Antibacterial activity of indolyl-quinolinium derivatives and study their mode of action
A new series of indolyl-quinolinium derivatives perturb the polymerization of FtsZ with strong antibacterial activities. [Display omitted] •Novel indolyl-quinolinium derivatives were synthesized.•The antibacterial activity of quinolinium derivatives were evaluated.•c2 and c9 possess potent antibacte...
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Published in | Bioorganic & medicinal chemistry Vol. 27; no. 7; pp. 1274 - 1282 |
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Main Authors | , , , , , , , , , , , |
Format | Journal Article |
Language | English |
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01.04.2019
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Abstract | A new series of indolyl-quinolinium derivatives perturb the polymerization of FtsZ with strong antibacterial activities.
[Display omitted]
•Novel indolyl-quinolinium derivatives were synthesized.•The antibacterial activity of quinolinium derivatives were evaluated.•c2 and c9 possess potent antibacterial activity against MRSA and VRE.•Biological assays suggest antibacterial activity of c2 may associated with FtsZ.
Filamenting temperature-sensitive mutant Z (FtsZ) is recognized as a promising target for new antibiotics development because of its high conservatism and pivotal role in the bacteria cell division. The aromatic heterocyclic scaffold of indole is known showing merit medical functions in antiviral and antimicrobial. In the present study, a series of 1-methylquinolinium derivatives, which were integrated with an indole fragment at its 2-position and a variety of amino groups (cyclic or linear, mono- or di-amine) at the 4-position were synthesized and their antibacterial activities were evaluated. The results of antibacterial study show that the representative compounds can effectively inhibit the growth of testing strains including MRSA and VRE, with MIC values of 1–4 μg/mL by bactericidal mode. The mode of action assays revealed that c2 can effectively disrupt the rate of GTP hydrolysis and dynamic polymerization of FtsZ, and thus inhibits bacterial cell division and then causes bacterial cell death. In addition, the result of resistance generation experiment reveals that c2 is not likely to induce resistance in S. aureus. |
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AbstractList | Filamenting temperature-sensitive mutant Z (FtsZ) is recognized as a promising target for new antibiotics development because of its high conservatism and pivotal role in the bacteria cell division. The aromatic heterocyclic scaffold of indole is known showing merit medical functions in antiviral and antimicrobial. In the present study, a series of 1-methylquinolinium derivatives, which were integrated with an indole fragment at its 2-position and a variety of amino groups (cyclic or linear, mono-or di-amine) at the 4-position were synthesized and their antibacterial activities were evaluated. The results of antibacterial study show that the representative compounds can effectively inhibit the growth of testing strains including MRSA and VRE, with MIC values of 1-4 mu g/mL by bactericidal mode. The mode of action assays revealed that c2 can effectively disrupt the rate of GTP hydrolysis and dynamic polymerization of FtsZ, and thus inhibits bacterial cell division and then causes bacterial cell death. In addition, the result of resistance generation experiment reveals that c2 is not likely to induce resistance in S. aureus. Filamenting temperature-sensitive mutant Z (FtsZ) is recognized as a promising target for new antibiotics development because of its high conservatism and pivotal role in the bacteria cell division. The aromatic heterocyclic scaffold of indole is known showing merit medical functions in antiviral and antimicrobial. In the present study, a series of 1-methylquinolinium derivatives, which were integrated with an indole fragment at its 2-position and a variety of amino groups (cyclic or linear, mono- or di-amine) at the 4-position were synthesized and their antibacterial activities were evaluated. The results of antibacterial study show that the representative compounds can effectively inhibit the growth of testing strains including MRSA and VRE, with MIC values of 1-4 μg/mL by bactericidal mode. The mode of action assays revealed that c2 can effectively disrupt the rate of GTP hydrolysis and dynamic polymerization of FtsZ, and thus inhibits bacterial cell division and then causes bacterial cell death. In addition, the result of resistance generation experiment reveals that c2 is not likely to induce resistance in S. aureus. A new series of indolyl-quinolinium derivatives perturb the polymerization of FtsZ with strong antibacterial activities. [Display omitted] •Novel indolyl-quinolinium derivatives were synthesized.•The antibacterial activity of quinolinium derivatives were evaluated.•c2 and c9 possess potent antibacterial activity against MRSA and VRE.•Biological assays suggest antibacterial activity of c2 may associated with FtsZ. Filamenting temperature-sensitive mutant Z (FtsZ) is recognized as a promising target for new antibiotics development because of its high conservatism and pivotal role in the bacteria cell division. The aromatic heterocyclic scaffold of indole is known showing merit medical functions in antiviral and antimicrobial. In the present study, a series of 1-methylquinolinium derivatives, which were integrated with an indole fragment at its 2-position and a variety of amino groups (cyclic or linear, mono- or di-amine) at the 4-position were synthesized and their antibacterial activities were evaluated. The results of antibacterial study show that the representative compounds can effectively inhibit the growth of testing strains including MRSA and VRE, with MIC values of 1–4 μg/mL by bactericidal mode. The mode of action assays revealed that c2 can effectively disrupt the rate of GTP hydrolysis and dynamic polymerization of FtsZ, and thus inhibits bacterial cell division and then causes bacterial cell death. In addition, the result of resistance generation experiment reveals that c2 is not likely to induce resistance in S. aureus. |
Author | Tang, Ziwei Sun, Ning Yuan, Wenchang Lu, Yu-Jing Li, Ying Lin, Hai Wong, Wing-Leung Cai, Senyuan Huang, Xuanhe Wong, Kwok-Yin Fang, Zhiyuan Guo, Qi |
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Keywords | Antibacterial activity FtsZ Indolyl quinolinium derivatives Drug resistant bacteria Cells division CELL-DIVISION DESIGN ANTIBIOTICS FTSZ INHIBITORS AGENTS |
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Snippet | A new series of indolyl-quinolinium derivatives perturb the polymerization of FtsZ with strong antibacterial activities.
[Display omitted]
•Novel... Filamenting temperature-sensitive mutant Z (FtsZ) is recognized as a promising target for new antibiotics development because of its high conservatism and... |
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SubjectTerms | Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Antibacterial activity Biochemistry & Molecular Biology Cells division Chemistry Chemistry, Medicinal Chemistry, Organic Dose-Response Relationship, Drug Drug Resistance, Bacterial - drug effects Drug resistant bacteria FtsZ Gram-Negative Bacteria - drug effects Gram-Positive Bacteria - drug effects Indoles - chemistry Indoles - pharmacology Indolyl quinolinium derivatives Life Sciences & Biomedicine Microbial Sensitivity Tests Molecular Structure Pharmacology & Pharmacy Physical Sciences Quinolinium Compounds - chemistry Quinolinium Compounds - pharmacology Science & Technology Structure-Activity Relationship |
Title | Antibacterial activity of indolyl-quinolinium derivatives and study their mode of action |
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