Department of Bioscience and Biotechnology, Faculty of Science and Engineering, Ritsumeikan University, Kusatsu, Shiga 525-8577, Japan.
J Org Chem. 2012 May 18;77(10):4751-8. doi: 10.1021/jo300442t. Epub 2012 May 10.
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.
甲氧基中位焦脱镁叶绿酸-a 在 3-位具有乙基，其 3(1)-去甲基类似物（3-甲基同系物）和 3-去乙基类似物（3-未取代的原卟啉啉）通过修饰天然存在的带有 3-乙烯基、甲酰基、乙酰基和 1-羟乙基的（细菌）叶绿素来制备。这些合成的 3-(未)取代叶绿素衍生物及其镍配合物可能是（细菌）叶绿素降解为化学稳定的卟啉类化合物的中间产物。在溶液中测量了这些代谢候选物的光学性质（可见吸收、圆二色性和荧光发射），并研究了取代效应。
