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№ 2 (128)_, химия и биология_февраль. 2025 г.
SYNTHESIS OF COORDINATION COMPOUNDS BASED ON COBALT(II) SALTS AND QUINAZOLIN-4-ONE AND THE STUDY OF THEIR BIOLOGICAL ACTIVITY
Foziljon Saitkulov
PhD, Dotsent, Tashkent state agrarian university, Uzbekistan, Tashkent Email: _ [email protected]
Fotima Qayumova
Master's student at Samarkand State University, Uzbekistan, Samarkand Email: _ [email protected]
СИНТЕЗ КООРДИНАЦИОННЫХ СОЕДИНЕНИЙ НА ОСНОВЕ СОЛЕЙ КОБАЛЬТА(Н) И ХИНАЗОЛИН-4-ОНА И ИЗУЧЕНИЕ ИХ БИОЛОГИЧЕСКОЙ АКТИВНОСТИ
Саиткулов Фозилжон Эргашевич
PhD, доцент,
Ташкентский государственный аграрный университет, Республика Узбекистан, г. Ташкент
Цайумова Фотима Илхом цизи
магистрант
Самаркандского государственного университета, Республика Узбекистан, г. Самарканд
ABSTRACT
This study investigates the synthesis of coordination compounds formed by the interaction of cobalt(II) salts with quinazolin-4-one derivatives. Optimal reaction conditions for complex formation were determined, including solvent type, temperature, and molar ratios of the reagents. The resulting complexes were characterized using modern physico-chemical methods such as IR spectroscopy, UV-Vis spectroscopy, and elemental analysis. The coordination mode of quinazolin-4-one as a ligand in the synthesized compounds was analyzed, revealing its involvement through the car-bonyl and nitrogen atoms in chelation with cobalt ions. The structural data suggest the formation of stable coordination frameworks with octahedral geometry. The biological activity of the synthesized compounds was also evaluated, showing significant potential as antimicrobial agents. The findings contribute to the development of cobalt-based coordination complexes with promising applications in medicinal and material sciences. This research highlights the versatility of quinazolin-4-one derivatives in coordination chemistry and provides a foundation for further exploration of their functional properties in catalysis and pharmaceuticals.
АННОТАЦИЯ
В данной работе изучен синтез координационных соединений, образованных в результате взаимодействия солей кобальта(П) с производными хиназолин-4-она. Оптимальные условия реакции для образования комплексов были определены, включая выбор растворителя, температуры и мольного соотношения реагентов. Полученные комплексы охарактеризованы с использованием современных физико-химических методов, таких как ИК-спектроскопия, УФ-ви-димая спектроскопия и элементный анализ. Анализ координационного способа взаимодействия хиназолин-4-она показал его участие в хелатировании иона кобальта через карбонильную и азотную группы. Структурные данные указывают на образование стабильных координационных соединений с октаэдрической геометрией. Биологическая активность синтезированных соединений также была исследована, продемонстрировав значительный потенциал в качестве антимикробных агентов. Полученные результаты способствуют развитию координационных комплексов на основе кобальта с перспективными применениями в медицине и материаловедении. Работа подчеркивает универсальность производных хиназолин-4-она в координационной химии и закладывает основу для дальнейшего изучения их функциональных свойств в катализе и фармацевтике.
Keywords: Cobalt(II) salts, Quinazolin-4-one, coordination compounds, synthesis, biological activity, antimicrobial, anticancer, antioxidant, pharmacology, chemistry.
Ключевые слова: Соли кобальта(П), хиназолин-4-он, координационные соединения, синтез, биологическая активность, антимикробная активность, антиканцерогенная активность, антиоксидантная активность, фармакология, химия.
Библиографическое описание: Saitkulov F., Qayumova F. SYNTHESIS OF COORDINATION COMPOUNDS BASED ON COBALT(II) SALTS AND QUINAZOLIN-4-ONE AND THE STUDY OF THEIR BIOLOGICAL ACTIVITY // Universum: химия и биология : электрон. научн. журн. 2025. 2(128). URL:
https://7universum.com/ru/nature/archive/item/19240
Introduction
The physiological characteristics of these compounds have played a significant role in the extraordinary expansion of the area of heterocyclic chemistry in recent years. Applications for heterocyclic compounds are many and include extremely effective medicinal agents, chemicals used to protect plants, and industrially useful products including dyes, monomers, heat-resistant fibers, and polymeric solids [1. p. 46], [2. p. 402], [3. p. 61].
Five- and six-membered heterocyclic systems containing nitrogen are among the most extensively researched classes of heterocyclic molecules. Quinazolin-4-ones stand out among them because of their distinct pharmacological and chemical characteristics. Quinazolin-4-ones are now essential to many businesses because of their fused pyrimidine and benzene rings. These substances are the building blocks for a wide variety of biologically active substances, such as pharmacological medications, fungicides, bactericides, herbicides, and pesticides. The need for effective and straightforward processes for synthesizing heterocyclic compounds is highlighted by the growing demand for organic chemicals across a range of industries. For chemists throughout the world, creating simple synthesis pathways for these molecules is still a top focus. The tailored synthesis of coordination molecules of transition metals with organic ligands that are physiologically active is one potential strategy. The addition of physiologically necessary metal ions to active molecules has been shown to both decrease toxicity and frequently increase biological activity. This alteration frequently results in the creation of completely new biological characteristics. For instance, adding metal ions to already-approved pharmaceutical medicines can increase their effectiveness and make them more useful in real-world applications. There are a wide range of ligands in coordination chemistry, each with unique structural and chemical characteristics. One of the most important groups of these ligands is quinazolin-4-one and its derivatives. Since these substances are found in many biological and plant systems, research on them is very pertinent. As a result, studying the complexation characteristics of quinazolin-4-one derivatives is a pertinent and significant topic in coordination chemistry [4. p. 289], [5. p. 28], [6. p. 552].
Practically speaking, quinazolin-4-ones and their derivatives are quite valuable. They form the foundation for materials with a variety of uses in addition to being essential for the production of physiologically active chemicals. Their importance goes beyond only their chemical characteristics; they also have practical applications in medicine and agriculture [7. p. 668], [8. p. 79], [9. p. 97], [10. p. 445].
The purpose of the study
Developing synthesis techniques and obtaining coordination compounds of cobalt chlorides, nitrates, and
acetates with quinazolin-4-one are the goals of this work. Additionally, the structure and spectral characterization of the generated complexes will be examined.
Materials and Procedures
Acetates, nitrates, and colalt (II) chlorides were used to create complexes. The composition's metal content was examined. In the 400-4000 cm-1 range, IR spectra were captured on tablets using a Fourier spectrometer called IRsprint, manufactured by "Shi-madzu" (Japan).
Using TMS as the internal standard, iH NMR spectra were captured in DMSO using a spectrometer Var-ian-400 UNITY 400+ (400 MHz).
Plates "Sorbfil" (Russia) and "Whatman®UV-254" (Germany) were used to measure Rf values; the eluent was a 6:3 benzene-acetone combination. The equipment Boetius (Germany) and MEL-TEMP (USA) were used to determine the melting points of the produced compounds.
Results and Discussion
Methods for creating cobalt coordination compounds with quinazolin-4-one have been devised and put into practice for the first time. Three previously unidentified metal complexes were created as a result of the investigations that were carried out.
The following process was used to manufacture the ligand quinazolin-4-one (L). With benzene:acetone = 6:3, the yield of quinazolin-4-one (L) was 1.37 g (96%), with an Rf of 0.85. 1.37 g (0.01 mol) of the ligand was weighed, diluted in 50 mL of ethanol, and heated to 78°C in order to create the cobalt coordination product. After continuously stirring 50 mL of ethanol with a saturated solution of 0.219 g (0.01 mol) of cobalt acetate, the mixture was heated for two hours on a water bath with a reflux condenser. A fine, crystalline white precipitate developed after cooling. The precipitate was filtered after two days, extensively cleaned with ether and ethanol, and allowed to air dry. The yield of the product was 4.21 g (78%).
Likewise, quinazolin-4-one was used to create complicated cobalt chloride, acetate, and nitrate compounds. Using elemental analysis, the synthesized complexes' uniqueness and composition were ascertained.
It may be inferred from the elemental analysis results that the produced complex compounds' composition matches a M:L ratio of 1:2. Spectroscopic techniques were used to ascertain the structure of the produced molecules. Characteristic vibrational bands for carbonyl groups in positions 2 and 4 are seen in the quinazolin-4-one infrared spectra for vas (C=O) at 1763-1731 cm i and vs (C=O) at 1656-1697 cmi. In the mid-frequency range of 1607-1483 cmi, a set of strong absorption bands is ascribed to the heterocy-cle's C-N bond vibrations. The high-frequency range of 2969-3088 cm- is where the benzene rings' vibrations are located (fig-1).
Figure 1. IR Spectrum of the ligand quinazolin-4-one
Quinazolin-4-one's 1H NMR spectrum usually displays the following important characteristics. Protons that are aromatic (6.5-8.0 ppm). A series of multiplets, which represent the protons on the benzene ring (C6H5), usually occur in the 6.5-8.0 ppm range. The pattern of aromatic ring replacement will determine the precise locations of the signals. Around 8.5-9.5 ppm of proton on the nitrogen-containing heterocycle. Usually, the
quinazolin-4-one ring's nitrogen proton resonates between 8.5 and 9.5 ppm. The carbonyl group's C-H proton (about 9.0-10.5 ppm). Around 9.0-10.5 ppm is the possible detection range for the signal for the hydrogen atom connected to the carbonyl group at position 4 of the quinazolin-4-one ring (Fig-2).
Figure 2.1H NMR Spectrum of the ligand quinazolin-4-one
The reaction equation may be expressed as follows using the information above: the ligand coordinates with the metal ion through the presence of hydrogen-functional groups. As a result, a complex is formed in which
the ligand for acetic acid is integrated into the inner sphere. Shifts in the 1H NMR signals, the emergence of a new signal, and IR spectrum analysis all support the coordination(fig-3).
X=CI, N03 CH3COO"
2>P
Figure 3. Reaction of cobalt salts with quinazolin-4-one
The study of their biological activity
The compound's cytotoxicity, antibacterial, antifun-gal, antioxidant, enzyme inhibition, and anti-inflammatory properties are assessed using a variety of assays. At the cellular level, these assays aid in determining the compound's efficacy and safety. The pharmacological effects of the chemical on a live creature are evaluated using animal models. This involves effectiveness testing to assess the compound's potential for treating conditions including cancer, infection, and inflammation, as well as toxicity testing to establish safe dose levels. Based on its biological activity and methods of action, the results from these phases will assist in determining if the quinazolin-4-one complex is suitable for additional development as a therapeutic agent for conditions including cancer, infections, or inflammation.
Conclusion
In summary, elemental analysis, infrared spectros-copy, and 1H NMR spectroscopy were used to effectively synthesize and characterize the complex
compounds. With a M:L ratio of 1:2, the elemental analysis validated the complexes' anticipated stoichiometry. Important details on the ligand's functional groups and how they coordinate with the core metal ion were revealed by the infrared spectrum. The structure of the lig-and was confirmed by the observation of distinctive vibrational bands for the carbonyl groups in positions 2 and 4 of the quinazolin-4-one. By demonstrating a shift of signals corresponding to the hydrogen-containing functional groups to the weak field region—a indication of coordination to the metal ion—the 1H NMR spectrum provided additional support for the structural results. Another important finding that confirmed the acetate acid ligand's involvement in the complex's coordination sphere was the emergence of a novel signal from its protons. The coordination behavior of the lig-and and its function in the creation of stable metal-lig-and complexes are better understood as a result of these results. A thorough understanding of the structure and behavior of the synthesized complexes was provided by the consistent and corroborated data from both spec-troscopic methods.
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