ISSN 1070-3632, Russian Journal of General Chemistry, 2017, Vol. 87, No. 11, pp. 2690–2698. © Pleiades Publishing, Ltd., 2017. 2690 Biological Evaluations and Spectroscopic Characterizations of 3-(4-Ethoxyphenyl)-2-methylacrylate Based Organotin(IV) Carboxylates Derivatives 1 M. Tariq a,c *, M. Sirajuddin b **, S. Ali c ***, N. Khalid d , and N. A. Shah e a Institute of Chemical Sciences, Bahauddin Zakariya University, Multan, 60000 Pakistan *e-mail: mtnazir@yahoo.com b Department of Chemistry, University of Science and Technology, Bannu, 28100 Pakistan **e-mail: m.siraj09@gmail.com c Department of Chemistry, Quaid-i-Azam University, Islamabad, 45320 Pakistan ***e-mail: drsa54@mail.com d Chemistry Division, Pakistan Institute of Nuclear Science and Technology, P. O. Nilore, Islamabad, Pakistan e Department of Biosciences, COMSATS Institute of Information Technology, Islamabad, Pakistan Received August 8, 2017 Abstract—Six new organotin(IV) carboxylates, [Me 2 SnL 2 ] (1), [n-Bu 2 SnL 2 ] (2), [n-Oct 2 SnL 2 ] (3), [Me 3 SnL] (4), [n-Bu 3 SnL] (5) and [Ph 3 SnL] (6), where L = 3-(4-ethoxyphenyl)-2-methylacrylate, have been synthesized and characterized by FT-IR, NMR spectroscopy and elemental analyses. The synthesized compounds were tested for in vitro antibacterial and antifungal activities. The complexes 4–6 demonstrated higher activity than the complexes 1–3. UV-Vis absorption spectroscopy indicated that the ligand and its complexes interacted with DNA via partial intercalation as well as minor groove binding. Keywords: organotin(IV) carboxylate; antibacterial activity; antifungal activity; DNA binding study 1 The text was submitted by the authors in English. The biocidal diversity of organotin(IV) carbo- xylates [1–9] was linked with their structural diversity [10–14] and mode of binding of the carboxylate ion with organotin(IV) fragment [10–14]. The carboxylate ligand site attached to organotin(IV) moiety can facilitate transportation of complexes through cell membranes [13–15]. Organotin(IV) carboxylates also have a wide range of catalytic and industrial applica- tions [13]. Based on the above information on organotin(IV) carboxylates, in the present study we have synthesized and characterized a series of six organotin(IV) carboxylates complexes and screened their antimicro- bial activity. Study of DNA interaction with the synthesized complexes was carried out for determining the mode of their interaction. EXPERIMENTAL All di- and triorganotin(IV) precursors were pur- chased from Aldrich and used without further purification. The solvents used were of analytical grade and dried accordingly [16]. Melting points were measured on a Gallenkamp (UK) electrothermal melting point apparatus. FT-IR spectra were recorded on a Thermo Nicolet-6700 FT-IR Spectrophotometer. 1 H and 13 C NMR spectra were measured on a Brucker Advance Digital 300 MHz NMR spectrometer (Switzerland) in CDCl 3 using TMS as the internal standard. UV-Vis spectra were recorded on a Shimadzu 1800 spectrophotometer. Synthesis of 3-(4-ethoxyphenyl)-2-methylacrylic acid. The mixture of 4-ethoxybenzaldehyde (4.20 g, 28 mmol) with methyl malonic acid (6.61 g, 56 mmol) and piperidine (4.76 g, 5.53 mL, 56 mmol) in molar ratios of 1 : 2 : 2 (Scheme 1) was refluxed in pyridine used as solvent in two neck round bottom flask for 24 h on a steam bath. After cooling down, the reaction mixture was poured into ice water and pH 3 was adjusted by concentrated HCl. The precipitate was filtered off, washed with water, recrystallized from ethanol and oven dried. Yield 72.6%, mp 145–146°C. Found, %: C 69.53, H 6.71. C 12 H 14 O 3 . Calculated, %: C 69.88, H 6.84. DOI: 10.1134/S1070363217110263