A novel inclusion complex of oxybenzone with C-methylresorcin[4]arene deters skin permeation

Xu Kang; Andrew Eisenhart; Ajaz Ahmad Dar; Ramana Reddy Mittapalli; Alexander Greenwood; Lama Alsheddi; Thomas L. Beck; S. Kevin Li; Harshita Kumari

doi:10.1039/d3ra01890c

A novel inclusion complex of oxybenzone with C-methylresorcin[4]arene deters skin permeation

Xu Kang, Andrew Eisenhart, Ajaz Ahmad Dar, Ramana Reddy Mittapalli, Alexander Greenwood, Lama Alsheddi, Thomas L. Beck, S. Kevin Li, Harshita Kumari

Research output: Contribution to journal › Article › peer-review

Abstract

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 C-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 C-methylresorcin[4]arene significantly reduced the skin permeation of OXB which can potentially limit the harmful effects of this organic sunscreen.

Original language	English
Pages (from-to)	25846-25852
Number of pages	7
Journal	RSC Advances
Volume	13
Issue number	37
DOIs	https://doi.org/10.1039/d3ra01890c
State	Published - Aug 31 2023
Externally published	Yes

Funding

This work was funded by UC Start-up funds (HK) and NSF-MRI grant CHE-1726092 and CHE-1955161 (TLB). The present address of TLB is the National Center for Computational Sciences, Oak Ridge National Laboratory, Oak Ridge, TN 37830.

Funders	Funder number
NSF-MRI	CHE-1955161, CHE-1726092
University of California

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10.1039/d3ra01890c

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abstract = "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 C-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 C-methylresorcin[4]arene significantly reduced the skin permeation of OXB which can potentially limit the harmful effects of this organic sunscreen.",

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AU - Kang, Xu

AU - Eisenhart, Andrew

AU - Dar, Ajaz Ahmad

AU - Mittapalli, Ramana Reddy

AU - Greenwood, Alexander

AU - Alsheddi, Lama

AU - Beck, Thomas L.

AU - Li, S. Kevin

AU - Kumari, Harshita

PY - 2023/8/31

Y1 - 2023/8/31

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AB - 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 C-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 C-methylresorcin[4]arene significantly reduced the skin permeation of OXB which can potentially limit the harmful effects of this organic sunscreen.

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ER -

A novel inclusion complex of oxybenzone with C-methylresorcin[4]arene deters skin permeation

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