ABSTRACT

With an increasing demand for safe and natural products from both industries and consumers, paired with the recent ban of decried molecules (i.e. octinoxate, avobenzone or octocrylene) due to their high negative impact on humans and the environment (i.e. endocrine disruption, coral bleaching), safe bio-based alternatives are a necessary and promising surrogate to substitute current commercialized petroleum-based UV filters. In this context, a class of bio-based molecules, displaying interesting UV-B filtering properties and great photostability were developed from furfural and 5-hydroxymethylfurfural (HMF), using the Knoevenagel condensation with a set of green conditions to minimize the impact on environment. Furthermore, those furfural- and HMF-based molecules demonstrated antimicrobial properties as secondary activity, highly sought by industries. Some furan derivatives being recognized to exhibit toxicological risks, in silico and in vitro assays were conducted and demonstrated the absence of endocrine disruption activity for these new molecules.

摘要

随着行业和消费者对安全和天然产品的需求不断增加，加上最近禁止使用受谴责的分子（即辛氧酯、阿伏苯宗或奥克立林），因为它们对人类和环境有很大的负面影响（即内分泌干扰、珊瑚白化） ，安全的生物基替代品是替代当前商业化石油基紫外线过滤剂的必要且有前途的替代品。在这种情况下，一类具有有趣的 UV-B 过滤特性和出色光稳定性的生物基分子是从糠醛和 5-羟甲基糠醛 (HMF) 中开发出来的，使用 Knoevenagel 缩合和一系列绿色条件来最大限度地减少对环境的影响. 此外，这些基于糠醛和 HMF 的分子显示出抗菌特性作为次要活性，深受业界追捧。一些呋喃衍生物被认为具有毒理学风险，进行了计算机和体外试验，证明这些新分子不存在内分泌干扰活性。