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Synthesis of substituted-amidine derivatives of avibactam and synergistic antibacterial activity with meropenem

Jian Sun 1
Jian Sun
, 
Lili He 1
Lili He
, 
Yuanyu Gao 1
Yuanyu Gao
, 
Lijuan Zhai 1
Lijuan Zhai
, 
Jingwen Ji 1
Jingwen Ji
, 
Yuanbai Liu 1
Yuanbai Liu
, 
Jinbo Ji 1
Jinbo Ji
, 
Xueqin Ma 2
Xueqin Ma
, 
Yangxiu Mu 1
Yangxiu Mu
, 
Dong Tang 1
Dong Tang
, 
Haikang Yang 1
Haikang Yang
, 
Zafar Iqbal 1
Zafar Iqbal
, 
Zhixiang Yang 1
Zhixiang Yang
1 Ningxia Centre of Organic Synthesis and Engineering Technology, Ningxia Academy of Agriculture and Forestry Sciences, Yinchuan, Ningxia, P.R. China
10.1016/j.mencom.2021.07.020
Published 2021-07-07
Communication , Volume 31, Issue 4, 498-500
10
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Sun J. et al. Synthesis of substituted-amidine derivatives of avibactam and synergistic antibacterial activity with meropenem // Mendeleev Communications. 2021. Vol. 31. No. 4. pp. 498-500.
GOST all authors (up to 50) Copy
Sun J., He L., Gao Y., Zhai L., Ji J., Liu Y., Ji J., Ma X., Mu Y., Tang D., Yang H., Iqbal Z., Yang Z. Synthesis of substituted-amidine derivatives of avibactam and synergistic antibacterial activity with meropenem // Mendeleev Communications. 2021. Vol. 31. No. 4. pp. 498-500.
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TY - JOUR
DO - 10.1016/j.mencom.2021.07.020
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.07.020
TI - Synthesis of substituted-amidine derivatives of avibactam and synergistic antibacterial activity with meropenem
T2 - Mendeleev Communications
AU - Sun, Jian
AU - He, Lili
AU - Gao, Yuanyu
AU - Zhai, Lijuan
AU - Ji, Jingwen
AU - Liu, Yuanbai
AU - Ji, Jinbo
AU - Ma, Xueqin
AU - Mu, Yangxiu
AU - Tang, Dong
AU - Yang, Haikang
AU - Iqbal, Zafar
AU - Yang, Zhixiang
PY - 2021
DA - 2021/07/07
PB - Mendeleev Communications
SP - 498-500
IS - 4
VL - 31
ER -
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@article{2021_Sun,
author = {Jian Sun and Lili He and Yuanyu Gao and Lijuan Zhai and Jingwen Ji and Yuanbai Liu and Jinbo Ji and Xueqin Ma and Yangxiu Mu and Dong Tang and Haikang Yang and Zafar Iqbal and Zhixiang Yang},
title = {Synthesis of substituted-amidine derivatives of avibactam and synergistic antibacterial activity with meropenem},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.07.020},
number = {4},
pages = {498--500},
doi = {10.1016/j.mencom.2021.07.020}
}
MLA
Cite this
MLA Copy
Sun, Jian, et al. “Synthesis of substituted-amidine derivatives of avibactam and synergistic antibacterial activity with meropenem.” Mendeleev Communications, vol. 31, no. 4, Jul. 2021, pp. 498-500. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.07.020.

Abstract

New avibactam derivatives in which amide moiety is replaced by substituted amidine groupings were obtained in several steps, the key step having involved the conversion of 2-positioned cyano group of the 1,6-diazabicyclo[3.2.1]-octane framework into the amidine one. Synergistic antibacterial activity of the new compounds in combination with meropenem infers the agonistic effect of these derivatives against β-lactamases.

References

2.
Origins and Evolution of Antibiotic Resistance
Davies J., Davies D.
Microbiology and Molecular Biology Reviews, 2010
3.
Prospects for new antibiotics: a molecule-centered perspective
Walsh C.T., Wencewicz T.A.
Journal of Antibiotics, 2013
4.
Targeting Antibiotic Resistance
Chellat M.F., Raguž L., Riedl R.
Angewandte Chemie - International Edition, 2016
5.
Tackling the Antibiotic Resistance Caused by Class A β-Lactamases through the Use of β-Lactamase Inhibitory Protein
Eiamphungporn W., Schaduangrat N., Malik A., Nantasenamat C.
International Journal of Molecular Sciences, 2018
6.
Antibiotics in the clinical pipeline in October 2019
Butler M.S., Paterson D.L.
Journal of Antibiotics, 2020
7.
10.1016/j.mencom.2021.07.020_b0035
Munita
Microbiol. Spectr., 2016
9.
β-Lactams and β-Lactamase Inhibitors: An Overview
Bush K., Bradford P.A.
Cold Spring Harbor perspectives in medicine, 2016
10.
OP0595, a new diazabicyclooctane: mode of action as a serine β-lactamase inhibitor, antibiotic and β-lactam ‘enhancer’
Morinaka A., Tsutsumi Y., Yamada M., Suzuki K., Watanabe T., Abe T., Furuuchi T., Inamura S., Sakamaki Y., Mitsuhashi N., Ida T., Livermore D.M.
Journal of Antimicrobial Chemotherapy, 2015
11.
Three Decades of β-Lactamase Inhibitors
Drawz S.M., Bonomo R.A.
Clinical Microbiology Reviews, 2010
12.
New β-lactam-β-lactamase inhibitor combinations in clinical development
Shlaes D.M.
Annals of the New York Academy of Sciences, 2013
13.
β-lactam/β-lactamase inhibitor combinations: an update
Tehrani K.H., Martin N.I.
MedChemComm, 2018
14.
Multitarget Approaches against Multiresistant Superbugs
Gray D.A., Wenzel M.
ACS Infectious Diseases, 2020
15.
10.1016/j.mencom.2021.07.020_b0075
Uto
Clavulanic Acid, 2020
16.
Clavulanic acid: A review
Saudagar P.S., Survase S.A., Singhal R.S.
Biotechnology Advances, 2008
17.
Multiresistente Erreger bei Tier und Mensch
Köck R., Cuny C.
Medizinische Klinik - Intensivmedizin und Notfallmedizin, 2018
18.
10.1016/j.mencom.2021.07.020_b0090
Nichols
Antimicrob. Agents Chemother., 2018
23.
Amidine Derivatives of Avibactam: Synthesis and In Vitro β‐Lactamase Inhibition Activity
Gao Y., Liu Y., Iqbal Z., Sun J., Ji J., Zhai L., Tang D., Ji J., He L., Mu Y., Yang H., Yang Z.
ChemistrySelect, 2021
24.
Z. Iqbal, L. Zhai, Y. Gao, D. Tang, X. Ma, J. Ji, J. Sun, J. Ji, Y. Liu, R. Jiang, Y. Mu, H. Yang and Z. Yang, Beilstein J. Org. Chem., Accepted.
25.
Novel pyrimidoazepine analogs as serotonin 5-HT2A and 5-HT2C receptor ligands for the treatment of obesity
Yang H.Y., Tae J., Seo Y.W., Kim Y.J., Im H.Y., Choi G.D., Cho H., Park W., Kwon O.S., Cho Y.S., Ko M., Jang H., Lee J., Choi K., Kim C., et. al.
European Journal of Medicinal Chemistry, 2013
26.
Conversion of ‘obstinate’ nitriles to amidines by Garigipati's reaction
Moss R.A., Ma W., Merrer D.C., Xue S.
Tetrahedron Letters, 1995
27.
10.1016/j.mencom.2021.07.020_b0135
Wikler
Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically; Approved Standard – Eighth Edition, CLSI document M07–A8, Clinical and Laboratory Standards Institute, 2009