Synthesis of galactopyranosyl amino alcohols as a new class of antitubercular and antifungal agents

被引：47
作者：
Tewari, N
Tiwari, VK
Tripathi, RP [1 ]
Chaturvedi, V
Srivastava, A
Srivastava, R
Shukla, PK
Chaturvedi, AK
Gaikwad, A
Sinha, S
Srivastava, BS
机构：
[1] Cent Drug Res Inst, Div Med Chem, Lucknow 226001, Uttar Pradesh, India
[2] Cent Drug Res Inst, Div Microbiol, Lucknow 226001, Uttar Pradesh, India
[3] Cent Drug Res Inst, Div Med Mycol, Lucknow 226001, Uttar Pradesh, India
[4] Cent Drug Res Inst, Div Biochem, Lucknow 226001, Uttar Pradesh, India
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 02期
关键词：
D O I：
10.1016/j.bmcl.2003.11.020
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The galactopyranosyl amino alcohols (3-16) were synthesised by regioselective oxirane ring opening of compound 2 with variety of amines and screened for antitubercular and antifungal activities. One of the compounds (16) showed potent activity against Mycobacterium tuberculosis H37 Rv in vitro and also displayed activity in MDR TB. The compound (16) was found to be superior to ethambutol clinically used anti TB drug in in vitro screen. (C) 2003 Elsevier Ltd. All rights reserved.
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页码：329 / 332
页数：4
相关论文
共 34 条
  • [1] Treatment and prevention of multidrug-resistant tuberculosis
    Bastian, I
    Colebunders, R
    [J]. DRUGS, 1999, 58 (04) : 633 - 661
  • [2] The embAB genes of Mycobacterium avium encode an arabinosyl transferase involved in cell wall arabinan biosynthesis that is the target for the antimycobacterial drug ethambutol
    Belanger, AE
    Besra, GS
    Ford, ME
    Mikusova, K
    Belisle, JT
    Brennan, PJ
    Inamine, JM
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1996, 93 (21) : 11919 - 11924
  • [3] Importance of the thiomorpholine introduction in new pyrrole derivatives as antimycobacterial agents analogues of BM 212
    Biava, M
    Porretta, GC
    Deidda, D
    Pompei, R
    Tafi, A
    Manetti, F
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (04) : 515 - 520
  • [4] Molecular mechanisms of drug resistance in Mycobacterium tuberculosis
    Blanchard, JS
    [J]. ANNUAL REVIEW OF BIOCHEMISTRY, 1996, 65 : 215 - 239
  • [5] THE ENVELOPE OF MYCOBACTERIA
    BRENNAN, PJ
    NIKAIDO, H
    [J]. ANNUAL REVIEW OF BIOCHEMISTRY, 1995, 64 : 29 - 63
  • [6] OXIDATION OF SOME DERIVATIVES OF D-GALACTOSE WITH METHYL SULPHOXIDE-ACID ANHYDRIDE MIXTURES - A ROUTE TO DERIVATIVES OF D-GLUCOSE AND D-TALOSE
    CHITTENDEN, GJ
    [J]. CARBOHYDRATE RESEARCH, 1970, 15 (01) : 101 - +
  • [7] Daffe M., 1999, Tubercle and Lung Disease, V79, P153, DOI 10.1054/tuld.1998.0200
  • [8] Global burden of tuberculosis - Estimated incidence, prevalence, and mortality by country
    Dye, C
    Scheele, S
    Dolin, P
    Pathania, V
    Raviglione, RC
    [J]. JAMA-JOURNAL OF THE AMERICAN MEDICAL ASSOCIATION, 1999, 282 (07): : 677 - 686
  • [9] Erasing the world's slow stain: Strategies to beat muttidrug-resistant tuberculosis
    Dye, C
    Williams, BG
    Espinal, MA
    Raviglione, MC
    [J]. SCIENCE, 2002, 295 (5562) : 2042 - 2046
  • [10] GORDON P, Patent No. 3939145
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