Theoretical Study on Nuclear Magnetic Resonance Spectra of the Four Kinds of Curcumin Analogues
JIA Fei-yun1, RAN Ming2, SU Yu1, ZHU Jiang1, ZHANG Bo1*
1. Teaching and Research Grounp of Chemistry, North Sichuan Medical College, Nanchong 637007, China 2. Department of Chemistry and Material Science, Sichuan Normal University, Chengdu 610066, China
Abstract:The structure of four kinds of curcumin analogues was optimized at the level of B3LYP/6-31G(d,p), under which the stability was verified by means of vibration analysis. Moreover, NMR spectra of curcumin analogues compounds were studied at the level of B3LYP/6-311G(d,p) by GIAO method. The results show that the structure of four kinds of compounds, a larger conjugated system, has good planarity. Because of introducing hydroxyl and methoxy, the compound-B/C/D-C3, C4 and compoud-A and compound-D-C5 have greater δ value. δ value of compound-A-C4. C6 is relatively smaller, and δ value of C3 is relatively larger. In the conjugated carbonyl compounds, compared with the acetaldehyde δ value (201 ppm), carbonyl C13δ value(183 ppm) decreases relatively, C11, 15(α-carbon) δ value(122 ppm) decreases relatively, and C9,17(β-carbon) δ value(145 ppm) increases relatively. Finally, the correlation between experimental δ value and theoretical δ value of the 1H NMR was analyzed through the linear regression method. Results show that they have good correlation, and the experimental values coincide with the theoretical values.
Key words:Curcumin analogues;NMR spectra;Theoretical study
贾飞云1,冉 鸣2,苏 宇1,朱 江1,张 波1* . 四种姜黄素类似物核磁共振谱的理论研究 [J]. 光谱学与光谱分析, 2013, 33(09): 2532-2535.
JIA Fei-yun1, RAN Ming2, SU Yu1, ZHU Jiang1, ZHANG Bo1* . Theoretical Study on Nuclear Magnetic Resonance Spectra of the Four Kinds of Curcumin Analogues. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2013, 33(09): 2532-2535.
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