OBJECTIVES: To compare the photosensitivity of five 1, 4-dihydropyridines (1, 4-DHPs) to sunlight, diffused light and tungsten lamp and study the quantitative structureactivity relationship of five 1, 4-DHPs between the photosensitivity and 4-substituents and 4-substituented phenyl group. METHODS: Five 1, 4-DHPs were exposed to sunlight, diffused light and tungsten lamp respectively. Samples taken at different time were analyzed by reversedphase high performance liquid chromatography. Photochemical degradation rate constant (Kapp) and halftime (t1/2) of each 1, 4-DHPs were determined. The QSAR of five 1, 4-DHPs between the VX and 4-substituents and Kapp and t1/2 was worked out respectively. RESULTS: Nifedipine was photochemically degraded in first order reaction when exposed to sunlight, diffused light and tungsten lamp, and the Kapp was (1.02±0.20)min-1, (0.022±0.006)min-1 and (0.015±0.004)min-1, respectively. Mnifedipine, furandipine, chlorophenyldipine and phenyldipine were photochemically stable when exposed to diffused light and tungsten lamp. However, they were photochemically degrable when exposed to direct sunlight and the Kapp of them was (0.21±0.07)h-1, (0.03±0.02)h-1, (0.019±0.003)h-1 and (0.012±0.001)h-1, respectively. The t1/2 of five 1, 4-DHPs when exposed to sunlight was 0.68 min, 3.3, 24, 37 and 58 h, respectively. QSAR equation: Kapp=2.008 1-2.987 6VX+1.088 5(VX)2-2.574 9×10-5(VX)3(r=0.904 6). CONCLUSION: The photosensitivity of 1, 4-DHPs are related not only to 4-substituents, but also to the properties and positions of the substituents on 4-phenyl group.
Mei Qiing.
Comparison of photosensitivity of five dihydropyridines [J]. Chinese Pharmaceutical Journal, 1998, 33(05): 291-294
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