SYNTHESIS AND BIOLOGICAL EVALUATION OF 2-(2-DEOXY-D-ERYTHRO-PENT-1-ENOFURANOSYL)PYRIDINE C-NUCLEOSIDES

被引：9

作者：

DEVOS, E

ESMANS, EL

LEPOIVRE, JA

ALDERWEIRELDT, FC

DOMMISSE, RA

FRANCOIS, P

TOUILLAUX, R

BALZARINI, J

DECLERCQ, E

机构：

[1] UNIV CATHOLIQUE LOUVAIN, DEPT CHIM, B-1348 LOUVAIN, BELGIUM

[2] CATHOLIC UNIV LEUVEN, REGA INST MED RES, B-3000 LOUVAIN, BELGIUM

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 1991年 / 10卷 / 07期

关键词：

D O I：

10.1080/07328319108046683

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

2-(2-Deoxy-D-erythro-pent-1-enofuranosyl)pyridine and its methyl analogues have been prepared by treatment of the corresponding 2',3'-O-isopropylidene-D-ribofuranosyl derivatives with several bases such as sodium amide, tert.BuOK, EtONa, lithium tetramethylpiperidide (LTMP) and phenyl lithium (PhLi). PhLi and tert.BuOK gave the best results. The products thus obtained showed cytostatic activity against human tumor cell lines, in particular MT-4, a human T-lymphocyte cell line. No antiviral activity was noted at subtoxic concentrations.

引用

页码：1573 / 1598

页数：26

共 32 条

[1] SYNTHESIS AND BIOLOGICAL EVALUATION OF 2-CARBAMOYL-5-D-RIBOFURANOSYLPYRIDINE
ALDERWEIRELDT, FC
VRIJENS, I
ESMANS, EL
WOTRING, LL
TOWNSEND, LB
BALZARINI, J
DECLERCQ, E
[J]. NUCLEOSIDES & NUCLEOTIDES, 1989, 8 (5-6): : 891 - 894
[2] SYNTHESIS OF C-NUCLEOSIDES .19. 2-L-RHAMNOPYRANOSYL[1,2,4]TRIAZOLO[1,5-A]PYRIDINE - 4' AND 3' OXIDATION-PRODUCTS SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS
ALLARD, P
DINH, TH
GOUYETTE, C
IGOLEN, J
CHERMANN, JC
BARRESINOUSSI, F
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (11) : 1291 - 1297
[3] BOTH 2',3'-DIDEOXYTHYMIDINE AND ITS 2',3'-UNSATURATED DERIVATIVE (2',3'-DI-DEOXYTHYMIDINENE) ARE POTENT AND SELECTIVE INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS-REPLICATION INVITRO
BABA, M
PAUWELS, R
HERDEWIJN, P
DECLERCQ, E
DESMYTER, J
VANDEPUTTE, M
[J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1987, 142 (01) : 128 - 134
[4] POTENT AND SELECTIVE ANTI-HTLV-III/LAV ACTIVITY OF 2',3'-DIDEOXYCYTIDINENE, THE 2',3'-UNSATURATED DERIVATIVE OF 2',3'-DIDEOXYCYTIDINE
BALZARINI, J
PAUWELS, R
HERDEWIJN, P
DECLERCQ, E
COONEY, DA
KANG, GJ
DALAL, M
JOHNS, DG
BRODER, S
[J]. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1986, 140 (02) : 735 - 742
[5] BALZARINI J, 1988, MOL PHARMACOL, V33, P243
[6] BALZARINI J, 1987, MOL PHARMACOL, V32, P162
[7] SYNTHESIS AND BIOLOGICAL EVALUATION OF A SERIES OF SUBSTITUTED PYRIDINE-C-NUCLEOSIDES .5. 3-CHLORO-4-(D-RIBOFURANOSYL)PYRIDINE AND 3-(D-RIBOFURANOSYL)-2-PYRIDONE
BELMANS, M
VRIJENS, I
ESMANS, EL
DOMMISSE, RA
LEPOIVRE, JA
ALDERWEIRELDT, FC
TOWNSEND, LB
WOTRING, LL
BALZARINI, J
DECLERCQ, E
[J]. NUCLEOSIDES & NUCLEOTIDES, 1989, 8 (03): : 307 - 315
[8] SYNTHESIS AND BIOLOGICAL EVALUATION OF A SERIES OF SUBSTITUTED-2-PYRIDINE-C-NUCLEOSIDES .2.
BELMANS, M
VRIJENS, I
ESMANS, E
DOMMISSE, R
LEPOIVRE, J
ALDERWEIRELDT, F
TOWNSEND, L
WOTRING, L
BALZARINI, J
DECLERCQ, E
[J]. NUCLEOSIDES & NUCLEOTIDES, 1986, 5 (04): : 441 - 455
[9] DETERMINATION OF THE ANOMERIC CONFIGURATION OF C-NUCLEOSIDES BY H-1 AND C-13 NMR-SPECTROSCOPY
CHU, CK
ELKABBANI, FM
THOMPSON, BB
[J]. NUCLEOSIDES & NUCLEOTIDES, 1984, 3 (01): : 1 - 31
[10] GENERAL SYNTHESES OF 2',3'-DIDEOXYNUCLEOSIDES AND 2',3'-DIDEHYDRO-2',3'-DIDEOXYNUCLEOSIDES
CHU, CK
BHADTI, VS
DOBOSZEWSKI, B
GU, ZP
KOSUGI, Y
PULLAIAH, KC
VANROEY, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (09) : 2217 - 2225

← 1 2 3 4 →