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新型儿茶酚肼基噻唑衍生物在视网膜退行性病变过程中作为潜在保护剂的抗氧化活性和细胞毒性评估

Antioxidant Activity and Cytotoxicity Evaluation of New Catechol Hydrazinyl-Thiazole Derivatives as Potential Protectors in Retinal Degenerative Processes.

作者信息

Antemie Răzvan-Geo, Marc Gabriel, Pele Raluca, Fizeșan Ionel, Creștin Ionuț-Valentin, Borlan Raluca, Theodosis-Nobelos Panagiotis, Rekka Eleni A, Oniga Ovidiu, Crișan Ovidiu, Pîrnău Adrian, Vlase Laurian, Clichici Simona Valeria

机构信息

Department of Physiology, Faculty of Medicine, "Iuliu Haţieganu" University of Medicine and Pharmacy, 400006 Cluj-Napoca, Romania.

Department of Organic Chemistry, "Iuliu Hațieganu" University of Medicine and Pharmacy, 41 Victor Babeș Street, 400012 Cluj-Napoca, Romania.

出版信息

Antioxidants (Basel). 2025 May 28;14(6):646. doi: 10.3390/antiox14060646.


DOI:10.3390/antiox14060646
PMID:40563282
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12189671/
Abstract

Retinal degenerative processes such as age-related macular degeneration are at the center of many ongoing research studies, as their impact on the general population is significant, with severe visual impairment and even irreversible vision loss if left untreated. Currently, there are few efficient treatments available to stop or limit its progression. In the present paper, a molecular hybridization approach was employed to develop novel compounds that address this issue. By adding either 2-butenal or a β-ionone-derived residue to the hydrazone-catechol-thiazole scaffold, two compounds were designed and synthesized: and . After being characterized by mass spectrometry and nuclear magnetic resonance, and proving potent antioxidant activity in the in vitro assays, the cytotoxicity evaluation using the ARPE-19, BJ, and A549 cell lines revealed a surprisingly low-dose effect of and the unexpected cytotoxic activity of , despite its β-ionone moiety, known for its significant therapeutic properties.

摘要

视网膜退行性病变,如年龄相关性黄斑变性,是许多正在进行的研究的核心,因为它们对普通人群的影响很大,如果不治疗,会导致严重的视力损害甚至不可逆转的视力丧失。目前,几乎没有有效的治疗方法来阻止或限制其进展。在本文中,采用分子杂交方法开发了解决这一问题的新型化合物。通过在腙-儿茶酚-噻唑支架上添加2-丁烯醛或β-紫罗兰酮衍生的残基,设计并合成了两种化合物: 和 。在通过质谱和核磁共振进行表征,并在体外试验中证明具有强大的抗氧化活性后,使用ARPE-19、BJ和A549细胞系进行的细胞毒性评估显示, 具有令人惊讶的低剂量效应,而 尽管含有以显著治疗特性而闻名的β-紫罗兰酮部分,但却具有意想不到的细胞毒性活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/b65baefc062a/antioxidants-14-00646-g010a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/aa84fa915d90/antioxidants-14-00646-g001a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/0857e29551d1/antioxidants-14-00646-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/3aa72930f4b2/antioxidants-14-00646-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/b2a486ad7092/antioxidants-14-00646-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/0d7110d402d1/antioxidants-14-00646-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/d0994965c0de/antioxidants-14-00646-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/a6b4180fd680/antioxidants-14-00646-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/97c255efbafa/antioxidants-14-00646-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/af506a430255/antioxidants-14-00646-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/b65baefc062a/antioxidants-14-00646-g010a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/aa84fa915d90/antioxidants-14-00646-g001a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/0857e29551d1/antioxidants-14-00646-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/3aa72930f4b2/antioxidants-14-00646-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/b2a486ad7092/antioxidants-14-00646-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/0d7110d402d1/antioxidants-14-00646-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/d0994965c0de/antioxidants-14-00646-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/a6b4180fd680/antioxidants-14-00646-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/97c255efbafa/antioxidants-14-00646-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/af506a430255/antioxidants-14-00646-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4a91/12189671/b65baefc062a/antioxidants-14-00646-g010a.jpg

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[3]
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[4]
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[6]
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