Synthesis and Antitumor Activity of Photosensitizer Eugenol Porphyrin Derivatives: A Combination Therapy of Chemotherapy and Photodynamic Therapy

IF 3.7 2区化学 Q2 CHEMISTRY, APPLIED

Applied Organometallic Chemistry Pub Date : 2024-09-14 DOI:10.1002/aoc.7759

Hui Li, Chen Tang, Zhenhua Liu, Zejie Tian, Lei Shi, Lingyan Yang, Jun He, Wenbin Ai, Xufeng He, Yunmei Liu

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Abstract

Photodynamic therapy (PDT) is a promising treatment for cancer. At present, the development of photosensitizers has become a hot spot for research at home and abroad. In this study, 20 porphyrin-butylphenol compounds were synthesized, and the structures of the target compounds were analyzed by means of ¹H NMR, IR, mass spectrometry, and other analytical methods. The quantum yield of the target compound as a photosensitizer for the production of singlet oxygen was determined by using a DPBF reactive oxygen probe (1,3-diphenylisobenzofuran). The anticancer activity of the synthesized target compounds was studied using HepG2 cells and A549 cells. The results of the singlet oxygen experiments showed that the Zn metal chelated compound had better singlet oxygen production than the free-base porphyrin. The cellular activity assays showed that the metal-chelated compounds exhibited better in vitro antitumor activity.

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光敏剂丁香酚卟啉衍生物的合成与抗肿瘤活性：化疗与光动力疗法的联合疗法

光动力疗法（PDT）是一种前景广阔的癌症治疗方法。目前，光敏剂的开发已成为国内外研究的热点。本研究合成了 20 个卟啉-丁基苯酚化合物，并通过 1H NMR、IR、质谱等分析方法分析了目标化合物的结构。利用 DPBF 活性氧探针（1,3-二苯基异苯并呋喃）测定了目标化合物作为光敏剂产生单线态氧的量子产率。使用 HepG2 细胞和 A549 细胞研究了合成的目标化合物的抗癌活性。单线态氧实验结果表明，锌金属螯合化合物比游离基卟啉产生的单线态氧更好。细胞活性实验表明，金属螯合化合物具有更好的体外抗肿瘤活性。

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来源期刊

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.