Studies on pyrrolidinones:: Some attempts to improve the anticancer properties of methyl N-(3,4,4′,5-tetramethoxybenzhydryl)pyroglutamate (HEI 81)

被引:8
作者
Bourry, A
Rigo, B
Sanz, G
Couturier, D
机构
[1] Ecole Hautes Etud Ind, Grp Rech Inhibit Proliferat Cellulaire, F-59046 Lille, France
[2] Janssen Res Fdn, F-27106 Val De Reuil, France
[3] Univ Sci & Technol, Lab Ingn Mol, F-59655 Villeneuve Dascq, France
关键词
D O I
10.1002/jhet.5570390117
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of esters, amides, pyrrolidinone and succinimide analogs of a new inhibitor of tubulin polymerization, methyl N-(3,4,4',5-tetramethoxybenzhydryl)pyroglutamate (HEI 8 1) was studied.
引用
收藏
页码:119 / 124
页数:6
相关论文
共 26 条
[1]  
[Anonymous], 1980, ANTICANCER AGENTS BA
[2]   SYNTHESIS AND EVALUATION OF ANALOGS OF (Z)-1-(4-METHOXYPHENYL)-2-(3,4,5-TRIMETHOXYPHENYL)ETHENE AS POTENTIAL CYTOTOXIC AND ANTIMITOTIC AGENTS [J].
CUSHMAN, M ;
NAGARATHNAM, D ;
GOPAL, D ;
HE, HM ;
LIN, CM ;
HAMEL, E .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (12) :2293-2306
[3]   BINDING TO TUBULIN OF AN ALLOCOLCHICINE SPIN PROBE - INTERACTION WITH THE ESSENTIAL SH-GROUPS AND OTHER ACTIVE-SITES [J].
DEINUM, J ;
LINCOLN, P .
BIOCHIMICA ET BIOPHYSICA ACTA, 1986, 870 (02) :226-233
[4]  
El Ghammarti S, 2000, J HETEROCYCLIC CHEM, V37, P143
[5]   ELECTROCHEMICAL SYNTHESIS OF THE VINYLOGS OF N-ACYL N,O-ACETALS AND THEIR REACTIVITY [J].
FASSEUR, D ;
RIGO, B ;
CAULIEZ, P ;
DEBACKER, M ;
COUTURIER, D .
TETRAHEDRON LETTERS, 1990, 31 (12) :1713-1716
[6]   On the silylation of diarylcarbinols [J].
Gautret, P ;
ElGhammarti, S ;
Legrand, A ;
Couturier, D ;
Rigo, B .
SYNTHETIC COMMUNICATIONS, 1996, 26 (04) :707-713
[7]   Preparation and evaluation of diarylalkynes as antitumour agents [J].
Hadfield, JA ;
McGown, AT .
SYNTHETIC COMMUNICATIONS, 1998, 28 (08) :1421-1431
[8]   NUCLEAR ANALOGS OF BETA-LACTAM ANTIBIOTICS .1. TOTAL SYNTHESIS OF A 7-OXO-1,3-DIAZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID VIA A VERSATILE MONOCYCLIC BETA-LACTAM INTERMEDIATE [J].
HUFFMAN, WF ;
HOLDEN, KG ;
BUCKLEY, TF ;
GLEASON, JG ;
WU, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (07) :2352-2353
[9]   ELECTROCHEMICAL SYNTHESIS OF SEMICYCLIC AND CYCLIC N-ACYL N,O-ACETALS [J].
IWASAKI, T ;
HORIKAWA, H ;
MATSUMOTO, K ;
MIYOSHI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (09) :1552-1554
[10]   A new route towards the synthesis of substituted naphthalenes via Friedel-Crafts acylation [J].
Kao, CL ;
Yen, SY ;
Chern, JW .
TETRAHEDRON LETTERS, 2000, 41 (13) :2207-2210