Synthesis of glycosylated β-amino hydroxamates as new class of antimalarials

被引:35
作者
Mishra, RC
Tripathi, R [1 ]
Katiyar, D
Tewari, N
Singh, D
Tripathi, RP [1 ]
机构
[1] Cent Drug Res Inst, Dept Med Chem, Lucknow 226001, Uttar Pradesh, India
[2] Cent Drug Res Inst, Div Parasitol, Lucknow 226001, Uttar Pradesh, India
关键词
D O I
10.1016/j.bmc.2003.09.038
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
Glycosylated beta-amino acids (3-18, 38, 39), obtained by hydrolysis of glycosylated beta-amino esters on reaction with hydroxylamine hydrochloride in presence of DIC/DCC afforded glycosyl beta-amino hydroxamates (19-34, 40, 41) in fair to good yields. Compounds (19-34, 40, 41) were screened against human malarial parasite Plasmodium falciparum in vitro for their schizontocidal activity. Compounds (19, 24, 26, 28, 40 and 41) exhibited good activity at 2 mug/mL concentrations. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5363 / 5374
页数:12
相关论文
共 34 条
[1]   THE EFFECT OF INSECTICIDE-TREATED BED NETS ON MORTALITY OF GAMBIAN CHILDREN [J].
ALONSO, PL ;
LINDSAY, SW ;
ARMSTRONG, JRM ;
CONTEH, M ;
HILL, AG ;
DAVID, PH ;
FEGAN, G ;
DEFRANCISCO, A ;
HALL, AJ ;
SHENTON, FC ;
CHAM, K ;
GREENWOOD, BM .
LANCET, 1991, 337 (8756) :1499-1502
[2]   Hydroxamic acid derivatives as potent peptide deformylase inhibitors and antibacterial agents [J].
Apfel, C ;
Banner, DW ;
Bur, D ;
Dietz, M ;
Hirata, T ;
Hubschwerlen, C ;
Locher, H ;
Page, MGP ;
Pirson, W ;
Rossé, G ;
Specklin, JL .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (12) :2324-2331
[3]   Peptide deformylase as an antibacterial drug target:: Target validation and resistance development [J].
Apfel, CM ;
Locher, H ;
Evers, S ;
Takács, B ;
Hubschwerlen, C ;
Pirson, W ;
Page, MGP ;
Keck, W .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2001, 45 (04) :1058-1064
[4]   VECTOR BIOLOGY AND THE CONTROL OF MALARIA IN AFRICA [J].
COLLINS, FH ;
BESANSKY, NJ .
SCIENCE, 1994, 264 (5167) :1874-1875
[5]   PLASMODIUM-VINCKEI - SUPPRESSION OF MOUSE INFECTIONS WITH DESFERRIOXAMINE-B [J].
FRITSCH, G ;
TREUMER, J ;
SPIRA, DT ;
JUNG, A .
EXPERIMENTAL PARASITOLOGY, 1985, 60 (02) :171-174
[6]   EFFECT OF IRON CHELATION-THERAPY ON RECOVERY FROM DEEP COMA IN CHILDREN WITH CEREBRAL MALARIA [J].
GORDEUK, V ;
THUMA, P ;
BRITTENHAM, G ;
MCLAREN, C ;
PARRY, D ;
BACKENSTOSE, A ;
BIEMBA, G ;
MSISKA, R ;
HOLMES, L ;
MCKINLEY, E ;
VARGAS, L ;
GILKESON, R ;
POLTERA, AA .
NEW ENGLAND JOURNAL OF MEDICINE, 1992, 327 (21) :1473-1477
[7]   IRON CHELATION AS A CHEMOTHERAPEUTIC STRATEGY FOR FALCIPARUM-MALARIA [J].
GORDEUK, VR ;
THUMA, PE ;
BRITTENHAM, GM ;
BIEMBA, G ;
ZULU, S ;
SIMWANZA, G ;
KALENSE, P ;
MHANGO, A ;
PARRY, D ;
POLTERA, AA ;
AIKAWA, M .
AMERICAN JOURNAL OF TROPICAL MEDICINE AND HYGIENE, 1993, 48 (02) :193-197
[8]  
GORDON P, Patent No. 3939145
[9]  
GORDON P, Patent No. 240965
[10]   Malaria in 2002 [J].
Greenwood, B ;
Mutabingwa, T .
NATURE, 2002, 415 (6872) :670-672