New long-wavelength perylenequinones: synthesis and phototoxicity of hypocrellin B derivatives.
Five new derivatives of hypocrellin B were obtained from the reactions of hypocrellin B with ammonia and ethanolamine. Their photophysical and photochemical properties were investigated. The phototoxicity of one compound on AH cells irradiated with red light (lambda = 600-700 nm) was also studied. Their significantly enhanced red absorptivities at wavelengths longer than 600 nm and singlet oxygen-generating function qualify them as promising photodynamic therapy agents.
Li
L
L
Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, PR China.
Chen
Y
Y
Shen
J
J
Zhang
M
M
Shen
T
T
D000641:Ammonia / Q000737:chemistry; D000818:Animals; D002470:Cell Survival / Q000187:drug effects; D019856:Ethanolamine / Q000737:chemistry; D008114:Liver Neoplasms, Experimental; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D010100:Oxygen; D010569:Perylene / Q000031:analogs & derivatives* / Q000737:chemistry / Q000633:toxicity; D010777:Photochemistry; D017319:Photosensitizing Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry* / Q000633:toxicity; D026082:Singlet Oxygen; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013053:Spectrophotometry; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
D017319:Photosensitizing Agents; D011809:Quinones; D026082:Singlet Oxygen; D019856:Ethanolamine; D010569:Perylene; D000641:Ammonia; D010100:Oxygen; C064522:hypocrellin B