Synthesis and biological evaluation of new taxoids derived from 2-deacetoxytaxinine J

被引：94
作者：
Botta, Maurizio
Armaroli, Silvia
Castagnolo, Daniele
Fontana, Gabriele
Pera, Paula
Bombardelli, Ezio
机构：
[1] Univ Siena, Dipartimento Farmaco Chim Tecnol, I-53100 Siena, Italy
[2] Prassis, Ist Ric Sigma Tau, Settimo Milanese, MI, Italy
[3] Indena SPA, I-20141 Milan, Italy
[4] Roswell Pk Canc Inst, Buffalo, NY 14263 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 06期
关键词：
taxoids; 2-deacetoxytaxinine J; multidrug resistance (MDR);
D O I：
10.1016/j.bmcl.2006.12.101
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A small library of 2-deacetoxytaxinine J (DAT-J) 1 derivatives was synthesised and tested in vitro for their reversal activity in human mammary carcinoma MDR cell line MCF7-R. One of the new taxoids showed to be active at 0. 1 mu M when tested in combination with paclitaxel. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1579 / 1583
页数：5
相关论文
共 23 条
[1]   Effects of yew alkaloids and related compounds on guinea-pig isolated perfused heart and papillary muscle [J].
Alloatti, G ;
Penna, C ;
Levi, RC ;
Gallo, MP ;
Appendino, G ;
Fenoglio, I .
LIFE SCIENCES, 1996, 58 (10) :845-854
[2]   Structure-activity relationships of ring C-secotaxoids. 1. Acylative modifications [J].
Appendino, G ;
Bettoni, P ;
Noncovich, A ;
Sterner, O ;
Fontana, G ;
Bombardelli, E ;
Pera, P ;
Bernacki, RJ .
JOURNAL OF NATURAL PRODUCTS, 2004, 67 (02) :184-188
[3]   THE CHEMISTRY AND OCCURRENCE OF TAXANE DERIVATIVES .14. TAXOIDS FROM THE ROOTS OF TAXUS X MEDIA CV HICKSII [J].
APPENDINO, G ;
CRAVOTTO, G ;
ENRIU, R ;
GARIBOLDI, P ;
BARBONI, L ;
TORREGIANI, E ;
GABETTA, B ;
ZINI, G ;
BOMBARDELLI, E .
JOURNAL OF NATURAL PRODUCTS, 1994, 57 (05) :607-613
[4]   Synthesis of paclitaxel (Docetaxel)/2-deacetoxytaxinine J dimers [J].
Appendino, G ;
Belloro, E ;
Jakupovic, S ;
Danieli, B ;
Jakupovic, J ;
Bombardelli, E .
TETRAHEDRON, 1999, 55 (21) :6567-6576
[5]  
BISSERY MC, 1991, CANCER RES, V51, P4845
[6]   Synthesis of azetidine-type taxanes [J].
Fenoglio, I ;
Nano, GM ;
VanderVelde, DG ;
Appendino, G .
TETRAHEDRON LETTERS, 1996, 37 (18) :3203-3206
[7]   Docetaxel - Review of its pharmacodynamic and pharmacokinetic properties and therapeutic efficacy in the management of metastatic breast cancer [J].
Fulton, B ;
Spencer, CM .
DRUGS, 1996, 51 (06) :1075-1092
[8]   TAXOL AND TAXOTERE - DISCOVERY, CHEMISTRY, AND STRUCTURE-ACTIVITY-RELATIONSHIPS [J].
GUENARD, D ;
GUERITTEVOEGELEIN, F ;
POTIER, P .
ACCOUNTS OF CHEMICAL RESEARCH, 1993, 26 (04) :160-167
[9]  
Horiguchi T, 2000, HETEROCYCLES, V53, P2629
[10]   Highly regio- and stereospecific hydroxylation of C-1 position of 2-deacetoxytaxinine J derivative with DMDO [J].
Horiguchi, T ;
Cheng, Q ;
Oritani, T .
TETRAHEDRON LETTERS, 2000, 41 (20) :3907-3910
123