Umbelliprenin is a secondary plant metabolite that displays promising chemopreventive, anti-inflammatory, and antigenotoxic properties. It possesses potential for applications to human welfare notably to prevent the emergence of cancer. For this purpose, stability studies are needed to define proper storage conditions and adapted formulations for this drug candidate. The identification of degradative products is a major concern for the preclinical development of umbelliprenin, providing also interesting information related to potential original phytochemicals formed in plants exposed to stressors. The stability profile of umbelliprenin under various stress conditions including exposure to heat, light, oxidation, and hydrolytic medium was assessed via HPLC/UV data. The data support that umbelliprenin undergoes inter- and intramolecular [2+2] cycloaddition under light exposure, leading respectively to a cyclobutane–umbelliprenin dimer and a 16-membered macrocycle. Their structures were characterized via MS and NMR data. It was shown that UV-A filters prevent this process, whereas UV-B filters and antioxidants are not or weakly effective. The study provides useful information for the preclinical development of umbelliprenin as an original chemopreventive agent.

中文翻译：

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Umbelliprenin，Ferulago物种的一种生物活性的烯丙基香豆素的降解特性的表征。

伞形肾上腺素是一种次生植物代谢产物，显示出有希望的化学预防，抗炎和抗原毒性特性。它具有潜在的应用在人类福祉上，特别是可以预防癌症的发生。为此，需要进行稳定性研究来确定适合该药物候选药物的适当储存条件和合适的制剂。降解产物的鉴定是伞形肾上腺素临床前开发的主要关注点，它还提供了与暴露于胁迫下的植物中形成的潜在原始植物化学物质有关的有趣信息。通过HPLC / UV数据评估伞形肾上腺素在各种应力​​条件下的稳定性，包括暴露于热，光，氧化和水解介质。数据支持伞形肾上腺素在光照下会发生分子间和分子内[2 + 2]环加成，分别导致环丁烷-伞形肾上腺素二聚体和16元大环。它们的结构通过MS和NMR数据表征。结果表明，UV-A过滤剂可防止此过程，而UV-B过滤剂和抗氧化剂的作用不是很弱。该研究为umbelliprenin作为原始化学预防剂的临床前开发提供了有用的信息。