Conjugate of 5-aminolevulinic acid and 3-pyridone-4-ketone and preparation method as well as use thereof
A technology of aminolevulinic acid and hydroxypyridine, which is applied in the field of photodynamic therapy drugs, 5-aminolevulinic acid-iron chelator conjugates and its preparation, and can solve the problems of poor stability, poor activity, and affecting storage period, etc. question
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[0042] Embodiment 1, the preparation method of compound 1, carry out the following steps successively:
[0043] A, the synthesis of carboxyl-containing compound 4
[0044] The synthesis of compound 4a, carries out the following steps successively:
[0045] ①, 3-benzyloxy-1-methyl-4-oxo-1,4-dihydropyridine-2-carboxylic acid (2a) (1.3g, 5mmol), L-phenylalanine ethyl ester hydrochloride Salt (1.08g, 5mmol) and 6-chlorobenzotriazole-1,1,3,3-tetramethyluronium hexafluorophosphate (2.28g, 5.5mmol) were dissolved in DMF (30ml) as solvent , then added triethylamine (1.52g, 15mmol), and stirred at room temperature for 12h (overnight); the residue obtained after evaporating the solvent was dissolved in 50ml of dichloromethane, and the mass concentration was 5% sodium bicarbonate aqueous solution and saturated salt successively. Wash with water, dry over anhydrous sodium sulfate, distill off dichloromethane and purify the residue obtained by silica gel column chromatography (methanol: ...
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