Photodegradation of Dacarbazine Catalyzed by Vitamin B₂ and Flavin Adenine Dinucleotide Under Visible-Light Irradiation.

IF 3.5 3区医学 Q2 CHEMISTRY, MULTIDISCIPLINARY Pharmaceutical Research Pub Date : 2024-12-01 Epub Date: 2024-12-18 DOI:10.1007/s11095-024-03802-2

Yuka Kimura, Mayuko Suga, Kayo Nakamura, Hidetsugu Tabata, Tetsuta Oshitari, Hideaki Natsugari, Hideyo Takahashi

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Abstract

Purpose: Drug photodegradation is a matter of great concern because it can result in potency loss and adverse side effects. This study examines the light-induced degradation of dacarbazine catalyzed by vitamin B₂ and flavin adenine dinucleotide (FAD) under light-emitting diode (LED) or fluorescent light irradiation.

Methods: Dacarbazine was irradiated with LED (405 nm) or fluorescent light in the presence of various equivalents of vitamin B₂ or FAD. The photodegradation of the drug in D₂O was monitored by ¹H nuclear magnetic resonance spectroscopy.

Results: Dacarbazine dissolved in D₂O decomposed in the presence of vitamin B₂ or FAD under irradiation with LED or fluorescent light. The decomposition products were 2-azahypoxanthine 2, which has previously been observed after light irradiation in the absence of vitamin B₂, and 1H-imidazole-5-carboxamide 6, a new product formed in the presence of vitamin B₂. Irradiation with LED light was more effective than irradiation with fluorescent light in degrading dacarbazine.

Conclusion: Vitamin B₂ and FAD induced dacarbazine photodegradation. Thus, the interfusion of vitamin B₂ or FAD under excessive light exposure should be avoided during the intravenous administration of dacarbazine.

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维生素B2和黄素腺嘌呤二核苷酸在可见光下催化达卡巴嗪的光降解。

目的：药物光降解是一个值得关注的问题，因为它可能导致效力损失和不良副作用。本文研究了维生素B2和黄素腺嘌呤二核苷酸（FAD）在发光二极管（LED）和荧光灯照射下对达卡巴嗪的光诱导降解。方法：用LED （405 nm）或荧光灯在不同当量的维生素B2或FAD存在下照射达卡巴嗪。1H核磁共振波谱法监测药物在D2O中的光降解。结果：在LED或荧光灯照射下，溶解于D2O中的达卡巴嗪在维生素B2或FAD存在下分解。分解产物是2-氮杂次黄嘌呤2，这是之前在没有维生素B2的情况下光照射后观察到的产物，以及在维生素B2存在下形成的新产物1h -咪唑-5-羧酰胺6。LED光照射对达卡巴嗪的降解效果优于荧光照射。结论：维生素B2和FAD可诱导达卡巴嗪的光降解。因此，在静脉注射达卡巴嗪时，应避免维生素B2或FAD在过度光照下的灌注。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Pharmaceutical Research 医学-化学综合

CiteScore

6.60

自引率

5.40%

发文量

276

审稿时长

3.4 months

期刊介绍： Pharmaceutical Research, an official journal of the American Association of Pharmaceutical Scientists, is committed to publishing novel research that is mechanism-based, hypothesis-driven and addresses significant issues in drug discovery, development and regulation. Current areas of interest include, but are not limited to: -(pre)formulation engineering and processing- computational biopharmaceutics- drug delivery and targeting- molecular biopharmaceutics and drug disposition (including cellular and molecular pharmacology)- pharmacokinetics, pharmacodynamics and pharmacogenetics. Research may involve nonclinical and clinical studies, and utilize both in vitro and in vivo approaches. Studies on small drug molecules, pharmaceutical solid materials (including biomaterials, polymers and nanoparticles) biotechnology products (including genes, peptides, proteins and vaccines), and genetically engineered cells are welcome.