吲哚偶联二氢苯并[c]菲菲啶的细胞毒、抗菌和硅基Pks13抑制性能。

IF 3.4 4区 医学 Q2 CHEMISTRY, MEDICINAL
ChemMedChem Pub Date : 2025-08-11 DOI:10.1002/cmdc.202500146
Reyna Martha Gallegos-Alvarado, Adriana Romo-Pérez, Luis Demetrio Miranda, María del Rayo Camacho-Corona, Alfonso Dueñas-González, Johannes Kirchmair, Abraham García
{"title":"吲哚偶联二氢苯并[c]菲菲啶的细胞毒、抗菌和硅基Pks13抑制性能。","authors":"Reyna Martha Gallegos-Alvarado,&nbsp;Adriana Romo-Pérez,&nbsp;Luis Demetrio Miranda,&nbsp;María del Rayo Camacho-Corona,&nbsp;Alfonso Dueñas-González,&nbsp;Johannes Kirchmair,&nbsp;Abraham García","doi":"10.1002/cmdc.202500146","DOIUrl":null,"url":null,"abstract":"<p>The indoles and benzo[c]phenanthridines have attracted much interest as potential anticancer and antibacterial agents. Herein, the synthesis and bioactivity of new and known indole-coupled dihydrobenzo[c]phenanthridines are reported. Among the investigated compounds, <b>2j</b> displays potent and selective activity against drug-resistant <i>Staphylococcus aureus</i>, <i>S. epidermidis</i>, and <i>Enterococcus faecium</i> strains. In addition, <b>1a-c</b> and <b>2a</b> specifically target the multidrug-resistant <i>Mycobacterium tuberculosis</i> G122, possibly by inhibiting the Pks13 enzyme, as deduced from the in silico analyses. Additionally, compound <b>1g</b> is more potent than cisplatin against MCF-7 (breast) and PC-3 (prostate) human cancer cell lines, whereas <b>2b</b> is found to be almost as active as cisplatin against PC-3 and SW-480 (colorectal) cell lines. Compounds <b>1a</b> and <b>1g</b> display remarkable selectivity index values, thus being promising antibacterial and anticancer hits.</p>","PeriodicalId":147,"journal":{"name":"ChemMedChem","volume":"20 17","pages":""},"PeriodicalIF":3.4000,"publicationDate":"2025-08-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cytotoxic, Antibacterial, and in Silico Pks13 Inhibitory Properties of Indole-Coupled Dihydrobenzo[c]phenanthridines\",\"authors\":\"Reyna Martha Gallegos-Alvarado,&nbsp;Adriana Romo-Pérez,&nbsp;Luis Demetrio Miranda,&nbsp;María del Rayo Camacho-Corona,&nbsp;Alfonso Dueñas-González,&nbsp;Johannes Kirchmair,&nbsp;Abraham García\",\"doi\":\"10.1002/cmdc.202500146\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>The indoles and benzo[c]phenanthridines have attracted much interest as potential anticancer and antibacterial agents. Herein, the synthesis and bioactivity of new and known indole-coupled dihydrobenzo[c]phenanthridines are reported. Among the investigated compounds, <b>2j</b> displays potent and selective activity against drug-resistant <i>Staphylococcus aureus</i>, <i>S. epidermidis</i>, and <i>Enterococcus faecium</i> strains. In addition, <b>1a-c</b> and <b>2a</b> specifically target the multidrug-resistant <i>Mycobacterium tuberculosis</i> G122, possibly by inhibiting the Pks13 enzyme, as deduced from the in silico analyses. Additionally, compound <b>1g</b> is more potent than cisplatin against MCF-7 (breast) and PC-3 (prostate) human cancer cell lines, whereas <b>2b</b> is found to be almost as active as cisplatin against PC-3 and SW-480 (colorectal) cell lines. Compounds <b>1a</b> and <b>1g</b> display remarkable selectivity index values, thus being promising antibacterial and anticancer hits.</p>\",\"PeriodicalId\":147,\"journal\":{\"name\":\"ChemMedChem\",\"volume\":\"20 17\",\"pages\":\"\"},\"PeriodicalIF\":3.4000,\"publicationDate\":\"2025-08-11\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ChemMedChem\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cmdc.202500146\",\"RegionNum\":4,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ChemMedChem","FirstCategoryId":"3","ListUrlMain":"https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cmdc.202500146","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0

摘要

吲哚和苯并菲菲啶作为潜在的抗癌和抗菌剂引起了人们的极大兴趣。本文报道了新的和已知的吲哚偶联二氢苯并[c]菲的合成及其生物活性。在所研究的化合物中,2j对耐药金黄色葡萄球菌、表皮葡萄球菌和屎肠球菌表现出有效的选择性活性。此外,根据计算机分析推断,1a-c和2a可能通过抑制Pks13酶特异性靶向耐多药结核分枝杆菌G122。此外,化合物1g对MCF-7(乳腺)和PC-3(前列腺)人癌细胞系的作用比顺铂更有效,而化合物2b对PC-3和SW-480(结肠)细胞系的作用几乎与顺铂一样有效。化合物1a和1g表现出显著的选择性指数值,具有良好的抗菌和抗癌作用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Cytotoxic, Antibacterial, and in Silico Pks13 Inhibitory Properties of Indole-Coupled Dihydrobenzo[c]phenanthridines

Cytotoxic, Antibacterial, and in Silico Pks13 Inhibitory Properties of Indole-Coupled Dihydrobenzo[c]phenanthridines

Cytotoxic, Antibacterial, and in Silico Pks13 Inhibitory Properties of Indole-Coupled Dihydrobenzo[c]phenanthridines

Cytotoxic, Antibacterial, and in Silico Pks13 Inhibitory Properties of Indole-Coupled Dihydrobenzo[c]phenanthridines

The indoles and benzo[c]phenanthridines have attracted much interest as potential anticancer and antibacterial agents. Herein, the synthesis and bioactivity of new and known indole-coupled dihydrobenzo[c]phenanthridines are reported. Among the investigated compounds, 2j displays potent and selective activity against drug-resistant Staphylococcus aureus, S. epidermidis, and Enterococcus faecium strains. In addition, 1a-c and 2a specifically target the multidrug-resistant Mycobacterium tuberculosis G122, possibly by inhibiting the Pks13 enzyme, as deduced from the in silico analyses. Additionally, compound 1g is more potent than cisplatin against MCF-7 (breast) and PC-3 (prostate) human cancer cell lines, whereas 2b is found to be almost as active as cisplatin against PC-3 and SW-480 (colorectal) cell lines. Compounds 1a and 1g display remarkable selectivity index values, thus being promising antibacterial and anticancer hits.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
ChemMedChem
ChemMedChem 医学-药学
CiteScore
6.70
自引率
2.90%
发文量
280
审稿时长
1 months
期刊介绍: Quality research. Outstanding publications. With an impact factor of 3.124 (2019), ChemMedChem is a top journal for research at the interface of chemistry, biology and medicine. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. ChemMedChem publishes primary as well as critical secondary and tertiary information from authors across and for the world. Its mission is to integrate the wide and flourishing field of medicinal and pharmaceutical sciences, ranging from drug design and discovery to drug development and delivery, from molecular modeling to combinatorial chemistry, from target validation to lead generation and ADMET studies. ChemMedChem typically covers topics on small molecules, therapeutic macromolecules, peptides, peptidomimetics, and aptamers, protein-drug conjugates, nucleic acid therapies, and beginning 2017, nanomedicine, particularly 1) targeted nanodelivery, 2) theranostic nanoparticles, and 3) nanodrugs. Contents ChemMedChem publishes an attractive mixture of: Full Papers and Communications Reviews and Minireviews Patent Reviews Highlights and Concepts Book and Multimedia Reviews.
×
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:604180095
Book学术官方微信