Modification of 3-substituents in (bacterio)chlorophyll derivatives to prepare 3-ethylated, methylated, and unsubstituted (nickel) pyropheophorbides and their optical properties

The Journal of Organic Chemistry
Hitoshi TamiakiKeisuke Mizutani

Abstract

Methyl mesopyropheophorbide-a possessing an ethyl group at the 3-position, its 3(1)-demethyl analogue (3-methyl homologue), and its 3(1)-deethyl analogue (3-unsubstituted chlorin) were prepared by modifying naturally occurring (bacterio)chlorophylls bearing 3-vinyl, formyl, acetyl, and 1-hydroxyethyl groups. These synthetic 3-(un)substituted chlorophyll derivatives and their nickel complexes are probable intermediates during degradation of (bacterio)chlorophylls to chemically stable porphyrinoids. The optical properties (visible absorption, circular dichroism, and fluorescence emission) of the catabolic candidates in a solution were measured, and the substitution effect was investigated.

References

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Citations

Feb 9, 2017·Chemistry, an Asian Journal·Hiroaki WatanabeHitoshi Tamiaki
Sep 6, 2018·Photosynthesis Research·Misato TeramuraHitoshi Tamiaki
May 8, 2019·Langmuir : the ACS Journal of Surfaces and Colloids·Noriaki NishimuraTomohiro Miyatake

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