NMR study on the major components in hematoporphyrin derivative YHPD.
The hematoporphyrin derivative YHPD, a China-made product, has been clinically used in photodynamic therapy of tumors as a good photosensitizing drug. The NMR study on the structure of its major components is reported here. In terms of high performance liquid chromatography (HPLC) four major components A, B, C and D were isolated. The NMR results showed that the component A is O-acetylhematoporphyrin, B and C are two isomers of vinyldeuteroporphyrin. The spectra of 2-dimensional homonuclear correlation NMR, 2-dimensional NOE (nuclear overhauser enhancement), 13C-NMR and off-resonance as well as FAB (fast atom bombarding) mass spectrum of component D indicate that it is a protoporphyrin dimer linked by carbon-carbon bond. This finding may provide a chemical basis for understanding the difference in biological activity between YHPD and other foreign commercial HPD, as well as the composition of clinically used alkali-treated HPD and its effective component.
Fu
Y X
YX
Institute of Biophysics, Academia Sinica, Beijing.
Shen
X
X
Li
Q M
QM
Zhang
Y J
YJ
D002851:Chromatography, High Pressure Liquid; D003905:Deuteroporphyrins / Q000302:isolation & purification; D017324:Hematoporphyrin Derivative; D006415:Hematoporphyrins / Q000032:analysis* / Q000302:isolation & purification; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D011166:Porphyrins / Q000302:isolation & purification*; D011524:Protoporphyrins / Q000302:isolation & purification*; D011838:Radiation-Sensitizing Agents / Q000032:analysis
D003905:Deuteroporphyrins; D006415:Hematoporphyrins; D011166:Porphyrins; D011524:Protoporphyrins; D011838:Radiation-Sensitizing Agents; D017324:Hematoporphyrin Derivative; C039137:O,O'-diacetylhematoporphyrin