Solvent- and Wavelength-Dependent Photolysis of Estrone

被引:3
|
作者
Adriano, Natalie [1 ]
Ahearn, Ceilidh [1 ]
Black, Cory [1 ]
Cracchiolo, Michael [1 ]
Ghere, Daniel [1 ]
Nunez, Alexandra [1 ]
Olivan, Lars [1 ]
Patel, Raj [1 ]
Saner, Stephanie [1 ]
Smith, Krista R. [1 ]
Watkins, Barbie [1 ]
Hare, Patrick M. [1 ]
机构
[1] Northern Kentucky Univ, Dept Chem & Biochem, Highland Hts, KY 41099 USA
关键词
ANTENNA-INITIATED PHOTOCHEMISTRY; TRIPLET ENERGY-TRANSFER; 13-ALPHA-ESTRONE DERIVATIVES; HYDROGEN-BOND; IN-VITRO; PHOTOCATALYTIC DEGRADATION; STRUCTURAL MODIFICATIONS; POLYFUNCTIONAL STEROIDS; STEREOCHEMICAL PROBLEMS; INTRAMOLECULAR SINGLET;
D O I
10.1111/php.13542
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The direct photolysis of estrone in solvents ranging from water to cyclohexane is reported. The photodegradation is dominated by lumiestrone, an epimer of estrone resulting from the inversion of the methyl group at carbon 13, regardless of solvent and photolysis wavelength in the range 254-320 nm. Solvent addition products are also observed in lesser amounts. The photodegradation rate in water is an order of magnitude slower than in nonaqueous solvents. Short wavelength excitation enhances photodegradation. Together, these results suggest complicated photophysics underlie the photochemistry with implications for the remediation of environmental estrogens.
引用
收藏
页码:783 / 797
页数:15
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