光谱学与光谱分析 |
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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 |
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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 C13 δ 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.
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Received: 2013-05-23
Accepted: 2013-07-10
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Corresponding Authors:
ZHANG Bo
E-mail: zhangbo6606@163.com
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