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�й�ҩѧ��־ 2012, Vol. 47 Issue (19) :1588-1591    DOI:
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N-�л�-3��5-�������Ǽ׻���-4-���ͪ������ĺϳɼ���ϸ�����Գ����о�
��ӷ棬�����棬����ƽ
����ҽѧԺҩѧԺ��ɽ�� ��̨ 264003
SUN Ju-feng�� LI Ke-ke��ZHANG Shu-ping
School of Pharmacy�� Binzhou Medical University�� Yantai 264003�� China

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�ؼ����� N-�л�-3   5-�������Ǽ׻���-4-���ͪ   ����ȩ������   ��ȩ���Ϸ�Ӧ   ϸ������   ��ҩ��ҩ��ת����     
Abstract�� OBJECTIVE To synthesize a kind of novel cytotoxin with multi-drug-resistance reverting properties and study their cytotoxicity. METHODS The target compounds were obtained from N-benzyl-4-piperidones and benzaldehyde derivatives on the condition of 20 �棬 7-8 h�� taking dry hydrogen chloride as catalyst��using aldol condensation reaction��inspected by TLC and purified through recrystallization. RESULTS Five N-benzyl-3��5-bis(arylmethylene)-4-piperidone derivatives were synthesized. The yield was over 49%. Their structures were characterized by 1H-NMR��ESI-MS with melting points. The data of cytotoxicity was obtained. CONCLUSION The synthetic route is convenient and efficient�� The compounds had good inhibiting activity for a few kinds of tumor cells.
Keywords�� N-benzyl-3,   5-bis(arylmethylene)-4-piperidone�� benzaldehyde derivatives��aldol condensation reaction�� cytotoxicity�� multi-Drug-resistance reverting properties     
�ո�����: 2011-10-16;
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���߼��: ��ӷ棬Ů��˶ʿ�������� �о�����ҩ�P���м���ĺϳ� Tel����0535��6913406 E-mail��sjf.xzy@163.com
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��ӷ�, ������, ����ƽ .N-�л�-3��5-�������Ǽ׻���-4-���ͪ������ĺϳɼ���ϸ�����Գ����о�[J]  �й�ҩѧ��־, 2012,V47(19): 1588-1591
SUN Ju-Feng, LI Ke-Ke, ZHANG Shu-Ping .Synthesis and Cytotoxicity Study of N-Benzyl- 3��5-Bis(Arylmethylene)-4-Piperidones[J]  Chinese Pharmaceutical Journal, 2012,V47(19): 1588-1591
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[1] DAS U�� ALCORN J�� SHRIVASTAV A�� et al. Design�� synthesis and cytotoxic properties of novel1-[4-(2-alkylaminoethoxy)phenylcarbonyl]-3��5-bis(arylidene)-4-piperidones and related compounds [J]. Euro J Med Chem�� 2007��42��1����71-80.
[2] PATI H N�� DAS U�� SHARMA R K�� et al . Cytotoxic thiol alkylators [J]. Mini Rev Med Chem�� 2007�� 7��1����131-139.
[3] ESPINOZA-FONSECA L M. The benefits of the multi-target approach in drug design and discovery [J]. Bioorg Med Chem�� 2006�� 14��4����896-897.
[4] GALANSKI M�� KEPPLER B K. Searching for the magic bullet�� anticancer platinum drugs which can be accumulated or activated in the tumor tissue [J]. Anti-Cancer Agents Med Chem�� 2007�� 7��1����55-73.
[5] PATI H N�� DAS U�� QUAIL J W�� et al. Cytotoxic 3��5-bis(benzylidene)piperidin-4-ones and N-acyl analogs displaying selective toxicity for malignant cells[J]. Euro J Med Chem�� 2008�� 43��1-7.
[6] PATI H N�� DAS U�� DAS S�� et al. The cytotoxic properties and preferential toxicity to tumour cells displayed by some 2��4-bis(benzylidene)-8-methyl-8-azabicyclo[3. 2. 1] octan-3-ones and 3��5-bis(benzylidene) -1- methyl-4-piperidones [J]. Euro J Med Chem�� 2009�� 44��1����54-62.
[7] DAS S�� DAS U�� SELVAKUMAR P�� et al. 3��5-Bis(benzylidene)-4-oxo-1-phosphonopiperidines and related diethyl esters�� potent cytotoxins with multi-drug-resistance reverting properties [J]. Chem Med Chem�� 2009��4(11)��1831-1840.
[8] DAS U�� MOLNAR J�� BARATH Z�� et al. 1-[4-(2-Aminoethoxy)phenylcarbonyl]-3��5-bis-(benzylidene)-4-oxopiperidines��A novel series of highly potent revertants of P-glycoprotein associated multidrug resistance[J]. Bioorg Med Chem Lett�� 2008��18��12����3484-3487.
[9] DAS U�� SAKAGAMI H�� CHU Q�� et al. 3��5-Bis(benzylidene)-1-[4-2-(morpholin-4-yl) ethoxyphenylcarbon-yl]- 4-piperidone hydrochloride�� a lead tumor-specific cytotoxin which induces apoptosis and autophagy [J]. Bioorg Med Chem Lett�� 2010��20(3)��912-917.
[10] SWAGATIKA D�� UMASHANKAR D�� HIROSHI S��et al. Sequential cytotoxicity�� A theory examined using a series of 3��5-bis(benzylidene)-1-diethylphosphono -4- oxopiperidines and related phosphonic acids[J]. Bioorg Med Chem Lett��2010��20(7)�� 6464-6468.
[11] DIMMOCK J R�� PADMANILAYAM M P�� PUTHUCODE R N�� et al. A conformational and structure-activity relationship study of cytotoxic 3��5-bis(arylidene)-4-piperidones and related N-acryloyl analogues[J]. J Med Chem�� 2001�� 44��4����586-593.
[1] ����, ����, ����, κ��, ̷����, Ҧ��, ���ɯ.Ҷ�����������ͪ֬������Ʊ����������ۺ�ҩ��ѧ�о�[J]. �й�ҩѧ��־, 2012,47(12): 979-983
[2] ������ л�� �찮�� ������ ������ ��һ.�ض�������ӻ���׶����������������Ʊ����������о�[J]. �й�ҩѧ��־, 2011,46(18): 1427-1431
[3] ���ջ� ��ӱ�� ����� �δ���.Ҷ�������ɼ���ۺ����������ݵ��Ʊ����俹���������о�[J]. �й�ҩѧ��־, 2010,45(22): 1742-1748
[4] ���ε� �·�Ӣ �ݺ���.���������ӻ��򴫵��������ϩ�ǰ�-��������ϸ��תȾ�о�[J]. �й�ҩѧ��־, 2010,45(18): 1368-1371
[5] ����;����;����;��չ��;��ѧũ .ȥ�װ�����N-�������Ǿ������������Ʊ������⿹��������[J]. �й�ҩѧ��־, 2009,44(12): 913-919
[6] ��ˮ��;���׷�;������;������;���ƻ�.�����������������Bͻ���嵰��D9N�ı�����������ѧ���Ե��о�[J]. �й�ҩѧ��־, 2009,44(11): 810-814
[7] ���˹�;�����.Pluronic P105/PEG-PE/TPGS��Ͻ���ϵͳ��ϲ���������[J]. �й�ҩѧ��־, 2009,44(10): 762-765
[8] ��ˮ��;ë�Ƿ�;������;�Ͻ�.�����������������B���ױ�������������Ե�ʵ���о�[J]. �й�ҩѧ��־, 2008,43(08): 568-572
[9] ˧��ƽ;���ҹ�;�½���;�β���;����Ȩ;�߽���.�Ǿ�������֬������Ʊ��������о�[J]. �й�ҩѧ��־, 2007,42(15): 1159-1163
[10] ������;�½���;�η�;����.˿��ù��C�������ϩ��������������ϸ�����Ե��о�[J]. �й�ҩѧ��־, 2004,40(10): 758-759
[11] ��绪 ��ѩ�� ��ȫʤ ���.�Ͼ���-�������ż������Ʊ��������о���[J]. �й�ҩѧ��־, 2000,35(07): 455-457
[12] ��־ï;ӹһ;����ƽ����;�ɱ���;���Тһ;�鴨����.ţϥ�߷������ʵ�ϸ�����Լ�����ɵij����о�[J]. �й�ҩѧ��־, 1999,34(05): 299-301
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