PRODUCTS OF COMPLEXATION OF SnCl4 WITH SALICYLOYL-( β-, γ-PYRIDINOYL)HYDRAZONES OF 2- AND 4-METHOXYALDEHYDES, THEIR ANTIMICROBIAL ACTIVITY

Complexes of different types: molecular chelates [SnCl4(HL1,2)]∙nCH3CN (I, II) and zwitterionic [SnCl4(L∙H3-6)] ∙ nCH3CN (III-VI) – were synthesized by interaction of SnCl4 with salicyloyl-(HL1,2), β-,γ- pyridinoyl)hydrazones (НL3-6) of 2- and 4-methoxyaldehydes. Complexes I, II, unlike III-VI, are...

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Main Authors: N. V. Shmatkova, I. I. Seifullina, О. Yu. Zinchenko, I. S. Linenko
Format: Article
Language:English
Published: Odessa I. I. Mechnikov National University 2016-04-01
Series:Vìsnik Odesʹkogo Nacìonalʹnogo Unìversitetu: Hìmìâ
Subjects:
Online Access:http://heraldchem.onu.edu.ua/article/view/67510
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author N. V. Shmatkova
I. I. Seifullina
О. Yu. Zinchenko
I. S. Linenko
author_facet N. V. Shmatkova
I. I. Seifullina
О. Yu. Zinchenko
I. S. Linenko
author_sort N. V. Shmatkova
collection DOAJ
description Complexes of different types: molecular chelates [SnCl4(HL1,2)]∙nCH3CN (I, II) and zwitterionic [SnCl4(L∙H3-6)] ∙ nCH3CN (III-VI) – were synthesized by interaction of SnCl4 with salicyloyl-(HL1,2), β-,γ- pyridinoyl)hydrazones (НL3-6) of 2- and 4-methoxyaldehydes. Complexes I, II, unlike III-VI, are subjected to solvolysis in DMF by the reaction: [SnCl4(HL1,2)]∙+ ДМФА → [SnCl3(HL1,2)(ДМФА)]∙+ Cl–. The mass spectra of I, II contains peaks of ions with m/z 36[HCl]+, 225[SnCl3]+ and hydrazone 270[HL1,2]+, spectra of III-VI – 36[HCl]+ and 480[120SnCl3(L3-6)]+. In the IR spectra of I, II bands ν(C=O), ν(NH) are displaced to lower frequencies as compared to hydrazones; in the spectra of III-VI they are absent; in I–VI appear new ν(Sn–О) and ν(Sn–N), retained frequency νas(СН3)/νs(СН3), νas(CAr-O-C) and ν(ОH) (I, II). This indicated, that in I–VI realized bidentate coordination of hydrazones in different forms: ketone О(С=О)–N(CH=N) (I, II) or enol О(С–О)–N(CH=N) (III–VI) in the presence of a protonated (HN+Ру) pyridine nitrogen atom. Thermolysis of I–VI begins by dehydrochlorination, which for III–VI occurs at a higher temperature:~ 230(III, V) and 275 (IV, VI) with formation of the final product SnO2. A primary screening of hydrazones and II, V, VI on the manifestation of antimicrobial activity was conducted, it is shown that depending on the concentrations of 25, 50 and 100 mcg/ml they able to significantly inhibit or induce the accumulation of biomass strains of E. coli, S. аureus, B. subtilis. It was found 100% inhibition complex II of all cultures and VI – only B. subtilis.
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spelling doaj.art-82ee867069ff4058aed782960302bd042022-12-21T21:04:43ZengOdessa I. I. Mechnikov National UniversityVìsnik Odesʹkogo Nacìonalʹnogo Unìversitetu: Hìmìâ2304-09472414-59632016-04-01211(57)364910.18524/2304-0947.2016.1(57).6751067510PRODUCTS OF COMPLEXATION OF SnCl4 WITH SALICYLOYL-( β-, γ-PYRIDINOYL)HYDRAZONES OF 2- AND 4-METHOXYALDEHYDES, THEIR ANTIMICROBIAL ACTIVITYN. V. Shmatkova0I. I. Seifullina1О. Yu. Zinchenko2I. S. Linenko3Одеський національний університет імені І. І. Мечникова, хімічний факультет, кафедра загальної хімії та полімерівОдеський національний університет імені І. І. Мечникова, хімічний факультет, кафедра загальної хімії та полімерівОдеський національний університет імені І. І. Мечникова, біологічний факультет, кафедра мікробіології, вірусології та біотехнологіїОдеський національний університет імені І. І. Мечникова, хімічний факультет, кафедра загальної хімії та полімерівComplexes of different types: molecular chelates [SnCl4(HL1,2)]∙nCH3CN (I, II) and zwitterionic [SnCl4(L∙H3-6)] ∙ nCH3CN (III-VI) – were synthesized by interaction of SnCl4 with salicyloyl-(HL1,2), β-,γ- pyridinoyl)hydrazones (НL3-6) of 2- and 4-methoxyaldehydes. Complexes I, II, unlike III-VI, are subjected to solvolysis in DMF by the reaction: [SnCl4(HL1,2)]∙+ ДМФА → [SnCl3(HL1,2)(ДМФА)]∙+ Cl–. The mass spectra of I, II contains peaks of ions with m/z 36[HCl]+, 225[SnCl3]+ and hydrazone 270[HL1,2]+, spectra of III-VI – 36[HCl]+ and 480[120SnCl3(L3-6)]+. In the IR spectra of I, II bands ν(C=O), ν(NH) are displaced to lower frequencies as compared to hydrazones; in the spectra of III-VI they are absent; in I–VI appear new ν(Sn–О) and ν(Sn–N), retained frequency νas(СН3)/νs(СН3), νas(CAr-O-C) and ν(ОH) (I, II). This indicated, that in I–VI realized bidentate coordination of hydrazones in different forms: ketone О(С=О)–N(CH=N) (I, II) or enol О(С–О)–N(CH=N) (III–VI) in the presence of a protonated (HN+Ру) pyridine nitrogen atom. Thermolysis of I–VI begins by dehydrochlorination, which for III–VI occurs at a higher temperature:~ 230(III, V) and 275 (IV, VI) with formation of the final product SnO2. A primary screening of hydrazones and II, V, VI on the manifestation of antimicrobial activity was conducted, it is shown that depending on the concentrations of 25, 50 and 100 mcg/ml they able to significantly inhibit or induce the accumulation of biomass strains of E. coli, S. аureus, B. subtilis. It was found 100% inhibition complex II of all cultures and VI – only B. subtilis.http://heraldchem.onu.edu.ua/article/view/67510антимікробна активністьстанум (IV)SnCl4гідразоникоординаційні сполуки
spellingShingle N. V. Shmatkova
I. I. Seifullina
О. Yu. Zinchenko
I. S. Linenko
PRODUCTS OF COMPLEXATION OF SnCl4 WITH SALICYLOYL-( β-, γ-PYRIDINOYL)HYDRAZONES OF 2- AND 4-METHOXYALDEHYDES, THEIR ANTIMICROBIAL ACTIVITY
Vìsnik Odesʹkogo Nacìonalʹnogo Unìversitetu: Hìmìâ
антимікробна активність
станум (IV)
SnCl4
гідразони
координаційні сполуки
title PRODUCTS OF COMPLEXATION OF SnCl4 WITH SALICYLOYL-( β-, γ-PYRIDINOYL)HYDRAZONES OF 2- AND 4-METHOXYALDEHYDES, THEIR ANTIMICROBIAL ACTIVITY
title_full PRODUCTS OF COMPLEXATION OF SnCl4 WITH SALICYLOYL-( β-, γ-PYRIDINOYL)HYDRAZONES OF 2- AND 4-METHOXYALDEHYDES, THEIR ANTIMICROBIAL ACTIVITY
title_fullStr PRODUCTS OF COMPLEXATION OF SnCl4 WITH SALICYLOYL-( β-, γ-PYRIDINOYL)HYDRAZONES OF 2- AND 4-METHOXYALDEHYDES, THEIR ANTIMICROBIAL ACTIVITY
title_full_unstemmed PRODUCTS OF COMPLEXATION OF SnCl4 WITH SALICYLOYL-( β-, γ-PYRIDINOYL)HYDRAZONES OF 2- AND 4-METHOXYALDEHYDES, THEIR ANTIMICROBIAL ACTIVITY
title_short PRODUCTS OF COMPLEXATION OF SnCl4 WITH SALICYLOYL-( β-, γ-PYRIDINOYL)HYDRAZONES OF 2- AND 4-METHOXYALDEHYDES, THEIR ANTIMICROBIAL ACTIVITY
title_sort products of complexation of sncl4 with salicyloyl β γ pyridinoyl hydrazones of 2 and 4 methoxyaldehydes their antimicrobial activity
topic антимікробна активність
станум (IV)
SnCl4
гідразони
координаційні сполуки
url http://heraldchem.onu.edu.ua/article/view/67510
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