Kang Xu, Eisenhart Andrew, Dar Ajaz Ahmad, Mittapalli Ramana Reddy, Greenwood Alexander, Alsheddi Lama, Beck Thomas L, Li S Kevin, Kumari Harshita
James L. Winkle College of Pharmacy, University of Cincinnati 231 Albert Sabin Way, MSB 3109 C Cincinnati OH USA
Department of Chemistry, College of Arts and Science, University of Cincinnati 155 B McMicken Hall Cincinnati OH 45221 USA.
RSC Adv. 2023 Aug 31;13(37):25846-25852. doi: 10.1039/d3ra01890c. eCollection 2023 Aug 29.
Oxybenzone (OXB), a very widely used sunscreen ingredient has the potential to block both UVA and UVB but can penetrate through skin. Studies have revealed its presence in the blood and urine of most humans, which may lead to long-term health effects. As the confined cavities of macrocycles can alter the physical and chemical properties of encapsulated guests, in this study, we investigated the formation of host-guest complexes between -methylresorcin[4]arene and OXB. Combined experimental (NMR spectroscopy, UV/vis absorption, and fluorescence spectroscopy) and theoretical investigation confirmed the formation of a weak host-guest complex that had a 1 : 1 stoichiometry. Furthermore, skin permeation testing revealed that complexation by -methylresorcin[4]arene significantly reduced the skin permeation of OXB which can potentially limit the harmful effects of this organic sunscreen.
二苯甲酰甲烷（OXB）是一种广泛使用的防晒成分，它有潜力同时阻挡紫外线A和紫外线B，但能够穿透皮肤。研究表明，大多数人体内的血液和尿液中都有它的存在，这可能会导致长期的健康影响。由于大环化合物的受限空腔可以改变被包封客体的物理和化学性质，在本研究中，我们研究了对甲基间苯二酚杯[4]芳烃与二苯甲酰甲烷之间主客体配合物的形成。结合实验（核磁共振光谱、紫外/可见吸收光谱和荧光光谱）和理论研究证实形成了化学计量比为1:1的弱主客体配合物。此外，皮肤渗透测试表明，对甲基间苯二酚杯[4]芳烃的络合作用显著降低了二苯甲酰甲烷的皮肤渗透性，这可能会限制这种有机防晒霜的有害影响。
