A. T. M. Mahbub Alahe, Sharmin Akter Liza, Rajan Kumar Raha, Md. Abdulla-Al-Mamun
{"title":"Protein-Based Polymeric Metal–Nanocomposite Derived From Egg Albumin: A Highly Effective Antimicrobial Agent Against Bacteria","authors":"A. T. M. Mahbub Alahe, Sharmin Akter Liza, Rajan Kumar Raha, Md. Abdulla-Al-Mamun","doi":"10.1002/aoc.7780","DOIUrl":"https://doi.org/10.1002/aoc.7780","url":null,"abstract":"<div>\u0000 \u0000 <p>The synthesis of four distinct protein-based metal nanocomposites has been fabricated by employing egg albumin and zinc metal through a simple, straightforward two-step method. The Fourier transform infrared (FTIR), X-ray diffraction (XRD), and scanning electron microscopy (SEM) analyses confirmed the successful incorporation of zinc nanoparticles into the protein matrix and revealed an irregular microporous structure with average crystallite sizes of less than 100 nm. Thermal stability was assessed via thermogravimetric (TG) and derivative thermal gravimetry (DTG) analysis, revealing a notable increase in thermal stability in a high-temperature range (300°C°C–700°C), suggesting remarkable stability at elevated temperatures. Antimicrobial efficacy against both gram-positive (<i>B. cereus</i> and <i>Lactobacillus</i> spp.) and gram-negative bacteria (<i>E. coli</i> and <i>K. pneumoniae</i>) was evaluated using paper disk diffusion, pour plate, and minimum inhibitory concentration (MIC) methods. All samples exhibited antibacterial efficacy, with zone of inhibition (ZOI) diameters ranging from 12 to 35 mm, and demonstrated a bactericidal effect by eliminating 93 to 98% of bacteria within 8 to 20 h at their MICs. Notably, protein–ZnO–PANI exhibited potent antimicrobial activity against all four bacterial strains and among all the samples, demonstrated higher antimicrobial activity than the unpolymerized nanocomposites. The disk diffusion study confirmed that a concentration of 25 μg/mL of protein–ZnO–PANI resulted in ZOI measurements of 25 mm and 35 mm, whereas MIC values of 300 μg/mL and 200 μg/mL were observed against <i>Bacillus cereus</i> and <i>E. coli</i>, respectively, and killed 95% of <i>B. cereus</i> and 98% of <i>E. coli</i> within 24 h. Based on the obtained results, a plausible mechanism was also proposed.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142869085","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A Magnesium Organic Framework Fluorescent Sensor for Selective Detection of Nitrofuran Antibiotics and Inorganic Pollutants","authors":"Xiangyu Zhao, Xiaoyan Yao, Xueyi Lv, Xishuo Zhang, Hanlei Sun, Hongzhi Wang, Yuhan Li, Shuo Yao, Licheng Liu","doi":"10.1002/aoc.7786","DOIUrl":"https://doi.org/10.1002/aoc.7786","url":null,"abstract":"<div>\u0000 \u0000 <p>A novel 3D magnesium-based metal organic framework (Mg-MOF) has been solvothermally synthesized using 5-(pyridin-4-yl)isophthalic acid. The ligand has demonstrated to preserve two types of coordination modes depending on the connection mode of the pyridine group. The uncoordinated pyridine groups provide Lewis base sites (LBSs), whereas the coordinated ones promote to form a rarely reported eight-connected tetranuclear Mg clusters. Benefiting from the multinuclearity with high number of connections, the framework keeps good performance of high thermal stability until 500°C. Furthermore, the framework exhibits potential open metal sites (OMSs) benefiting from the terminal coordinated water groups of the metal clusters. Owing to the abundant active sites, the Mg-MOF exhibits good sensitivity to nitrofuran antibiotics and Cr<sub>2</sub>O<sub>7</sub><sup>2−</sup>, with high <i>K</i><sub>SV</sub> (at 10<sup>4</sup> M<sup>−1</sup> level) and low limit of detection (LOD) values (∼10<sup>−6</sup> M). Density functional theory (DFT) investigation reveals that the interchange of the HOMO–LUMO energy levels of the framework and antibiotics is responsible for the sensing activity. In addition, the Mg-MOF is greatly recyclable in five cycles while maintaining the structural rigidity and sensing activity, making it a promising luminescence probe material.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142869193","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jingjing Bu, Zhiwei Xu, Yanyan Sun, Ya Gao, Jian Zhao, Gang Xu
{"title":"Aggregation-Enhanced Photodynamic Activity of Organometallic Ru(II)–Arene Complexes","authors":"Jingjing Bu, Zhiwei Xu, Yanyan Sun, Ya Gao, Jian Zhao, Gang Xu","doi":"10.1002/aoc.7783","DOIUrl":"https://doi.org/10.1002/aoc.7783","url":null,"abstract":"<div>\u0000 \u0000 <p>Organometallic Ru(II)–arene complexes have emerged as potential chemotherapeutic agents for improved cancer treatment. However, the application of Ru(II)–arene complexes as photosensitizers has been rarely explored. In consideration of their excellent biological performance, herein, three Ru(II)–arene complexes <b>1–3</b> bearing 2,3,8,9,14,15-hexamethyl-5,6,11,12,17,18-hexaazatrinapthalene (HATN-Me<sub>6</sub>) as acceptor ligand have been designed and investigated as potential photosensitizers. Distinctively, complexes <b>1–3</b> produced negligible singlet oxygen (<sup>1</sup>O<sub>2</sub>) generation in DMF. The mechanism investigations indicated that the large change in equilibrium displacement between the excited and ground states rather than narrow energy gap results in the increased vibrational wave function overlap and non-radiative decay rate. Remarkably, complexes <b>1–3</b> induced greatly enhanced <sup>1</sup>O<sub>2</sub> generation efficiency in an aggregated state due to the suppression of the non-radiative decay process, implying that the electronic structures of excited states play an essential role in the photochemical properties and functions of the organometallic Ru(II)–arene complexes. The biological evaluation showed that complexes <b>1–3</b> exhibited potent photocytotoxicity against cancer cells, highlighting that organometallic Ru(II)–arene scaffolds are potential platforms for the fabrication of efficient photosensitizers.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142869171","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Electrochemically Driven Asymmetric Hydrogenation of Aromatic Ketones by Noyori–Ikariya Catalyst","authors":"Jing-Wei Zhu, Le-Ting Wang, Ya-Li Wang, Lei-Bing Chen, Jia-Xing Lu, Huan Wang","doi":"10.1002/aoc.7773","DOIUrl":"https://doi.org/10.1002/aoc.7773","url":null,"abstract":"<div>\u0000 \u0000 <p>The electrochemically driven asymmetric hydrogenation of 2,2,2-trifluoroacetophenone was performed using a Noyori–Ikariya catalyst, yielding a 97% product yield and a 47% enantiomeric excess (ee) with a charge input of only 0.5 F/mol. In comparison, the ethoxylate anion generated by the electroreduction of the solvent, EtOH, can efficiently drive the transfer hydrogenation of Ru catalysts more effectively than organic bases. After optimizing the electrolysis conditions, this method has been successfully extended to other aromatic ketones, including heterocyclic aromatic ketones and the base-sensitive substrate ethyl benzoylformate, with yields ranging from 71% to 97% and ee values ranging from 55% to 82%. A possible reaction mechanism was proposed.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142869172","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Comprehensive Investigation of Organotin(IV) Complexes Derived From a Novel Schiff Base: Synthesis, Characterization, Antioxidant, ADME Profiling, and In Vitro Biological Evaluation","authors":"Kashif Abbas, Ayesha Zahid, Bushra Parveen, Iqra Amin, Shabbir Hussain, Faiz Ahmed, Khurram Shahzad Munawar","doi":"10.1002/aoc.7761","DOIUrl":"https://doi.org/10.1002/aoc.7761","url":null,"abstract":"<div>\u0000 \u0000 <p>Six organotin(IV) complexes (<b>1–6</b>) were synthesized, following the general formulas as R<sub>2</sub>Sn(L)Cl and R<sub>3</sub>Sn(L), have been reported. In these complexes, L represents a Schiff base prepared by the reaction of phenylhydrazine with 5-bromo-2-hydroxybenzaldehyde, and R = Me, <i>n</i>-Bu, Ph. Various analytical techniques were employed to characterize and determine the structure of the newly synthesized compounds. The techniques, including the elemental analysis, molar conductivity measurements, UV–visible, FT-IR, NMR spectroscopy, and mass spectrometry. Spectroscopic analysis suggested that the ligand (4-bromo-2-[(2-phenylhydrazinylidene)meth-yl]phenol) (HL) coordinates with the tin (Sn) metal through its phenolic oxygen (O) and azomethine nitrogen (N) atoms. Molar conductivity measurements indicated that all the synthesized compounds are nonelectrolytes. The percent CHN analysis data also corroborates the spectroscopic results. UV–Vis spectra revealed the mode of transitions of electrons due to the π–π* transitions, n–π* transitions, and transitions involving charge transfer from the ligand to the metal, which occurred in recently developed ligand and organotin (IV) complexes. The emergence of additional bands in the FT-IR spectra of complexes (<b>1–6</b>), attributed to ν(Sn–O) and ν(Sn–N), which were absent in the precursor, offers further proof for the synthesis of these complexes. NMR spectral studies give information about the nature and number of all protons having the same or different chemical environment in the structure of all the compounds being reported in this study. The potential to be used as bioactive compounds in the future was assessed by performing the biological activities (antimicrobial and antioxidant) of these synthesized compounds and the DPPH free radical method for the antioxidant potential of these compounds. Based on these assessments, it can be concluded that the ligand's efficiency improves upon complexation, primarily due to the type and quantity of alkyl groups attached to the [Sn] metal atom. ADME and studies were conducted to forecast the biological effectiveness of the ligand and its metal complexes. Among these, the ligand and complexes <b>1</b> and <b>4</b> are prioritized for docking with <i>Aspergillus flavus</i>, <i>Bacillus subtilis</i>, and <i>Escherichia coli</i>. The complexes <b>1</b> and <b>4</b> were found biologically more effective towards different microbes. The Antioxidant activity of the test complexes follows this trend: Methyltin(IV) complexes exhibit the lowest activity, whereas butyltin(IV) and phenyl(IV) complexes exhibit higher levels of activity, with phenyltin(IV) showing the most significant activity.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142868892","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Red-Emitting Pyrazole Azo Hydrazone and Its Metal Complexes for Photophysical Probing, Latent Fingerprints, Anti-counterfeiting, and Biological Studies","authors":"Chethan Krishnamurthy, Jathi Keshavayya","doi":"10.1002/aoc.7762","DOIUrl":"https://doi.org/10.1002/aoc.7762","url":null,"abstract":"<div>\u0000 \u0000 <p>The present paper discusses the synthesis of unprecedented red-emitting mono-azo compound pyrazole azo fluorescent tag (PAFT) by a diazotization method, followed by an electrophilic substitution reaction. Further, the metal complex of PAFT is also prepared by refluxing the ethanolic solution of the ligand with the corresponding metal (RuCl<sub>3</sub> and C<sub>4</sub>H<sub>6</sub>CuO<sub>4</sub>.H<sub>2</sub>O) salts under suitable experimental conditions. The synthesized fluorophore PAFT displays intense fluorescence in the aggregate state and has excellent qualities, including high purity, low cost, eco-friendliness, and good photostability. These unique characteristics of PAFT led to the development of new fluorescence-based technology for the in situ viewing of latent fingerprints. Various spectroscopic and analytical techniques are used to confirm the structural characteristics of the synthesized compounds, including UV–Vis, FT-IR, (<sup>1</sup>H) NMR, HRMS, TGA, VSM, ESR, and powder XRD methods. The potency of the antibacterial activity of the compounds was evaluated. The results revealed that compound PAFT and [Ru(PAFT)Cl<sub>3</sub>] H<sub>2</sub>O showed excellent sensitivity at 0.8 μL/mL against the Gram-positive bacteria <i>Staphylococcus aureus</i>.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142868942","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Nadezhda V. Vchislo, Sergey N. Adamovich, Victoria G. Fedoseeva, Elizaveta N. Oborina, Igor B. Rozentsveig, Francis Verpoort
{"title":"Schiff Base of 3-Aminopropylalkoxysilanes and 3-Aminopropylsilatranes: Importance of Investigations and the Potential Applications","authors":"Nadezhda V. Vchislo, Sergey N. Adamovich, Victoria G. Fedoseeva, Elizaveta N. Oborina, Igor B. Rozentsveig, Francis Verpoort","doi":"10.1002/aoc.7714","DOIUrl":"https://doi.org/10.1002/aoc.7714","url":null,"abstract":"<div>\u0000 \u0000 <p>The escalating fascination with Schiff bases stems from their versatile applications in medicine, pharmacology, biology, fine organic synthesis, and industrial processes. This minireview seeks to provide an in-depth exploration of the synthesis of Schiff bases, specifically focusing on their derivation from 3-aminopropylalkoxysilanes or 3-aminopropylsilatranes. Additionally, the review delves into the utilization of Schiff bases in crafting metal complexes, unraveling their practical significance in various domains. Spanning from 1995 to 2024, this review is aimed at encapsulating the evolution of knowledge and advancements in the chemistry of Schiff bases during this period.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"38 12","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142595681","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yali Wang, Boxin Yao, Bin Xie, Yi He, Chuan Lai, Mengnan Liu, Jianshen Feng, Wenyu Mou, Zhixi Zheng
{"title":"Tartrate-Anchored Tetranuclear Titanium-Oxo Clusters Functionalized by Chromophore Ligands Exhibiting Photoelectric Response and Photodegradation Performances of Methylene Blue","authors":"Yali Wang, Boxin Yao, Bin Xie, Yi He, Chuan Lai, Mengnan Liu, Jianshen Feng, Wenyu Mou, Zhixi Zheng","doi":"10.1002/aoc.7765","DOIUrl":"https://doi.org/10.1002/aoc.7765","url":null,"abstract":"<div>\u0000 \u0000 <p>In recent years, researchers have devoted considerable effort to the study of high crystalline titanium-oxo clusters (TOCs), because TOCs are considered to be the molecular analogs of TiO<sub>2</sub> nanoparticles and have the potential to be utilized as effective cleaning and catalytic materials. Two new tartrate-anchored tetranuclear TOCs functionalized with chromophore ligand of <i>p</i>-nitrobenzoate (NB)/<i>p-</i>toluenesulfonate (TS), namely, [Ti<sub>4</sub>(TA)(NB)<sub>2</sub>(O<sup>i</sup>Pr)<sub>10</sub>] (<b>1</b>, H<sub>4</sub>TA = tartaric acid) and [Ti<sub>4</sub>(TA)(TS)<sub>2</sub>(O<sup>i</sup>Pr)<sub>10</sub>] (<b>2</b>), were synthesized and their structures were characterized by various methods. The molecular structure analyses indicated that <b>1</b> and <b>2</b> are all tetranuclear {Ti<sub>4</sub>} TOCs, in which tartrate appears as a hexadentate <i>μ</i><sub>4</sub>-bridging ligand while <i>p</i>-nitrobenzoate/<i>p-</i>toluenesulfonate acts as a bidentate <i>μ</i><sub>2</sub>-bridging ligand. TOCs <b>1</b> and <b>2</b> are of good thermal and solvent stability. Furthermore, their photocurrent responses and photocatalytic degradation activities towards methylene blue (MB) were also investigated. In the presence of H<sub>2</sub>O<sub>2</sub>, the photocatalytic degradation efficiencies of MB by <b>1</b> and <b>2</b> are about 84.43% and 71.00%, respectively, at room temperature under visible light irradiation for 60 min. These findings shed light on designing efficient polycarboxylate-based TOCs photocatalysts.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142869026","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Changsu Ha, Jong Hyeok Lee, Ekaterina Sokolova, Kihyuk Sung, Hye-Young Jang
{"title":"Exploring Cu(triNHC) as a Bifunctional Catalyst for Carbonate Synthesis From CO2 and Epoxy Amines/Sulfides/Ethers","authors":"Changsu Ha, Jong Hyeok Lee, Ekaterina Sokolova, Kihyuk Sung, Hye-Young Jang","doi":"10.1002/aoc.7771","DOIUrl":"https://doi.org/10.1002/aoc.7771","url":null,"abstract":"<div>\u0000 \u0000 <p>This study highlights the synergistic interplay between a Lewis acidic copper ion and a dissociated ligand from Cu(triNHC) complexes in the synthesis of cyclic carbonates from CO<sub>2</sub> and epoxy compounds. The reactions were found to proceed efficiently under Cu(triNHC)-catalyzed conditions, yielding significant quantities of cyclic carbonates across various epoxy substrates encompassing amine, sulfide, and ether functionalities. Stereochemical analyses underscore a pronounced propensity for retaining the stereochemistry of epoxy compounds in the resultant carbonates. This suggests a mechanism involving double inversion of stereochemistry during the reaction, which comprises catalyst-mediated epoxide ring opening, subsequent CO<sub>2</sub> addition, and carbonate ring closing. These findings align with established mechanisms for CO<sub>2</sub> fixation reactions, shedding light on the intricate pathways underlying this catalytic process.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142869027","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Veronika Kovač, Tea Lukačević, Dijana Jadreško, Jasna Mrvčić, Damir Stanzer, Karla Hanousek-Čiča, Teuta Murati, Marina Miletić, Ivana Kmetič
{"title":"Novel Ferrocene-Containing Pyrazole Analogs of Curcumin: Synthesis, Characterization, Antioxidant Activity, Cyclic Voltammetry, and In Vitro Biological Evaluation","authors":"Veronika Kovač, Tea Lukačević, Dijana Jadreško, Jasna Mrvčić, Damir Stanzer, Karla Hanousek-Čiča, Teuta Murati, Marina Miletić, Ivana Kmetič","doi":"10.1002/aoc.7753","DOIUrl":"10.1002/aoc.7753","url":null,"abstract":"<div>\u0000 \u0000 <p>Structural modification is an advanced strategy to improve the biological activity of selected compounds and is effectively used to overcome the adverse properties of phytochemicals (e.g., curcumin), such as poor bioavailability and solubility, which limit their clinical use. Considering the fact that ferrocene is a very good candidate for organometallic derivatization of natural products, we have synthesized six new ferrocenylpyrazole analogs of curcumin <b>8–13</b>. The new compounds were characterized by FT-IR, <sup>1</sup>H, and <sup>13</sup>C NMR spectroscopy and mass spectrometry (ESI-MS, HRMS), and their antioxidant and electrochemical properties as well as their biological activity were investigated. The best antioxidant activity evaluated with the DPPH assay was shown by compound <b>13</b>, but it was lower than the activity achieved by curcumin. The prepared compounds showed no activity against the Gram-positive and Gram-negative bacteria tested, but the pyrazoles <b>8</b>, <b>10</b>, and <b>11</b> and the β-diketone precursors <b>5</b>, <b>6</b>, and <b>7</b> caused weaker inhibition of the growth of the yeast <i>Candida utilis</i> compared to nystatin. The higher antiproliferative activity in tumorous Hepa 1–6, HeLa, and MCF-7 cells compared to normal HaCaT and CHO-K1 cells was achieved by <b>10</b>, <b>12</b>, and <b>13</b>. Compound <b>12</b> showed the strongest inhibitory effect in HeLa cells with an IC<sub>50</sub> value of 25.20 μM, while the proliferation of normal cells was significantly less affected. In view of the higher selectivity index, compounds <b>10</b> and <b>12</b> could be considered for further research in the sense of therapeutic use in neoplasms of reproductive tissue.</p>\u0000 </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7,"publicationDate":"2024-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142258741","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}