Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis

被引：26
|
作者：
Horita, Yasuhiro [1 ]
Takii, Takemasa [1 ]
Chiba, Taku [2 ]
Kuroishi, Ryuji [1 ]
Maeda, Yasuhiro [3 ]
Kurono, Yukihisa [3 ]
Inagaki, Emi [1 ]
Nishimura, Kenji [1 ]
Yamamoto, Yoshifumi [1 ]
Abe, Chiyoji [4 ]
Mori, Masami [2 ]
Onozaki, Kikuo [1 ]
机构：
[1] Nagoya City Univ, Grad Sch Pharmaceut Sci, Dept Mol Hlth Sci, Nagoya, Aichi, Japan
[2] Kinjo Gakuin Univ, Coll Pharm, Nagoya, Aichi, Japan
[3] Nagoya City Univ, Grad Sch Pharmaceut Sci, Dept Hosp Pharm, Nagoya, Aichi, Japan
[4] Japan AntiTB Assoc, Res Inst TB, Tokyo, Japan
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2009年 / 19卷 / 22期
关键词：
Carbohydrate; Tuberculosis; Antibacterial activity;
D O I：
10.1016/j.bmcl.2009.09.095
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of sugar derivatives (1-13) were synthesized and evaluated for antibacterial activity against Mycobacterium tuberculosis (MTB), especially multi-drug resistant (MDR) MTB, and the structure-activity relationships of these compounds were studied. The results showed that the compound OCT313 (2-acetamido-2deoxy-beta-D-glucopyranosyl N,N-dimethyldithiocarbamate) (4) exhibited significant in vitro bactericidal activity, and that the dithiocarbamate group at C-1 position of the glucopyranoside ring was requisite for the antibacterial activity. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6313 / 6316
页数：4
相关论文
共 50 条
  • [31] Synthesis, antibacterial, and antifungal activities of new pyrimidinone derivatives
    Cherif, Oussama
    Masmoudi, Fatma
    Allouche, Fatma
    Chabchoub, Fakher
    Trigui, Mohamed
    HETEROCYCLIC COMMUNICATIONS, 2015, 21 (04) : 191 - 194
  • [32] Synthesis and Antibacterial Activities of New Metronidazole and Imidazole Derivatives
    Atia, Abdul Jabar Kh.
    MOLECULES, 2009, 14 (07): : 2431 - 2446
  • [33] Isolation and Synthesis of Luffariellolide Derivatives and Evaluation of Antibacterial Activities against Gram-Negative Bacteria
    Lee, Jihoon
    Shin, A-Young
    Lee, Hyi-Seung
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2017, 38 (07): : 804 - 807
  • [34] Evaluation of Pseudopteroxazole and Pseudopterosin Derivatives against Mycobacterium tuberculosis and Other Pathogens
    McCulloch, Malcolm W. B.
    Haltli, Brad
    Marchbank, Douglas H.
    Kerr, Russell G.
    MARINE DRUGS, 2012, 10 (08): : 1711 - 1728
  • [35] Synthesis of acylated derivatives of alginate oligosaccharides and evaluation of their potential antibacterial activities against Staphylococcus aureus
    Xu, Mei
    Gao, Yujia
    Xu, Yunshu
    Xu, Tiantian
    Ma, Jinlong
    Li, Jiaqi
    Yang, Ting
    Zhang, Yanmei
    Du, Yuguang
    Xu, Qingsong
    INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2024, 271
  • [36] Isolation and synthesis of luffariellolide derivatives and evaluation of antibacterial activities against Gram-negative bacteria
    Lee, Jihoon
    Shin, A-Young
    Lee, Hyi-Seung
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 256
  • [37] Synthesis, characterisation, X-ray diffraction and biological evaluation of new thiourea derivatives against Mycobacterium tuberculosis and cervical cancer
    Makhakhayi, Luleka
    Malan, Frederick P.
    Senzani, Sibusiso
    Tukulula, Matshawandile
    Davison, Candace
    de la Mare, Jo-Anne
    Nkambule, Comfort M.
    Tembu, Vuyelwa J.
    Manicum, Amanda-Lee E.
    JOURNAL OF MOLECULAR STRUCTURE, 2024, 1314
  • [38] Reversed isoniazids: Design, synthesis and evaluation against Mycobacterium tuberculosis
    Kumar, Malkeet
    Singh, Kawaljit
    Ngwane, Andile H.
    Hamzabegovic, Fahreta
    Abate, Getahun
    Baker, Bienyameen
    Wiid, Ian
    Hoft, Daniel F.
    Ruminski, Peter
    Chibale, Kelly
    BIOORGANIC & MEDICINAL CHEMISTRY, 2018, 26 (04) : 833 - 844
  • [39] Design, synthesis and biological evaluation of novel triaryldimethylaminobutan-2-ol derivatives against Mycobacterium tuberculosis
    Liu, Ping
    Fan, Shiyong
    Wang, Bin
    Cao, Ruiyuan
    Wang, Xiaokui
    Li, Song
    Lu, Yu
    Zhong, Wu
    BIOORGANIC CHEMISTRY, 2020, 102
  • [40] Design, synthesis, biological evaluation and molecular modelling studies of novel quinoline derivatives against Mycobacterium tuberculosis
    Upadhayaya, Ram Shankar
    Vandavasi, Jaya Kishore
    Vasireddy, Nageswara Rao
    Sharma, Vivek
    Dixit, Shailesh S.
    Chattopadhyaya, Jyoti
    BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (07) : 2830 - 2841
12345