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№4 (118)_/у^ химия и биология_апрель. 2024 г.
DOI - 10.32 743/UniChem.2024.118.4.17199
SYNTHESIS AND STRUCTURE OF A MONOLIGAND COMPOUND BASED ON MN2+
AND CEFOTAXIME
Azamat Masharipov
Independent researcher of the Khorezm Mamun Academy, Republic of Uzbekistan, Khiva E-mail: zubayda.abdullayeva.91@mail.ru
СИНТЕЗ И СТРОЕНИЕ МОНОЛИГАНДНОГО КОМПЛЕКСНОГО СОЕДИНЕНИЯ
НА ОСНОВЕ MN2+ И ЦЕФОТАКСИМА
Машарипов Азамат Турсинбоевич
независимый исследователь Хорезмской академии Маъмуна, Республика Узбекистан, г. Хива
ABSTRACT
Synthesis method studiedmonoligand complex compound of manganese (II) chloride with cefotaxime and its structure was determined. Elemental analysis was carried out to determine the composition of the resulting compound. The resulting compounds were studied by IR spectroscopy and thermal TG/DSC analysis. The resulting complexes have a chelate structure. In order to prove the individuality of the crystal lattice of the synthesized coordination compound, X-ray phase analysis of the starting substances and the synthesized coordination compound was carried out.
АННОТАЦИЯ
Изучен метод синтеза монолигандного комплексного соединения хлорида марганца (II) с цефотаксимом и определена его структура. Для определения состава полученного соединения был проведен элементный анализ. Полученные соединения исследованы методами ИК- спектроскопии и термического ТГ/ДСК анализа. Полученные комплексы имеют хелатную структуру. С целью доказательства индивидуальности кристаллической решетки синтезированного координационного соединения был проведен рентгенофазовый анализ исходных веществ и синтезированного координационного соединения.
Keywords: manganese coordination compounds, cefotaxime, cefotaxime complex, cephalosporins
Ключевые слова: координационные соединения марганца, цефотаксим, комплекс цефотаксима, цефалоспорины.
Introduction. Research has shown that intermediate metal complexes with antibiotics are used as drugs to treat a number of human diseases. These metals exhibit varying states of oxidation and are capable of reacting with a number of negatively charged molecules. This activity of metal intermediates may provide unique therapeutic opportunities in the development of metalbased drugs with promising pharmacological applications. Advances in inorganic chemistry open up good opportunities for the use of metal complexes as therapeutic agents. The effect of metal complexes on living organisms differs from the effect of non-metals. Medicinal inorganic chemistry exploits the unique properties of metal ions to develop new drugs [1].
Analysis of literature on the topic. Cefotaxime is an antibiotic of the third-generation cephalosporin group, with a wide spectrum of action. It belongs to the amphoteric type of antibiotics [2] and contains aminothia-zole and carboxyl groups. In an acidic environment it exists as a cation or zwitterion, in a neutral and alkaline environment it exists as an anion. In medicine it is used in the form of sodium salt NaCxm [3].
Cephalosporin molecules contain electron-donating functional groups, which enable interaction with metal cations to form complex compounds [4]. Every year, the study of complex compounds of beta-lactam antibiotics with metal cations, primarily the preparation and study of the properties of solid complexes, is becoming more and more relevant [5 - 7]. In medicine, zinc complexes look the most promising due to its low toxicity.
There is little literature data on zinc complexes of cefazolin. The preparation and study of complexes with the composition [ZnClCzl] have been reported [8; 9]. The authors of both studies suggest tetradentate coordination of the cefazolin anion with the participation of the nitrogen atoms of the side chain heterocycles and the oxygen atoms of the carboxylate and amide or beta-lactam groups.
However, these results contradict stoichiometry, which raises doubts about the reliability of the results of the work as a whole.
Zinc complex of cefotaxime composition [Zn (Cxm)2)] -3H2O was obtained and studied in [10], but the authors of the work did not draw any conclusions
Библиографическое описание: Masharipov A.T. SYNTHESIS AND STRUCTURE OF A MONOLIGAND COMPOUND BASED ON Mn2+ AND CEFOTAXIME // Universum: химия и биология : электрон. научн. журн. 2024. 4(118). URL: https://7universum.com/ru/nature/archive/item/17199
№ 4 (118)
about the structure of the coordination sphere of the complex. In [11], the preparation of a complex with the composition [Zn (Cxm)Cl2(H2O)2] is reported with molecules rather than anions of cefotaxime.
Thus, according to the analyzed literature, information about the manganese complex of cefotaxime is insufficient, and it requires clarification, which was the goal of our study.
2HCI
MnCl2 + 2NaCxm »-
The resulting manganese-containing cefotaxime compound is slightly soluble in water, but highly soluble in alcohol. The solubility of the resulting compound in water is 0.51 g/100 ml, and in 96% ethyl alcohol -0.98 g/10 ml.
апрель, 2024 г.
Research methodology. The complexes were obtained in the form of precipitation as a result of the interaction in a neutral aqueous solution of manganese chloride and cefotaxime sodium salt in a molar ratio of 1:2. After washing with water cooled to 5 °C on the filter, the sediments were dried in air, first at room temperature, then in an oven for 3 hours at 80 °C. Subsequently, the obtained samples were stored in a desiccator over a layer of silica gel in a closed cabinet to avoid exposure to light [1].
* H,0
Analysis and results. Analysis of the synthesized complex for metal content was carried out on a 3030B atomic absorption spectrophotometer from Perkin-Elmer (USA), and elemental analysis for the content of carbon, hydrogen, nitrogen and sulfur was determined on an EA-1108 elemental analyzer from Carlo Erba (Italy) . The results of elemental analysis are given in Table 1.
Table 1.
Elemental analysis of a complex compound with the composition [MnC32H32N10OwS4^H2O
Elements Calculated, % Found,%
Mn 5.80 5.83
S 13.51 13.49
N 14.78 14.77
O 25.34 25.38
C 40.55 40.54
IR absorption spectra were recorded in the region of 400-4000 cm-1 on an Avatar System 360 FT-IR and Protege 460 Magna-IR technology spectrophotometer from Nicolet Instrument Corporation (USA), using samples in the form of tablets with KBr diameter7 mm and with a resolution of 4 cm-1.
IR spectroscopic examination of the resulting sample showed that the chemical structure of cefotaxime
did not change during the preparation of the complex. The IR spectrum of the manganese complex and the corresponding sodium salt of cefotaxime (Fig. 1, 2) is similar. In this case, a shift occurs in the absorption bands of the C=O stretching vibrations of beta-lactam, amide and carboxylate groups (Table 2), which can be considered as the coordination of these groups with the manganese ion.
Figure 1. IR spectrum of NaCxm
Figure 2. IR spectrum of the complex compound [Mn(Cxm)2]H2O
Table 2.
Wave numbers of characteristic absorption bands of the sodium salt of cefotaxime and
the manganese complex compound
Sample Wave number, cm-1
v(C=O) beta-lactam cycle v(C=O)as carboxylate group v(C=O) amide group
NaCxm 1743 1612 1647
[Mn(Cxm)2№O 1761 1618 1659
To confirm the individuality of the crystal lattice of the synthesized coordination compound, X-ray phase analysis of the starting materials and the synthesized coordination compound was carried out and the
diffraction patterns were compared. It was found that the interplanar distances and the intensity of the synthesized compound do not coincide [12].
Figure 3. X-ray diffraction pattern of the complex compound and cefatoxime
In the derivatogram of the [Mn(Cxm)2] H2O complex presented in Figure 4, four endothermic effects were observed at temperatures of 84, 119, 184, 290 oC and one exothermic effect at 243 oC. The first endoeffect at a temperature of 84 oC is associated with the exit of hygroscopic water in the complex. The endoeffect at the temperature of 184 oC corresponds to the decomposition
of primary radicals in the ligand, and at 290 oC to the decomposition of the heteroring in the ligand. At these temperatures, the total reduction in ligand mass is 55.8%. The exoeffect at 243 oC corresponds to the combustion of thermolysis products. In the temperature range of 60-400 oC, the decrease in total mass was 63.59%.
Figure 4. Derivatogram of [Mn(Cxm)2]H2O complex
Conclusion. A single-ligand complex of manganese(II) with cefotaxime was synthesized. Based on thermal analysis data, it was concluded that the resulting complex has the composition [Mn(Cxm)2]H2O, and water does not enter the coordination sphere of the complex, since it evaporates at 84 °C. Together with the results of IR spectroscopy, an approximate structural
formula of the complexes was established, in which the cefotaxime anion is coordinated by a manganese ion, beta-lactam, amide and carboxylate groups are coordinated equally by the closure of chelate rings through oxygen atoms. It has been proven that the coordination number of the manganese atom is 6.
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