D A Burmistrova, N P Pomortseva, N T Berberova, N R Almyasheva, M A Kiskin, A I Poddel'sky, A S Vashurin, I V Smolyaninov
{"title":"有机锡(IV)羧酸酯-贝沙罗汀衍生物:合成、表征、抗/促氧化活性和高细胞毒性。","authors":"D A Burmistrova, N P Pomortseva, N T Berberova, N R Almyasheva, M A Kiskin, A I Poddel'sky, A S Vashurin, I V Smolyaninov","doi":"10.1007/s00775-025-02117-w","DOIUrl":null,"url":null,"abstract":"<p><p>New organotin(IV) mono- and bis-carboxylate complexes derivatives of Bexarotene (bex), viz. R<sub>3</sub>Sn(bex) (where R = Ph (1); Cy (2); nBu (3)), and R<sub>2</sub>Sn(bex)<sub>2</sub> (where R = Et (4), tBu (5), Ph (6)) were synthesized. Compounds were fully characterized using spectroscopic techniques. The molecular structure for the Ph<sub>3</sub>Sn(bex) (1) in crystalline form was established by single-crystal X-ray diffraction. Electrochemical properties of tin complexes and bexarotene were investigated by cyclic voltammetry. The target compounds are characterized by the high oxidation potentials in the mixture of aprotic solvents. The anti/prooxidant activity of the complexes and bexarotene in the lipid peroxidation process and in the reaction of the DNA oxidative damage was studied in vitro. Excellent cell growth inhibition against A549, HCT 116 and MCF-7 cancer cells was observed for triorganotin (IV) carboxylates with IC<sub>50</sub> values mostly under the submicromolar concentration range and there are more effective than bexarotene or cisplatin.</p>","PeriodicalId":603,"journal":{"name":"Journal of Biological Inorganic Chemistry","volume":" ","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Organotin(IV) carboxylates-derivatives of bexarotene: synthesis, characterization, anti/prooxidant activity, and high cytotoxicity.\",\"authors\":\"D A Burmistrova, N P Pomortseva, N T Berberova, N R Almyasheva, M A Kiskin, A I Poddel'sky, A S Vashurin, I V Smolyaninov\",\"doi\":\"10.1007/s00775-025-02117-w\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>New organotin(IV) mono- and bis-carboxylate complexes derivatives of Bexarotene (bex), viz. R<sub>3</sub>Sn(bex) (where R = Ph (1); Cy (2); nBu (3)), and R<sub>2</sub>Sn(bex)<sub>2</sub> (where R = Et (4), tBu (5), Ph (6)) were synthesized. Compounds were fully characterized using spectroscopic techniques. The molecular structure for the Ph<sub>3</sub>Sn(bex) (1) in crystalline form was established by single-crystal X-ray diffraction. Electrochemical properties of tin complexes and bexarotene were investigated by cyclic voltammetry. The target compounds are characterized by the high oxidation potentials in the mixture of aprotic solvents. The anti/prooxidant activity of the complexes and bexarotene in the lipid peroxidation process and in the reaction of the DNA oxidative damage was studied in vitro. Excellent cell growth inhibition against A549, HCT 116 and MCF-7 cancer cells was observed for triorganotin (IV) carboxylates with IC<sub>50</sub> values mostly under the submicromolar concentration range and there are more effective than bexarotene or cisplatin.</p>\",\"PeriodicalId\":603,\"journal\":{\"name\":\"Journal of Biological Inorganic Chemistry\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-06-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Biological Inorganic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1007/s00775-025-02117-w\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Biological Inorganic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1007/s00775-025-02117-w","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Organotin(IV) carboxylates-derivatives of bexarotene: synthesis, characterization, anti/prooxidant activity, and high cytotoxicity.
New organotin(IV) mono- and bis-carboxylate complexes derivatives of Bexarotene (bex), viz. R3Sn(bex) (where R = Ph (1); Cy (2); nBu (3)), and R2Sn(bex)2 (where R = Et (4), tBu (5), Ph (6)) were synthesized. Compounds were fully characterized using spectroscopic techniques. The molecular structure for the Ph3Sn(bex) (1) in crystalline form was established by single-crystal X-ray diffraction. Electrochemical properties of tin complexes and bexarotene were investigated by cyclic voltammetry. The target compounds are characterized by the high oxidation potentials in the mixture of aprotic solvents. The anti/prooxidant activity of the complexes and bexarotene in the lipid peroxidation process and in the reaction of the DNA oxidative damage was studied in vitro. Excellent cell growth inhibition against A549, HCT 116 and MCF-7 cancer cells was observed for triorganotin (IV) carboxylates with IC50 values mostly under the submicromolar concentration range and there are more effective than bexarotene or cisplatin.
期刊介绍:
Biological inorganic chemistry is a growing field of science that embraces the principles of biology and inorganic chemistry and impacts other fields ranging from medicine to the environment. JBIC (Journal of Biological Inorganic Chemistry) seeks to promote this field internationally. The Journal is primarily concerned with advances in understanding the role of metal ions within a biological matrix—be it a protein, DNA/RNA, or a cell, as well as appropriate model studies. Manuscripts describing high-quality original research on the above topics in English are invited for submission to this Journal. The Journal publishes original articles, minireviews, and commentaries on debated issues.