莪术醇在Woodward-Prévost反应条件下的产物研究
Some Products of Curcumol under the Woodward-Pr関ost Conditions
Received date: 2012-04-05
Revised date: 2012-05-28
Online published: 2012-06-04
莪术醇分子中含有末端双键, 将其置于Woodward-Prévost反应条件下, 并未获得α-碘代乙酸酯、双乙酸酯、羟基乙酸酯等衍生物, 而得到几个不同产物A~C. 产物A~C通过质谱、核磁共振和X衍射分析确证结构, 并对产物产生的可能过程进行了讨论.
关键词: 莪术醇; 衍生物; Woodward-Prévost反应
郭平 , 刘剑敏 , 叶发青 , 李校堃 , 姚其正 . 莪术醇在Woodward-Prévost反应条件下的产物研究[J]. 有机化学, 2012 , 32(10) : 2003 -2006 . DOI: 10.6023/cjoc201204007
Curcumol reacts under the Woodward-Prévost conditions providing not usual products but several unexpected derivatives A~C. The structures of compounds A~C were determined by MS, NMR and X-ray diffraction analysis. A plausible mechanism involved in their formation was discussed.
Key words: curcumol; derivatives; Woodward-Pr関ost reaction
[1] Hikino, H.; Meguro, K.; Sakurai Y.; Takemoto, T. Chem. Pharm. Bull. (Tokyo), 1965, 13(12), 1484.
[2] Wang, S. L.; Guo, D. W.; Meng, Z. K. US 2007/0191360, 2007 [Chem. Abstr. 2005, 144, 32277].
[3] Wang, Y. X.; Xu, L. C. Med. Recap. 2009, 15, 3483 (in Chinese).
(王耀霞, 徐立春, 医学综述, 2009, 15, 3483.)
[4] Su, C. Y.; Liu, J. Y.; Xu, H. X. Acta Pharm. Sin. 1980, 15, 257 (in Chinese).
(苏成业, 刘金友, 许洪霞, 药学学报, 1980, 15, 257.)
[5] Xu, L. C.; Xu, X. Y.; Cheng, P.; Zhou, J. J. Pract. Oncol. 2007, 22, 108 (in Chinese).
(徐立春, 许祥裕, 陈平, 周娟, 实用肿瘤杂志, 2007, 22, 108.)
[6] Zhang, W. W.; Wang, Z. P.; Chen, T. S. Med. Oncol. 2011, 28, 307.
[7] Xu, L. C.; Piao, P.; Cheng, P.; Liu, X. D. J. Oncol. 2007, 13, 303 (in Chinese).
(徐立春, 卜平, 陈平, 刘晓丹, 肿瘤学杂志, 2007, 13, 303.)
[8] Zhang, H. Ph.D. Dissertation, Shenyang Pharmaceutical University, Shenyang, 2005 (in Chinese).
(张卉, 博士论文, 沈阳药科大学, 沈阳, 2005.)
[9] Hamm, S.; Henning, L.; Findeisen, M.; Muller, D.; Welzel, P. Tetraheron 2000, 56, 1345.
[10] Myint, Y. Y.; Pasha, M. A. Synth. Commun. 2004, 34, 4477.
[11] Zhang, H.; Qiu, F.; Yao, X. S. J. Asian Nat. Prod. Res. 2007, 4, 311.
[12] Katoch, R.; Baig, M. H.; Trivedi, G. K. J. Chem. Res., Synop. 1998, 524.
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