Design, Synthesis and Anti-HIV Integrase Evaluation of 4-Oxo-4H-quinolizine-3-carboxylic Acid Derivatives

被引：42
作者：
Xu, Yi-Sheng [1 ,2 ]
Zeng, Cheng-Chu [1 ]
Jiao, Zi-Guo [1 ]
Hu, Li-Ming [1 ]
Zhong, Ru-gang [1 ]
机构：
[1] Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing 100124, Peoples R China
[2] Chinese Res Inst Environm Sci, Atmospher Chem & Aerosol Res Dept, Beijing 100012, Peoples R China
来源：
MOLECULES | 2009年 / 14卷 / 02期
基金：
中国国家自然科学基金; 北京市自然科学基金;
关键词：
4-Oxo-4H-quinolizine-3-carboxylic acid derivatives; HIV-1; integrase; Mg2+ binding; Aryl diketo acids; QUINOXALONE DERIVATIVES; STRAND TRANSFER; INHIBITORS; REPLICATION; MECHANISM; PLATFORM; THERAPY; ENZYMES; BINDING; CELLS;
D O I：
10.3390/molecules14020868
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：
4-Oxo-4H-quinolizine-3-carboxylic acid derivatives bearing sulfamido, carboxylamido, benzimidazole and benzothiazole substituents have been designed and synthesized. The structures of these new compounds were confirmed by H-1-NMR, C-13-NMR, IR and ESI (or HRMS) spectra. Compounds were screened for possible HIV integrase inhibitory activity.
引用
收藏
页码：868 / 883
页数：16
相关论文
共 31 条
  • [1] BROWN PO, 1990, CURR TOP MICROBIOL, V157, P19
  • [2] New developments in anti-HIV chemotherapy
    De Clercq, E
    [J]. BIOCHIMICA ET BIOPHYSICA ACTA-MOLECULAR BASIS OF DISEASE, 2002, 1587 (2-3): : 258 - 275
  • [3] HIV-1 integrase inhibitors that compete with the target DNA substrate define a unique strand transfer conformation for integrase
    Espeseth, AS
    Felock, P
    Wolfe, A
    Witmer, M
    Grobler, J
    Anthony, N
    Egbertson, M
    Melamed, JY
    Young, S
    Hamill, T
    Cole, JL
    Hazuda, DJ
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2000, 97 (21) : 11244 - 11249
  • [4] Differential inhibition of HIV-1 preintegration complexes and purified integrase protein by small molecules
    Farnet, CM
    Wang, BB
    Lipford, JR
    Bushman, FD
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1996, 93 (18) : 9742 - 9747
  • [5] Fukumoto R., 2003, WO Patent, Patent No. 2003029253
  • [6] Structure of the HIV-1 integrase catalytic domain complexed with an inhibitor: A platform for antiviral drug design
    Goldgur, Y
    Craigie, R
    Cohen, GH
    Fujiwara, T
    Yoshinaga, T
    Fujishita, T
    Sugimoto, H
    Endo, T
    Murai, H
    Davies, DR
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1999, 96 (23) : 13040 - 13043
  • [7] Diketo acid inhibitor mechanism and HIV-1 integrase: Implications for metal binding in the active site of phosphotransferase enzymes
    Grobler, JA
    Stillmock, K
    Hu, BH
    Witmer, M
    Felock, P
    Espeseth, AS
    Wolfe, A
    Egbertson, M
    Bourgeois, M
    Melamed, J
    Wai, JS
    Young, S
    Vacca, J
    Hazuda, DJ
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (10) : 6661 - 6666
  • [8] Inhibitors of strand transfer that prevent integration and inhibit HIV-1 replication in cells
    Hazuda, DJ
    Felock, P
    Witmer, M
    Wolfe, A
    Stillmock, K
    Grobler, JA
    Espeseth, A
    Gabryelski, L
    Schleif, W
    Blau, C
    Miller, MD
    [J]. SCIENCE, 2000, 287 (5453) : 646 - 650
  • [9] Integrase inhibitors and cellular immunity suppress retroviral replication in rhesus macaques
    Hazuda, DJ
    Young, SD
    Guare, JP
    Anthony, NJ
    Gomez, RP
    Wai, JS
    Vacca, JP
    Handt, L
    Motzel, SL
    Klein, HJ
    Dornadula, G
    Danovich, RM
    Witmer, MV
    Wilson, KAA
    Tussey, L
    Schleif, WA
    Gabryelski, LS
    Jin, LX
    Miller, MD
    Casimiro, DR
    Emini, EA
    Shiver, JW
    [J]. SCIENCE, 2004, 305 (5683) : 528 - 532
  • [10] FLUOROGENIC CALIX[4]ARENE
    IWAMOTO, K
    ARAKI, K
    FUJISHIMA, H
    SHINKAI, S
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (15): : 1885 - 1887
1234