Design, structural and spectroscopic elucidation, and the in vitro biological activities of new triorganotin dithiocarbamates - Part II

被引:18
|
作者
Ferreira, I. P. [1 ]
de Lima, G. M. [1 ]
Paniago, E. B. [1 ]
Rocha, W. R. [1 ]
Takahashi, J. A. [1 ]
Pinheiro, C. B. [2 ]
Ardisson, J. D. [3 ]
机构
[1] Univ Fed Minas Gerais, Dept Quim, BR-31270901 Belo Horizonte, MG, Brazil
[2] Univ Fed Minas Gerais, Dept Fis, BR-31270901 Belo Horizonte, MG, Brazil
[3] CNEN, CDTN, BR-31270901 Belo Horizonte, MG, Brazil
关键词
Biological activity; Organotin dithiocarbamate; Structural determination; SAR; Aspergillosis; MOLECULAR-ORBITAL METHODS; GAUSSIAN-TYPE BASIS; STATE C-13 NMR; THERMAL-DECOMPOSITION; ORGANOTIN COMPOUNDS; TIN(IV) COMPLEXES; DIETHYLDITHIOCARBAMATE; TEMPERATURE; DERIVATIVES; PRECURSORS;
D O I
10.1016/j.poly.2014.05.001
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The two novel dithiocarbamate salts, [Na[S2CNR(R-1)}] (i), [Na{S2CNR(R-2)}] (ii), R= methyl, R-1 = CH2 CH(OMe)(2), R-2 = 2-methyl-1,3-dioxolane, previously synthesized by us, have been used in chemical reactions with triorganotin halides. Hence, five new complexes: [SnPh3{S2CNR(R-1)}] (1), [SnCy3{S2CNR(R-1)}] (2), [SnMe3{S2CNK(R-2)}] (3), [SnPH3{S2CNR(R-2)}] (4) and [SnCy3(S2CNR(R-2)}] (5), [R= methyl, R-1 = CH2 CH(OMe)(2), and R-2 = 2-methyl-1,3-dioxolane], have been isolated. All compounds were authenticated in terms of infrared, H-1 and C-13 NMR, and the complexes were also characterized using Sn-119 NMR, Sn-119 Mossbauer and X-ray crystallography, in the case of complexes (1), (4) and (5). The biological activity of all derivatives has been screened in terms of IC90 (mu mol L-1) and IC50 (mu mol L-1) against Aspergillus flavus, Aspergillus niger, Aspergillus parasidcus and Penicillium citrinum, and the results correlated well with a performed study of structure-activity relationship (SAR). Complexes (1) and (4) displayed nanomolar inhibition concentration in terms of IC50. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:161 / 169
页数:9
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