Biological Synergy of Diorganotin (IV) Metal With Schiff Bases: Synthesis, Characterization, Antituberculosis, Antimicrobial, and Anti-Inflammatory Evaluation

IF 3.7 2区 化学 Q2 CHEMISTRY, APPLIED
Bharti Taxak, Jai Devi, Binesh Kumar, Ankit Boora
{"title":"Biological Synergy of Diorganotin (IV) Metal With Schiff Bases: Synthesis, Characterization, Antituberculosis, Antimicrobial, and Anti-Inflammatory Evaluation","authors":"Bharti Taxak,&nbsp;Jai Devi,&nbsp;Binesh Kumar,&nbsp;Ankit Boora","doi":"10.1002/aoc.7912","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>In the search for new therapeutic agents, a variety of diorganotin (IV) complexes were synthesized from Schiff base ligands (H<sub>2</sub>L<sup>1</sup>–H<sub>2</sub>L<sup>2</sup>) derived from 2-amino-4,6-dichloro-5-methylphenol and 5-nitrosalicylaldehyde/5-chlorosalicylaldehyde. Structural characterization was performed using various analytical and physical techniques. Spectroscopic data confirmed that the ligands coordinate to the diorganotin (IV) ion via O- and N-donor sites in an iminol configuration, indicating a pentacoordinated stereochemistry. TGA studies showed stability up to 120°C, and low conductance suggested nonelectrolytic nature. Bioactivity screening included the alamar blue assay for antituberculosis activity, serial dilutions for antimicrobial testing, and the bovine serum albumin technique for anti-inflammatory evaluation. Notably, Complex 6 [Ph<sub>2</sub>SnL<sup>1</sup>] displayed the highest efficacy against tuberculosis (MIC: 0.0102 ± 0.0017 μmol/mL) and inflammation (IC<sub>50</sub>:7.9437 ± 0.02 μM) dysfunctions, which is comparable to standard drugs. Moreover, the metal complexes, particularly Complexes 6 and 10, exhibited the most promising antimicrobial activity with 0.0051–0.0052 μmol/mL MIC values. The efficacy pattern was Ph<sub>2</sub>SnL<sup>1–2</sup> &gt; Bu<sub>2</sub>SnL<sup>1–2</sup> &gt; Et<sub>2</sub>SnL<sup>1–2</sup> &gt; Me<sub>2</sub>SnL<sup>1–2</sup>. Evaluation of the ADMET profile elucidated the low toxicity levels and drug likeness properties of these compounds, highlighting their potential as promising therapeutic agents.</p>\n </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7000,"publicationDate":"2024-12-10","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.7912","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0

Abstract

In the search for new therapeutic agents, a variety of diorganotin (IV) complexes were synthesized from Schiff base ligands (H2L1–H2L2) derived from 2-amino-4,6-dichloro-5-methylphenol and 5-nitrosalicylaldehyde/5-chlorosalicylaldehyde. Structural characterization was performed using various analytical and physical techniques. Spectroscopic data confirmed that the ligands coordinate to the diorganotin (IV) ion via O- and N-donor sites in an iminol configuration, indicating a pentacoordinated stereochemistry. TGA studies showed stability up to 120°C, and low conductance suggested nonelectrolytic nature. Bioactivity screening included the alamar blue assay for antituberculosis activity, serial dilutions for antimicrobial testing, and the bovine serum albumin technique for anti-inflammatory evaluation. Notably, Complex 6 [Ph2SnL1] displayed the highest efficacy against tuberculosis (MIC: 0.0102 ± 0.0017 μmol/mL) and inflammation (IC50:7.9437 ± 0.02 μM) dysfunctions, which is comparable to standard drugs. Moreover, the metal complexes, particularly Complexes 6 and 10, exhibited the most promising antimicrobial activity with 0.0051–0.0052 μmol/mL MIC values. The efficacy pattern was Ph2SnL1–2 > Bu2SnL1–2 > Et2SnL1–2 > Me2SnL1–2. Evaluation of the ADMET profile elucidated the low toxicity levels and drug likeness properties of these compounds, highlighting their potential as promising therapeutic agents.

Abstract Image

金属双有机锡与希夫碱的生物协同作用:合成、表征、抗结核、抗菌和抗炎评价
为了寻找新的治疗药物,以2-氨基-4,6-二氯-5-甲基苯酚和5-硝基水杨醛/5-氯水杨醛衍生的希夫碱配体(H2L1-H2L2)合成了多种双有机锡(IV)配合物。使用各种分析和物理技术进行结构表征。光谱数据证实,配体通过O-和n -给体位以亚胺构型与二有机锡(IV)离子配位,表明五配位立体化学。TGA研究表明,在120°C下稳定,低电导表明非电解性质。生物活性筛选包括抗结核活性的alamar蓝试验,抗菌试验的连续稀释和抗炎评价的牛血清白蛋白技术。值得注意的是,配合物6 [Ph2SnL1]对结核病(MIC: 0.0102±0.0017 μmol/mL)和炎症(IC50:7.9437±0.02 μmol/mL)功能障碍的疗效最高,与标准药物相当。配合物6和10的MIC值为0.0051 ~ 0.0052 μmol/mL,具有较好的抗菌活性。疗效模式为Ph2SnL1-2 >; Bu2SnL1-2 > Et2SnL1-2 > Me2SnL1-2。对ADMET谱的评估表明,这些化合物的低毒性水平和药物相似性,突出了它们作为有前途的治疗药物的潜力。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Applied Organometallic Chemistry
Applied Organometallic Chemistry 化学-无机化学与核化学
CiteScore
7.80
自引率
10.30%
发文量
408
审稿时长
2.2 months
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信