Barbari Riccardo, Bruggink Vera, Hofstetter Robert Klaus, Tupini Chiara, Fagnani Sofia, Baldini Erika, Durini Elisa, Lampronti Ilaria, Vertuani Silvia, Baldisserotto Anna, Werz Oliver, Manfredini Stefano
Department of Life Science and Biotechnology, Section of Medicines and Health Products, University of Ferrara, Via Fossato di Mortara 17-19, I-44121 Ferrara, Italy.
Department of Pharmaceutical/Medicinal Chemistry, Institute of Pharmacy, Friedrich Schiller University Jena, 07743 Jena, Germany.
Antioxidants (Basel). 2024 Oct 1;13(10):1196. doi: 10.3390/antiox13101196.
A current trend in healthcare research is to discover multifunctional compounds, able to interact with multiple biological targets, in order to simplify multi-drug therapies and improve patient compliance. The aim of this work was to outline the growing demand for innovative multifunctional compounds, achieved through the synthesis, characterisation and SAR evaluation of a series of 2-styrylbenzothiazole derivatives. The six synthesised compounds were studied for their potential as photoprotective, antioxidant, antiproliferative, and anti-inflammatory agents. In order to profile antioxidant activity against various radical species, in vitro DPPH, FRAP and ORAC assays were performed. UV-filtering activity was studied, first in solution and then in formulation (standard O/W sunscreen containing 3% synthesised molecules) before and after irradiation. Compound proved to be photostable, suitable for broad-spectrum criteria, and is an excellent UVA filter. In terms of antioxidant activity, only compound can be considered a promising candidate, due to the potential of the catechol moiety. Both also showed exceptional inhibitory action against the pro-inflammatory enzyme 5-lipoxygenase (LO), with IC values in the sub-micromolar range in both activated neutrophils and under cell-free conditions. The results showed that the compounds under investigation are suitable for multifunctional application purposes, underlining the importance of their chemical scaffolding in terms of different biological behaviours.
医疗保健研究的当前趋势是发现能够与多个生物靶点相互作用的多功能化合物，以简化多药疗法并提高患者依从性。这项工作的目的是概述对创新多功能化合物不断增长的需求，这是通过一系列2-苯乙烯基苯并噻唑衍生物的合成、表征和构效关系评估来实现的。对六种合成化合物作为光保护剂、抗氧化剂、抗增殖剂和抗炎剂的潜力进行了研究。为了评估针对各种自由基的抗氧化活性，进行了体外DPPH、FRAP和ORAC测定。首先在溶液中，然后在配方中（含有3%合成分子的标准O/W防晒霜）照射前后研究紫外线过滤活性。化合物被证明具有光稳定性，符合广谱标准，是一种出色的UVA滤光剂。就抗氧化活性而言，由于儿茶酚部分的潜力，只有化合物可被视为有前途的候选物。两者还对促炎酶5-脂氧合酶（LO）表现出特殊的抑制作用，在活化的中性粒细胞和无细胞条件下，IC值均在亚微摩尔范围内。结果表明，所研究的化合物适用于多功能应用目的，突出了其化学支架在不同生物学行为方面的重要性。
