Hemisynthesis of 13(2),17(3)-cyclomesopheophorbide-a-enol

作者：Khalesi Mitra; Louda J William^*

来源：Tetrahedron Letters, 2011, 52(10): 1078-1081.

DOI：10.1016/j.tetlet.2010.12.079

• Mesocyclopheophorbide-a-enol
• Cyclomesopheophorbide-a-enol
• Chlorophyll
• Pigments
• Tetrapyrroles

Cyclopheophorbides are often major chlorophyll-a degradation products in biogeochemical situations. Authentic standards are unavailable and facile generation of pure compounds is required. 13(2),17(3)-Cyclomesopheophorbide-a-enol (mesoCYCLO) was prepared in moderate yields via a known Dieckmann-like condensation of mesopyropheophorbide-a methyl ester (mpPBIDaME). MesoCYCLO was purified by flash chromatography over a polymeric reversed phase (PRP1 (TM)) material, negating the requirement for a crystallization step. Structural verification included ultraviolet-visible spectrometry, high resolution matrix (sulfur/CS2) assisted laser desorption mass spectrometry, and nuclear magnetic resonance.

• 出版日期2011-3-9