Synthesis of novel water-soluble cobalt phthalocyanine decorated with biologically active sodium 2-mercaptoethanesulfonate: Potential anticancer agent

IF 4 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure Pub Date : 2025-05-15 DOI:10.1016/j.molstruc.2025.142693

Armağan Günsel , Hilal Günsel , Ahmet T. Bilgiçli , M. Nilüfer Yarasir , Busra Ergin , Zeynep Celik , Hatice Gumushan Aktas

{"title":"Synthesis of novel water-soluble cobalt phthalocyanine decorated with biologically active sodium 2-mercaptoethanesulfonate: Potential anticancer agent","authors":"Armağan Günsel , Hilal Günsel , Ahmet T. Bilgiçli , M. Nilüfer Yarasir , Busra Ergin , Zeynep Celik , Hatice Gumushan Aktas","doi":"10.1016/j.molstruc.2025.142693","DOIUrl":null,"url":null,"abstract":"<div><div>In this work, we have reported on the synthesis, characterization, and biological activity of peripherally tetra-substituted water-soluble cobalt phthalocyanine (CoPc) compound <strong>(2)</strong> designed with MESNA (sodium 2-mercaptoethanesulfonate) molecules, which are known to be biologically important. The related compound <strong>(2)</strong> was characterized by Ultraviolet–visible spectroscopy (UV–Vis), Fourier-transform infrared spectroscopy (FT-IR) and MALDI coupled to time-of-flight mass spectrometry (MALDI-TOF MS), Scanning Electron Microscopy (SEM), Energy dispersive X-ray spectroscopy (EDS). The physicochemical properties and drug-likeness parameters of the compound <strong>(2)</strong> were determined <em>in silico</em>. Molecular docking studies revealed strong interactions between the CoPc compound <strong>(2)</strong> and cancer-related proteins such as KRAS, TNFR1, ER beta, and p53, suggesting anticancer potential. In vitro cytotoxicity tests demonstrated that CoPc <strong>(2)</strong> exhibited significant activity against pancreatic (PANC-1) and breast (MCF-7) cancer cell lines. These results highlight the promise of CoPc <strong>(2)</strong> as a candidate for further investigation as an anticancer agent, particularly for pancreatic and estrogen receptor-positive breast cancers.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1341 ","pages":"Article 142693"},"PeriodicalIF":4.0000,"publicationDate":"2025-05-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Molecular Structure","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022286025013699","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}

引用次数: 0

Abstract

In this work, we have reported on the synthesis, characterization, and biological activity of peripherally tetra-substituted water-soluble cobalt phthalocyanine (CoPc) compound (2) designed with MESNA (sodium 2-mercaptoethanesulfonate) molecules, which are known to be biologically important. The related compound (2) was characterized by Ultraviolet–visible spectroscopy (UV–Vis), Fourier-transform infrared spectroscopy (FT-IR) and MALDI coupled to time-of-flight mass spectrometry (MALDI-TOF MS), Scanning Electron Microscopy (SEM), Energy dispersive X-ray spectroscopy (EDS). The physicochemical properties and drug-likeness parameters of the compound (2) were determined in silico. Molecular docking studies revealed strong interactions between the CoPc compound (2) and cancer-related proteins such as KRAS, TNFR1, ER beta, and p53, suggesting anticancer potential. In vitro cytotoxicity tests demonstrated that CoPc (2) exhibited significant activity against pancreatic (PANC-1) and breast (MCF-7) cancer cell lines. These results highlight the promise of CoPc (2) as a candidate for further investigation as an anticancer agent, particularly for pancreatic and estrogen receptor-positive breast cancers.

查看原文本刊更多论文

具有生物活性的2-巯基乙磺酸钠修饰的新型水溶性酞菁钴的合成：潜在抗癌剂

在这项工作中，我们报道了用MESNA（2 -巯基乙磺酸钠）分子设计的外周四取代水溶性酞菁钴（CoPc）化合物(2)的合成、表征和生物活性，这是已知的重要生物学分子。通过紫外可见光谱（UV-Vis）、傅里叶变换红外光谱（FT-IR）和MALDI耦合飞行时间质谱（MALDI- tof MS）、扫描电镜（SEM）、x射线能谱（EDS）对化合物(2)进行了表征。用硅片测定了化合物(2)的理化性质和药物相似参数。分子对接研究显示，CoPc化合物(2)与癌症相关蛋白（如KRAS、TNFR1、ER β和p53）之间存在强相互作用，表明其具有抗癌潜力。体外细胞毒性试验表明，CoPc(2)对胰腺癌（PANC-1）和乳腺癌（MCF-7）细胞系表现出显著的活性。这些结果突出了CoPc(2)作为进一步研究的抗癌药物的前景，特别是对于胰腺癌和雌激素受体阳性的乳腺癌。

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

Journal of Molecular Structure 化学-物理化学

CiteScore

7.10

自引率

15.80%

发文量

2384

审稿时长

45 days

期刊介绍： The Journal of Molecular Structure is dedicated to the publication of full-length articles and review papers, providing important new structural information on all types of chemical species including: • Stable and unstable molecules in all types of environments (vapour, molecular beam, liquid, solution, liquid crystal, solid state, matrix-isolated, surface-absorbed etc.) • Chemical intermediates • Molecules in excited states • Biological molecules • Polymers. The methods used may include any combination of spectroscopic and non-spectroscopic techniques, for example: • Infrared spectroscopy (mid, far, near) • Raman spectroscopy and non-linear Raman methods (CARS, etc.) • Electronic absorption spectroscopy • Optical rotatory dispersion and circular dichroism • Fluorescence and phosphorescence techniques • Electron spectroscopies (PES, XPS), EXAFS, etc. • Microwave spectroscopy • Electron diffraction • NMR and ESR spectroscopies • Mössbauer spectroscopy • X-ray crystallography • Charge Density Analyses • Computational Studies (supplementing experimental methods) We encourage publications combining theoretical and experimental approaches. The structural insights gained by the studies should be correlated with the properties, activity and/ or reactivity of the molecule under investigation and the relevance of this molecule and its implications should be discussed.