Regioisomeric synthesis of chlorin-e6 dimethyl esters and their optical properties
2018 ◽
Vol 22
(12)
◽
pp. 1039-1046
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Keyword(s):
Chlorin-[Formula: see text] dimethyl esters possessing a single carboxy group at the 13-, 151-, or 172-position were prepared by chemically modifying chlorophyll-[Formula: see text]. These three synthetic regioisomers were fully characterized by their mass, NMR, and visible absorption spectra. Their molecular structures were unambiguously identified by the specific 1H–[Formula: see text]C correlation at the 13-, 15-, and/or 17-substituents in their respective HMBC spectra. Methyl esterification of 13/151-COOH and hydrolysis of 13/151-COOMe affected small shifts of the Qy absorption and fluorescence emission maxima in a diluted CH2Cl2 solution, while no substitution effect of 172-COOH/Me was observed.