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Conjugating Daunorubicin and Doxorubicin to GTP by Formaldehyde to Overcome Drug Resistance.通过甲醛将柔红霉素和阿霉素与鸟苷三磷酸结合以克服耐药性。
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α-Mangostin and Apigenin Induced Cell Cycle Arrest and Programmed Cell Death in SKOV-3 Ovarian Cancer Cells.α-山竹黄酮和芹菜素诱导SKOV-3卵巢癌细胞的细胞周期阻滞和程序性细胞死亡。
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Mol Pharm. 2014 Nov 3;11(11):4164-78. doi: 10.1021/mp500389v. Epub 2014 Sep 29.
7
Overcoming doxorubicin-resistance in the NCI/ADR-RES model cancer cell line by novel anthracene-9,10-dione derivatives.通过新型蒽醌-9,10-二酮衍生物克服 NCI/ADR-RES 模型癌细胞系的多柔比星耐药性。
Bioorg Med Chem Lett. 2013 Nov 15;23(22):6156-60. doi: 10.1016/j.bmcl.2013.09.004. Epub 2013 Sep 8.
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Topotecan and doxorubicin combination to treat recurrent ovarian cancer: the influence of drug exposure time and delivery systems to achieve optimum therapeutic activity.拓扑替康和多柔比星联合治疗复发性卵巢癌：药物暴露时间和给药系统对实现最佳治疗活性的影响。
Clin Cancer Res. 2013 Feb 15;19(4):865-77. doi: 10.1158/1078-0432.CCR-12-2459. Epub 2013 Jan 9.
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Loperamide, an FDA-approved antidiarrhea drug, effectively reverses the resistance of multidrug resistant MCF-7/MDR1 human breast cancer cells to doxorubicin-induced cytotoxicity.洛哌丁胺，一种美国食品药品监督管理局批准的抗腹泻药物，能有效逆转多药耐药 MCF-7/MDR1 人乳腺癌细胞对阿霉素诱导的细胞毒性的耐药性。
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Distribution and accumulation of liposomal form of doxorubicin in breast cancer cells of MCF-7 line.阿霉素脂质体形式在MCF-7系乳腺癌细胞中的分布与蓄积
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通过甲醛将柔红霉素和阿霉素与鸟苷三磷酸结合以克服耐药性。

Conjugating Daunorubicin and Doxorubicin to GTP by Formaldehyde to Overcome Drug Resistance.

作者信息

Su Linjia, Rezaei Sepideh, Mejia German, Pandey Popular, Dit Fouque Kevin Jeanne, Fernandez-Lima Francisco, McGoron Anthony, He Jin, Leng Fenfei

机构信息

Biomolecular Sciences Institute, Florida International University, 11200 SW 8th Street, Miami, FL 33199, USA.

Department of Chemistry and Biochemistry, Florida International University, 11200 SW 8th Street, Miami, FL 33199, USA.

出版信息

ChemMedChem. 2024 Dec 2;19(23):e202300481. doi: 10.1002/cmdc.202300481. Epub 2024 Oct 8.

DOI:10.1002/cmdc.202300481
PMID:39136598
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11620955/
Abstract

Daunorubicin and doxorubicin are among the most potent anti-cancer drugs and bind to DNA through intercalation. In this paper, we demonstrate that formaldehyde can efficiently and specifically conjugate daunorubicin and doxorubicin to GTP, resulting in the formation of daunorubicin-GTP-1 and doxorubicin-GTP-1 conjugates. The linkage occurs between the 2-NH of guanine and the 3'-NH of daunosamine. We characterized these daunorubicin/doxorubicin-GTP conjugates using various methods, including UV-Vis, fluorescence, CD, FT-IR, and mass spectrometry. Our results also indicate that these daunorubicin/doxorubicin-GTP conjugates bind to DNA via intercalation. Furthermore, we observed rapid accumulation of these conjugates in human cancer cells and observed cytotoxic effects in both doxorubicin-sensitive SK-OV-3 and doxorubicin-resistant NCI/ADR-RES cells, suggesting that these daunorubicin and doxorubicin derivatives can overcome doxorubicin resistance.

摘要

柔红霉素和阿霉素是最有效的抗癌药物之一，它们通过嵌入作用与DNA结合。在本文中，我们证明甲醛能够高效且特异性地将柔红霉素和阿霉素与鸟苷三磷酸（GTP）偶联，从而形成柔红霉素 - GTP - 1和阿霉素 - GTP - 1偶联物。这种连接发生在鸟嘌呤的2 - NH与柔红糖胺的3'- NH之间。我们使用多种方法对这些柔红霉素/阿霉素 - GTP偶联物进行了表征，包括紫外 - 可见光谱、荧光光谱、圆二色光谱、傅里叶变换红外光谱和质谱。我们的结果还表明，这些柔红霉素/阿霉素 - GTP偶联物通过嵌入作用与DNA结合。此外，我们观察到这些偶联物在人癌细胞中快速积累，并在阿霉素敏感的SK - OV - 3细胞和阿霉素耐药的NCI/ADR - RES细胞中均观察到细胞毒性作用，这表明这些柔红霉素和阿霉素衍生物能够克服阿霉素耐药性。