Total synthesis of the anti methicillin-resistant Staphylococcus aureus peptide antibiotics TAN-1057A-D

被引:68
|
作者
Yuan, CG [1 ]
Williams, RM [1 ]
机构
[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
关键词
D O I
10.1021/ja972670j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
TAN-1057A-D, dipeptides isolated from bacteria Flexibacter sp. PK-74 and PK-176, are new antibiotics with potent antibacterial activity against methicillin-resistant Staphylococcus aureus. We describe, in detail, the total synthesis of TAN-l057A-D by a convergent route featuring a new method to construct the cyclic amidinourea functional group.
引用
收藏
页码:11777 / 11784
页数:8
相关论文
共 50 条
  • [1] TAN-1057A, TAN-1057B, TAN-1057C, TAN-1057D, NEW ANTIBIOTICS WITH POTENT ANTIBACTERIAL ACTIVITY AGAINST METHICILLIN-RESISTANT STAPHYLOCOCCUS-AUREUS - TAXONOMY, FERMENTATION AND BIOLOGICAL-ACTIVITY
    KATAYAMA, N
    FUKUSUMI, S
    FUNABASHI, Y
    IWAHI, T
    ONO, H
    JOURNAL OF ANTIBIOTICS, 1993, 46 (04): : 606 - 613
  • [2] The effect of antibiotics on methicillin-resistant Staphylococcus aureus
    Dancer, S. J.
    JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 2008, 61 (02) : 246 - 253
  • [3] Bacterial Targets of Antibiotics in Methicillin-Resistant Staphylococcus aureus
    Lade, Harshad
    Kim, Jae-Seok
    ANTIBIOTICS-BASEL, 2021, 10 (04):
  • [4] Design and Synthesis of Malonamide Derivatives as Antibiotics against Methicillin-Resistant Staphylococcus aureus
    Su, Jung-Chen
    Huang, Yu-Ting
    Chen, Chang-Shi
    Chiu, Hao-Chieh
    Shiau, Chung-Wai
    MOLECULES, 2018, 23 (01):
  • [5] Restoring Methicillin-Resistant Staphylococcus aureus Susceptibility to β-Lactam Antibiotics
    Tan, Christopher M.
    Therien, Alex G.
    Lu, Jun
    Lee, Sang H.
    Caron, Alexandre
    Gill, Charles J.
    Lebeau-Jacob, Christian
    Benton-Perdomo, Liliana
    Monteiro, Joao M.
    Pereira, Pedro M.
    Elsen, Nathaniel L.
    Wu, Jin
    Deschamps, Kathleen
    Petcu, Mihai
    Wong, Simon
    Daigneault, Etienne
    Kramer, Susanne
    Liang, Lianzhu
    Maxwell, Eugene
    Claveau, David
    Vaillancourt, John
    Skorey, Kathryn
    Tam, John
    Wang, Hao
    Meredith, Timothy C.
    Sillaots, Susan
    Wang-Jarantow, Lisa
    Ramtohul, Yeeman
    Langlois, Eric
    Landry, France
    Reid, John C.
    Parthasarathy, Gopal
    Sharma, Sujata
    Baryshnikova, Anastasia
    Lumb, Kevin J.
    Pinho, Mariana G.
    Soisson, Stephen M.
    Roemer, Terry
    SCIENCE TRANSLATIONAL MEDICINE, 2012, 4 (126)
  • [6] Restoring susceptibility to β-lactam antibiotics in methicillin-resistant Staphylococcus aureus
    Nguyen, Van T.
    Birhanu, Biruk T.
    Miguel-Ruano, Vega
    Kim, Choon
    Batuecas, Mayte
    Yang, Jingdong
    El-Araby, Amr M.
    Jimenez-Faraco, Eva
    Schroeder, Valerie A.
    Alba, Alejandra
    Rana, Neha
    Sader, Safaa
    Thomas, Caitlyn A.
    Feltzer, Rhona
    Lee, Mijoon
    Fisher, Jed F.
    Hermoso, Juan A.
    Chang, Mayland
    Mobashery, Shahriar
    NATURE CHEMICAL BIOLOGY, 2024, : 482 - 489
  • [7] Bicarbonate Resensitization of Methicillin-Resistant Staphylococcus aureus to β-Lactam Antibiotics
    Ersoy, Selvi C.
    Abdelhady, Wessam
    Li, Liang
    Chambers, Henry F.
    Xiong, Yan Q.
    Bayer, Arnold S.
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2019, 63 (07)
  • [8] Methicillin-resistant Staphylococcus aureus
    Turner, Evie
    Brownlee, Keith G.
    Denton, Miles
    JOURNAL OF CYSTIC FIBROSIS, 2013, 12 (02) : 184 - 185
  • [9] Methicillin-resistant Staphylococcus aureus
    Lee, Andie S.
    de Lencastre, Herminia
    Garau, Javier
    Kluytmans, Jan
    Malhotra-Kumar, Surbhi
    Peschel, Andreas
    Harbarth, Stephan
    NATURE REVIEWS DISEASE PRIMERS, 2018, 4
  • [10] Methicillin-resistant Staphylococcus aureus
    Losa, JE
    Barba, R
    Delgado-Iribarren, A
    MEDICINA CLINICA, 2002, 119 (19): : 755 - 756