A series of novel purpurin- 18 imide derivatives exhibiting long wavelength absorption and amphiphilicity were obtained from methyl pheophorbide-a (MPa) by modification of the peripheral functional groups. The vinyl...A series of novel purpurin- 18 imide derivatives exhibiting long wavelength absorption and amphiphilicity were obtained from methyl pheophorbide-a (MPa) by modification of the peripheral functional groups. The vinyl group at 3-position was oxidized with OsO4 and NalO4 to form the formyl group and the Grignard reaction of this aldehyde with the alkyl magnesium bromide was carried out to give the corresponding 3-(1-hydroxylalkyl) pheophorbide-a. The E-ring of these chlorines was converted into anhydride ring to give purpurin derivatives by air oxidation The trans-3^2-alkyl purpurin derivatives were obtained by dehydration of hydroxyl group at 3^1-position. The N-hydroxyl purpurin imide was generated by treatment of the anhydride ring with hydroxylamine hydrochloride. The 3^1-alkylacyl-N-hydroxyl purpurin imides were obtained by oxidation of hydroxyl group at 3^1-position. The acylation of N-hydroxyl group was completed to afford N-acyloxy purpurin imides. The photocytoxicity of several compounds in vitro were tested.展开更多
文摘A series of novel purpurin- 18 imide derivatives exhibiting long wavelength absorption and amphiphilicity were obtained from methyl pheophorbide-a (MPa) by modification of the peripheral functional groups. The vinyl group at 3-position was oxidized with OsO4 and NalO4 to form the formyl group and the Grignard reaction of this aldehyde with the alkyl magnesium bromide was carried out to give the corresponding 3-(1-hydroxylalkyl) pheophorbide-a. The E-ring of these chlorines was converted into anhydride ring to give purpurin derivatives by air oxidation The trans-3^2-alkyl purpurin derivatives were obtained by dehydration of hydroxyl group at 3^1-position. The N-hydroxyl purpurin imide was generated by treatment of the anhydride ring with hydroxylamine hydrochloride. The 3^1-alkylacyl-N-hydroxyl purpurin imides were obtained by oxidation of hydroxyl group at 3^1-position. The acylation of N-hydroxyl group was completed to afford N-acyloxy purpurin imides. The photocytoxicity of several compounds in vitro were tested.