Syntheses and biological evaluation of new triazole-spirochromone conjugates as inhibitors of Mycobacterium tuberculosis

被引:34
|
作者
Muthukrishnan, M. [1 ]
Mujahid, M. [1 ]
Yogeeswari, P. [2 ]
Sriram, D. [2 ]
机构
[1] Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India
[2] Birla Inst Technol & Sci Pilani, TB Drug Discovery Lab, Pharm Grp, Hyderabad 500078, Andhra Pradesh, India
关键词
Click chemistry; Spirochromones; Antitubercular activity; Mycobacterium tuberculosis; NATURAL-PRODUCTS; CLICK CHEMISTRY; REARRANGEMENT; FLAVANONES;
D O I
10.1016/j.tetlet.2011.02.099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of novel 1,2,3-triazole fused spirochromone conjugates have been synthesized bearing both spirochromone moiety as well as a 1,2,3-triazole moiety. Some of the compounds have exhibited potential activity against Mycobacterium tuberculosis (virulent strain H37Rv). In particular 5e proved to be the most potent derivative exhibiting MIC = 0.78 mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2387 / 2389
页数:3
相关论文
共 50 条
  • [21] Biological evaluation of pyrazinamide liposomes for treatment of Mycobacterium tuberculosis
    El-Ridy, M. S.
    Mostafa, D. M.
    Shehab, A.
    Nasr, E. A.
    El-Alim, Sameh Abd
    INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2007, 330 (1-2) : 82 - 88
  • [22] Triazole-Linked Inhibitors of Inosine Monophosphate Dehydrogenase from Human and Mycobacterium tuberculosis
    Chen, Liqiang
    Wilson, Daniel J.
    Xu, Yanli
    Aldrich, Courtney C.
    Felczak, Krzysztof
    Sham, Yuk Y.
    Pankiewicz, Krzysztof W.
    JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (12) : 4768 - 4778
  • [23] Design and synthesis of novel triazole linked pyrrole derivatives as potent Mycobacterium tuberculosis inhibitors
    Devi, M. Lakshmi
    Reddy, P. Lakshmi
    Yogeeswari, P.
    Sriram, D.
    Reddy, T. Veera
    Reddy, B. V. Subba
    Narender, R.
    MEDICINAL CHEMISTRY RESEARCH, 2017, 26 (11) : 2985 - 2999
  • [24] Design, synthesis and biological evaluation of phenanthridine amide and 1,2,3-triazole analogues against Mycobacterium tuberculosis
    Nandikolla, Adinarayana
    Khetmalis, Yogesh Mahadu
    Kumar, Boddupalli Venkata Siva
    Chandu, Ala
    Kumar, Banoth Karan
    Shetye, Gauri
    Ma, Rui
    Murugesan, Sankaranarayanan
    Franzblau, Scott G.
    Sekhar, Kondapalli Venkata Gowri Chandra
    RSC MEDICINAL CHEMISTRY, 2023, 14 (08): : 1549 - 1561
  • [25] Design and synthesis of novel triazole linked pyrrole derivatives as potent Mycobacterium tuberculosis inhibitors
    M. Lakshmi Devi
    P. Lakshmi Reddy
    P. Yogeeswari
    D. Sriram
    T. Veera Reddy
    B. V. Subba Reddy
    R. Narender
    Medicinal Chemistry Research, 2017, 26 : 2985 - 2999
  • [26] Syntheses of new tuberculosis inhibitors promoted by microwave irradiation
    de Rosa, Maria
    Gising, Johan
    Odell, Luke R.
    Larhed, Mats
    UPSALA JOURNAL OF MEDICAL SCIENCES, 2014, 119 (02) : 181 - 191
  • [27] Synthesis of New Cyclomarin Derivatives and Their Biological Evaluation towards Mycobacterium Tuberculosis and Plasmodium Falciparum
    Kiefer, Alexander
    Bader, Chantal D.
    Held, Jana
    Esser, Anna
    Rybniker, Jan
    Empting, Martin
    Mueller, Rolf
    Kazmaier, Uli
    CHEMISTRY-A EUROPEAN JOURNAL, 2019, 25 (37) : 8894 - 8902
  • [28] Structure-based design, synthesis, and biological evaluation of inhibitors of Mycobacterium tuberculosis type II dehydroquinase
    Sánchez-Sixto, C
    Prazeres, VFV
    Castedo, L
    Lamb, H
    Hawkins, AR
    González-Bello, C
    JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (15) : 4871 - 4881
  • [29] Synthesis and in vitro biological evaluation of ring B abeo-sterols as novel inhibitors of Mycobacterium tuberculosis
    Wei, Xiaomei
    Rodriguez, Abimael D.
    Wang, Yuehong
    Franzblau, Scott G.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (20) : 5448 - 5450
  • [30] Synthesis and biological evaluation of inhibitors of KasA indentified through virtual screening: A novel inhibitor of Mycobacterium tuberculosis
    Oldham, Davis
    Priest, Alexander
    Henry, Grace
    Lewis, Lynn
    Toth, David
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253