Modifications of the α,β-double bond in chalcones only marginally affect the antiprotozoal activities

被引：50

作者：

Nielsen, SF

Kharazmi, A

Christensen, SB

机构：

[1] Royal Danish Sch Pharm, Dept Med Chem, DK-2100 Copenhagen, Denmark

[2] State Serum Inst, Copenhagen, Denmark

[3] Univ Hosp 7806, Dept Clin Microbiol, DK-2200 Copenhagen, Denmark

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1998年 / 6卷 / 07期

关键词：

D O I：

10.1016/S0968-0896(98)00051-0

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：

Methods for selective alkylation of chalcones in the alpha- or beta-position and for selective reduction of the alpha,beta-double bond have been developed. The antiparasitic potencies of the alpha,beta-double bond modified chalcones only differ marginally from the potencies of the parent chalcones indicating that the propenone residue only functions as a spacer between the two benzene rings, which are the true pharmacophore. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：937 / 945

页数：9

共 51 条

[1] ABELL RD, 1953, J CHEM SOC, P2834
[2] DEHALOGENATION AND CONDENSATION-REACTIONS OF MOLYBDENUM CARBONYLS WITH ACTIVATED HALIDES
ALPER, H
DESROCHES, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (05) : 806 - 808
[3] SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF 2'-HYDROXYCHALCONES AND FLAVONES AS INHIBITORS OF INFLAMMATORY MEDIATORS GENERATION
BALLESTEROS, JF
SANZ, MJ
UBEDA, A
MIRANDA, MA
IBORRA, S
PAYA, M
ALCARAZ, MJ
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (14) : 2794 - 2797
[4] 2'-SUBSTITUTED CHALCONE DERIVATIVES AS INHIBITORS OF INTERLEUKIN-1 BIOSYNTHESIS
BATT, DG
GOODMAN, R
JONES, DG
KERR, JS
MANTEGNA, LR
MCALLISTER, C
NEWTON, RC
NURNBERG, S
WELCH, PK
COVINGTON, MB
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (10) : 1434 - 1442
[5] BESTMANN HJ, 1980, LIEBIGS ANN CHEM, P2061
[6] BOWDEN K, 1990, J CHEM RES, P377
[7] Reactions in the presence of metallic halides I beta-unsaturated ketone formation as a side reaction in Friedel-Crafts acylations
Calloway, NO
Green, LD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1937, 59 : 809 - 811
[8] LICOCHALCONE-A, A NEW ANTIMALARIAL AGENT, INHIBITS IN-VITRO GROWTH OF THE HUMAN MALARIA PARASITE PLASMODIUM-FALCIPARUM AND PROTECTS MICE FROM P-YOELII INFECTION
CHEN, M
THEANDER, TG
CHRISTENSEN, SB
HVIID, L
ZHAI, L
KHARAZMI, A
[J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1994, 38 (07) : 1470 - 1475
[9] LICOCHALCONE A, A NOVEL ANTIPARASITIC AGENT WITH POTENT ACTIVITY AGAINST HUMAN PATHOGENIC PROTOZOAN SPECIES OF LEISHMANIA
CHEN, M
CHRISTENSEN, SB
BLOM, J
LEMMICH, E
NADELMANN, L
FICH, K
THEANDER, TG
KHARAZMI, A
[J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1993, 37 (12) : 2550 - 2556
[10] ANTILEISHMANIAL ACTIVITY OF LICOCHALCONE A IN MICE INFECTED WITH LEISHMANIA-MAJOR AND IN HAMSTERS INFECTED WITH LEISHMANIA-DONOVANI
CHEN, M
CHRISTENSEN, SB
THEANDER, TG
KHARAZMI, A
[J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1994, 38 (06) : 1339 - 1344

← 1 2 3 4 5 6 →