found the most active antileishmanial and anticancer agent, respectively.
AB - Four new triorganotin(IV) amide based carboxylates of general formula R3SnL1 and R3SnL2, where R = Me(1,3) and n-butyl (2,4), and L1= (Z)-4-(p-methoxyphenylamino)-4-oxo-2-butenoic acid (HL1) L2 = (Z)-4-(3,5-bis(trifluoromethyl)phenylamino)-4-oxo-2-butenoic acid (HL2) have been synthesized by refluxing methanolic solution of organtin(IV) chloride and ligand (1:1 M ratio). The synthesized compounds were characterized by FT-IR, elemental analysis, NMR (1H, 13C, 119Sn &19F) and single crystal X-ray crystallography. The ligands coordinate to tin atom through oxygens (carboxylate and amide) showing distorted trigonal bipyramidal geometry with polymeric bridging behavior in solid state. However, the geometry is switched over from trigonal bipyramidal to tetrahedral upon dissolution as confirmed by multinuclear (1H, 13C, 19F and 119Sn) NMR. The prepared ligands and compounds 1–4 were screened for antimicrobial, antioxidant, cytotoxicity, hemolysis, antileishmanial and anticancer and noncancerous activities. The results showed significant antimicrobial activities, antioxidant, good cytotoxic LD50 values, percent hemolytic values, antileishmanial and anti-cancer activities. Compound 2 and 4 were found the most active antileishmanial and anticancer agent, respectively.
UR - https://www.scopus.com/pages/publications/85078979493
UR - https://www.scopus.com/inward/citedby.url?scp=85078979493&partnerID=8YFLogxK
U2 - 10.1016/j.ica.2020.119433
DO - 10.1016/j.ica.2020.119433
M3 - Article
AN - SCOPUS:85078979493
SN - 0020-1693
VL - 505
JO - Inorganica Chimica Acta
JF - Inorganica Chimica Acta
M1 - 119433
ER -