|
OALib Journal期刊
ISSN: 2333-9721
费用：99美元
|
|
|
|
N-乙酰基吡唑啉衍生物和二苯醚基N-乙酰基双吡唑啉衍生物的合成及体外抗肿瘤活性有机化学
DOI: 10.6023/cjoc201503034, PP. 1985-1990
Keywords: N-乙酰基吡唑啉,N-乙酰基双吡唑啉,二苯醚,抗肿瘤
Abstract:
合成了7个N-乙酰基吡唑啉化合物2a~2g和7个新型的二苯醚基N-乙酰基双吡唑啉化合物4a~4g,通过核磁共振谱、元素分析和质谱对合成化合物进行了结构表征.并且用3-(4,5-二甲基吡啶-2-基)-5-(3-羧基甲氧基苯基)-2-(4-磺苯基)-2H-四唑(MTS)法测试了它们对人肺腺癌细胞(A549)、人非小细胞肺癌细胞(H1299)和乳癌细胞(MCF-7)三类癌细胞株的体外抗肿瘤活性.结果显示,所合成的化合物对癌细胞有一定抑制作用,其中3,3'-(4,4'-二苯醚基)双[1-乙酰基-5-(3,4-亚甲基二氧苯基)-2-吡唑啉](4e)对A549,H1299和MCF-7三类癌细胞株具有较好的抗肿瘤活性,半数抑制浓度(IC50)分别为16.91,10.09,10.97μmol/L.
| [1] | Zhou, M.; Lu, J. R.; Xing, C. W. Chin. J. Org. Chem. 2010, 30, 1201 (in Chinese). (邹敏, 卢俊瑞, 辛春伟, 有机化学, 2010, 30, 1201.)
|
| [2] | Raghav, N.; Garg, S. Bioorg. Chem. 2014, 57, 43.
|
| [3] | Long, Y. X.; Zhang, K. S.; Qiu, D. W. Chem. J.Chin. Univ. 1996, 17, 1247 (in Chinese). (龙韫先, 张克胜, 邱德文, 高等学校化学学报, 1996, 17, 1247.)
|
| [4] | Jin, M.; Lu, R.; Bao, C. Y.; Xu, T. H.; Zhao, Y. Y. Opt. Mater. 2004, 26, 85.
|
| [5] | Ma, Y. M.; Fen, C. L. Chin. J. Org. Chem. 2008, 28, 1697 (in Chinese). (马养民, 冯成亮, 有机化学, 2008, 28, 1697.)
|
| [6] | Bunyapaiboonsri, T.; Yoiprommarat, S.; Intereya, K.; Kocharin, K. Chem. Pharm. Bull. 2007, 55, 304.
|
| [7] | Nepali, K.; Singh, G.; Turan, A.; Agarwal, A.; Sapra, S.; Kumar, R.; Dhar, K. L. Bioorg. Med. Chem. 2011, 19, 1950.
|
| [8] | Cuei, J. G.; Huang, L. L.; Huang, Y. M. Chin. J. Org. Chem. 2009, 29, 971 (in Chinese). (崔建国, 黄立梁, 黄燕敏, 有机化学, 2009, 29, 971.)
|
| [9] | Chang, M. Y.; Chen, Y. C.; Chan, C. K. Tetrahedron 2014, 70, 2257.
|
| [10] | Rafiee, E.; Rahimi, F. Monatsh. Chem. 2013, 144, 361.
|
| [11] | Stroba, A.; Schaeffer F.; Hindie, V.; Lopez-Garcia, L.; Adrian, I.; Fr？hner, W.; Engel, M. J. Med. Chem. 2009, 52, 4683.
|
| [12] | Chuev, V. P.; Nikitchenko, V. M.; Pivnenko, N. S.; Lavrushin, V. F. Russ. J. Org. Chem. 1986, 22, 66.
|
| [13] | Dilthey, W.; Neuhaus, L.; Reis, E.; Schommer, W. J. Prakt. Chem. 1929, 124, 81.
|
| [14] | Lv, P. C.; Sun, J.; Luo, Y.; Yang, Y.; Zhu, H. L. Bioorg. Med. Chem. Lett. 2010, 20, 4657.
|
| [15] | Yin, J. G.; Li, Y. W.; Li, J. Z. Chin. J. Org. Chem. 2011, 31, 1213 (in Chinese). (殷军港, 李韵伟, 李家柱, 有机化学, 2011, 31, 1213.)
|
| [16] | Khan, S. A.; Asiri, A. M.; Kumar, S.; Sharma, K. Chem.-Eur. J. 2014, 5, 85.
|
| [17] | Wang, Z. N.; Hu, D. Y.; Song, B. A. Chin. J. Org. Chem. 2009, 29, 1412 (in Chinese). (王振宁, 胡德禹, 宋宝安, 有机化学, 2009, 29, 1412.)
|
| [18] | Shen, Y. M.; Lv, P. C.; Chen, W.; Liu, P. G.; Zhang, M. Z.; Zhu, H. L. Eur. J. Med. Chem. 2010, 45, 3184.
|
| [19] | Ye, J. H.; Ye, W. F.; Zhang, W. C. Chin. J. Org. Chem. 2011, 31, 1917 (in Chinese). (叶家海, 叶文芳, 张文超, 有机化学, 2011, 31, 1917.)
|
| [20] | Morgan, M. T.; Sumalekshmy, S.; Sarwar, M.; Beck H.; Crooke, S.; Fahrni, C. J. J. Phys. Chem. B 2014, 118, 14196.
|
| [21] | Bernal, A.; Simón, O.; Williams, T.; Caballero, P. Pest. Manage. Sci. 2014, 70, 798.
|
| [22] | Liu, J. F.; Li, D. F.; Tang, X.; Cai, R.; Han, X.; Xie, Z. Y. Chin. J. Org. Chem. 2010, 30, 1039 (in Chinese). (刘计福, 李东风, 唐鑫, 蔡然, 韩啸, 谢志元, 有机化学, 2010, 30, 1039.)
|
| [23] | Xu, W. F.; Drug Design, People’s Medical Publishing House, Beijing, 2007, p. 65 (in Chinese). (徐文方, 药物设计学, 人民卫生出版社, 北京, 2007, p. 65.)
|
| [24] | Abdel-Halim, M.; Diesel, B.; Kiemer, A. K.; Abadi, A. H.; Hartmann, R. W.; Engel, M. J. Med. Chem.; 2014, 57, 6513.
|
| [25] | Nagwanshi, R.; Bakhru, M.; Jain, S. Med. Chem. Res. 2012, 21, 1587.
|
| [26] | Rueping, M.; Bootwicha, T.; Baars, H.; Sugiono, E. Beilstein J. Org. Chem. 2011, 7, 1680.
|
| [27] | Wang, Y.; Franzén, R. Synlett 2012, 925.
|
| [28] | Bandgar, B. P.; Gawande, S. S.; Bodade, R. G. Bioorg. Med. Chem. 2010, 18, 1364.
|
| [29] | Chardonnens, L.; Hammer, W. Helv. Chim. Acta 1968, 51, 2044.
|
| [30] | Dilthey, W.; Bach, E.; Grütering, H.; Hausd？rfer, E.; J. Prakt. Chem. 1927, 117, 337.
|
| [31] | Maccarone, E.; Cuffari, G.; Passerini, A. J. Chem. Res., Synop. 1991, 9, 240.
|
| [32] | Congiu, C.; Onnis, V.; Vesci, L.; Castorina, M.; Pisano, C. Bioorg. Med. Chem. Lett. 2010, 18, 6238.
|
| [33] | Manna, F.; Chimenti, F.; Fioravanti, R.; Bolasco, A.; Secci, D.; Chimenti, P.; Scambia, G. Bioorg. Med. Chem. Lett. 2005, 15, 4632.
|
Full-Text
|
|
Contact Us
service@oalib.com QQ:3279437679 
WhatsApp +8615387084133
|
|
