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新型四丙氧基杯[4]芳烃烯酮和肉桂酸酯的合成与评价及其在防紫外线辐射中的保护作用。

Synthesis and evaluation of novel tetrapropoxycalix[4]arene enones and cinnamates for protection from ultraviolet radiation.

机构信息

Department of Chemistry, Indian Institute of Technology Delhi, New Delhi 110 016, India.

出版信息

J Photochem Photobiol B. 2011 Oct 5;105(1):25-33. doi: 10.1016/j.jphotobiol.2011.06.007. Epub 2011 Jul 6.

Abstract

A series of novel calix[4]arene enones (5-7) and cinnamates (12-14) have been synthesized and evaluated for ensuring protection from ultraviolet radiation (UVR). Spectroscopic analyses has revealed that compound 6 absorbs ultraviolet radiations between 280 and 350 nm with an absorption maximum at 312 nm. Its molar absorption coefficient (ε) (>5 × 10(4)M(-1)cm(-1)) and bandwidth are larger than those for the commercially used sun protectants (oxybenzone (OB), 2-ethylhexyl 4-methoxycinnamate (OMC) and avobenzone). The in vitro Sun Protection Factor (SPF) measurement revealed an SPF of 5.2 at 2% concentration of 6 in home made emulsion formulations while combination of 2% each of 6 and OMC gave an SPF of 8.8. Lower sun protection seems to be compensated by significant protection from more harmful UVA radiations (UVA/UVB absorbance ratio of 0.62).

摘要

已经合成了一系列新型杯[4]芳烃烯酮(5-7)和肉桂酸盐(12-14),并对它们进行了评估,以确保它们能够抵御紫外线辐射(UVR)。光谱分析表明,化合物 6 在 280 至 350nm 之间吸收紫外线辐射,最大吸收波长在 312nm。其摩尔消光系数(ε)(>5×10(4)M(-1)cm(-1))和带宽均大于市售防晒剂(二苯酮-3(OB)、2-乙基己基 4-甲氧基肉桂酸酯(OMC)和阿伏苯宗)。体外防晒因子(SPF)测量显示,在家制乳液配方中,浓度为 6 的 2%时,其 SPF 值为 5.2,而 6 和 OMC 的浓度各为 2%时,其 SPF 值为 8.8。较低的防晒效果似乎可以通过对更有害的 UVA 辐射(UVA/UVB 吸收率比为 0.62)的有效保护来补偿。

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