{"title":"一锅法合成3,3-二(吲哚基)吲哚-2-酮的新型生物mof UTSA-16 (Zn)催化剂的设计与合成:分子对接、抗菌及抗氧化评价","authors":"Akshay Gurav, Dipali Kuchekar, Lalit Bhosale, Prasad Swami, Prakash Chavan, Nisha Nerlekar, Padma Dandge, Praful Choudhari, Sneha Rochlani, Sandeep Sankpal, Shankar Hangirgekar","doi":"10.1002/aoc.70366","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>This study explored the catalytic potential of the bio-MOF UTSA-16 (Zn) for the synthesis of novel 3,3-di (indolyl)indolin-2-ones through one-pot reactions between isatins and indoles. The present approach involved water as an eco-friendly solvent, and the hydrothermally synthesized bio-MOF UTSA-16 (Zn) catalyst has been comprehensively characterized by using XRD, SEM, EDX, TG-DTA, FT-IR, and BET analytical techniques. The UTSA-16 (Zn) MOF exhibited catalytic efficiency toward the candidates for 3,3-di (indolyl)indolin-2-one, which were fully characterized using <sup>1</sup>H and <sup>13</sup>C NMR spectrometry. Furthermore, the catalyst demonstrated excellent reusability and stability, maintaining its catalytic performance across five successive cycles without significant loss of reactivity. Additionally, the in vitro antimicrobial activity of the synthesized 3,3-di (indolyl)indolin-2-one derivatives and reference drugs was evaluated against gram-negative and gram-positive bacteria, specifically <i>Escherichia coli</i> and <i>Staphylococcus aureus</i>. Compounds <b>3b</b> and <b>3e</b> consistently demonstrated the most potent antimicrobial activity against <i>E. coli</i> and <i>S. aureus</i>, showing zones of inhibition of 6–7 mm and 15 mm at a concentration of 100 μg/mL. The DPPH assay indicated that Compound <b>3e</b> exhibited the most significant antioxidant activity, with an IC<sub>50</sub> value of 52.34 ± 0.20 μg/mL, reflecting its high efficacy in scavenging DPPH radicals. Moreover, molecular docking studies were conducted on the synthesized compounds, aligning with the in vitro results and supported by a structural activity relationship study. This protocol highlights several key advantages, including green solvent, operational simplicity, short reaction times, reusability, high product yields, and availability of high surface area of the UTSA-16 (Zn) catalyst.</p>\n </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 9","pages":""},"PeriodicalIF":3.7000,"publicationDate":"2025-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Design and Synthesis of Novel Bio-MOF UTSA-16 (Zn) Catalyst for One-Pot Synthesis of 3,3-Di(indolyl)indolin-2-ones: Their Molecular Docking, Anti-Microbial, and Anti-Oxidant Evaluation\",\"authors\":\"Akshay Gurav, Dipali Kuchekar, Lalit Bhosale, Prasad Swami, Prakash Chavan, Nisha Nerlekar, Padma Dandge, Praful Choudhari, Sneha Rochlani, Sandeep Sankpal, Shankar Hangirgekar\",\"doi\":\"10.1002/aoc.70366\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div>\\n \\n <p>This study explored the catalytic potential of the bio-MOF UTSA-16 (Zn) for the synthesis of novel 3,3-di (indolyl)indolin-2-ones through one-pot reactions between isatins and indoles. The present approach involved water as an eco-friendly solvent, and the hydrothermally synthesized bio-MOF UTSA-16 (Zn) catalyst has been comprehensively characterized by using XRD, SEM, EDX, TG-DTA, FT-IR, and BET analytical techniques. The UTSA-16 (Zn) MOF exhibited catalytic efficiency toward the candidates for 3,3-di (indolyl)indolin-2-one, which were fully characterized using <sup>1</sup>H and <sup>13</sup>C NMR spectrometry. Furthermore, the catalyst demonstrated excellent reusability and stability, maintaining its catalytic performance across five successive cycles without significant loss of reactivity. Additionally, the in vitro antimicrobial activity of the synthesized 3,3-di (indolyl)indolin-2-one derivatives and reference drugs was evaluated against gram-negative and gram-positive bacteria, specifically <i>Escherichia coli</i> and <i>Staphylococcus aureus</i>. Compounds <b>3b</b> and <b>3e</b> consistently demonstrated the most potent antimicrobial activity against <i>E. coli</i> and <i>S. aureus</i>, showing zones of inhibition of 6–7 mm and 15 mm at a concentration of 100 μg/mL. The DPPH assay indicated that Compound <b>3e</b> exhibited the most significant antioxidant activity, with an IC<sub>50</sub> value of 52.34 ± 0.20 μg/mL, reflecting its high efficacy in scavenging DPPH radicals. Moreover, molecular docking studies were conducted on the synthesized compounds, aligning with the in vitro results and supported by a structural activity relationship study. This protocol highlights several key advantages, including green solvent, operational simplicity, short reaction times, reusability, high product yields, and availability of high surface area of the UTSA-16 (Zn) catalyst.</p>\\n </div>\",\"PeriodicalId\":8344,\"journal\":{\"name\":\"Applied Organometallic Chemistry\",\"volume\":\"39 9\",\"pages\":\"\"},\"PeriodicalIF\":3.7000,\"publicationDate\":\"2025-08-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Applied Organometallic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/aoc.70366\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Applied Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/aoc.70366","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
Design and Synthesis of Novel Bio-MOF UTSA-16 (Zn) Catalyst for One-Pot Synthesis of 3,3-Di(indolyl)indolin-2-ones: Their Molecular Docking, Anti-Microbial, and Anti-Oxidant Evaluation
This study explored the catalytic potential of the bio-MOF UTSA-16 (Zn) for the synthesis of novel 3,3-di (indolyl)indolin-2-ones through one-pot reactions between isatins and indoles. The present approach involved water as an eco-friendly solvent, and the hydrothermally synthesized bio-MOF UTSA-16 (Zn) catalyst has been comprehensively characterized by using XRD, SEM, EDX, TG-DTA, FT-IR, and BET analytical techniques. The UTSA-16 (Zn) MOF exhibited catalytic efficiency toward the candidates for 3,3-di (indolyl)indolin-2-one, which were fully characterized using 1H and 13C NMR spectrometry. Furthermore, the catalyst demonstrated excellent reusability and stability, maintaining its catalytic performance across five successive cycles without significant loss of reactivity. Additionally, the in vitro antimicrobial activity of the synthesized 3,3-di (indolyl)indolin-2-one derivatives and reference drugs was evaluated against gram-negative and gram-positive bacteria, specifically Escherichia coli and Staphylococcus aureus. Compounds 3b and 3e consistently demonstrated the most potent antimicrobial activity against E. coli and S. aureus, showing zones of inhibition of 6–7 mm and 15 mm at a concentration of 100 μg/mL. The DPPH assay indicated that Compound 3e exhibited the most significant antioxidant activity, with an IC50 value of 52.34 ± 0.20 μg/mL, reflecting its high efficacy in scavenging DPPH radicals. Moreover, molecular docking studies were conducted on the synthesized compounds, aligning with the in vitro results and supported by a structural activity relationship study. This protocol highlights several key advantages, including green solvent, operational simplicity, short reaction times, reusability, high product yields, and availability of high surface area of the UTSA-16 (Zn) catalyst.
期刊介绍:
All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.