Synthesis and antibacterial activity of N-[5-(chlorobenzylthio)-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives
A series of N-[5-(chlorobenzylthio)-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives (4a-I) have been synthesized by reaction of piperazinyl quinolones with 5-chloro-2-(chlorobenzylthio)-1,3,4-thiadiazoles. Their structures were confirmed by elemental analysis, IR and NMR spectra. The antibacterial activities of 4a-I against a variety of Gram-positive and Gram-negative bacteria were determined. Several compounds showed a good antibacterial activity against Gram-positive bacteria among which, compound 4e with a 2-chlorobenzylthio moiety in ciprofloxacin derivative, exhibited high activities against Staphylococcus aureus and Staphylococcus epidermidis (MIC = 0.06 microg/mL). The structure-activity relationship (SAR) study revealed that the position of chlorine atom on benzyl moiety would dramatically affect the antibacterial activities of the synthesized compounds.
| Medienart: |
Artikel |
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| Erscheinungsjahr: |
2007 |
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| Erschienen: |
2007 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:30 |
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| Enthalten in: |
Archives of pharmacal research - 30(2007), 2 vom: 17. Feb., Seite 138-45 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Foroumadi, Alireza [VerfasserIn] |
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| Themen: |
Anti-Bacterial Agents |
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| Anmerkungen: |
Date Completed 29.03.2007 Date Revised 17.09.2019 published: Print Citation Status MEDLINE |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM16903612X |
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| LEADER | 01000naa a22002652 4500 | ||
|---|---|---|---|
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| 041 | |a eng | ||
| 100 | 1 | |a Foroumadi, Alireza |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Synthesis and antibacterial activity of N-[5-(chlorobenzylthio)-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives |
| 264 | 1 | |c 2007 | |
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a ohne Hilfsmittel zu benutzen |b n |2 rdamedia | ||
| 338 | |a Band |b nc |2 rdacarrier | ||
| 500 | |a Date Completed 29.03.2007 | ||
| 500 | |a Date Revised 17.09.2019 | ||
| 500 | |a published: Print | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a A series of N-[5-(chlorobenzylthio)-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives (4a-I) have been synthesized by reaction of piperazinyl quinolones with 5-chloro-2-(chlorobenzylthio)-1,3,4-thiadiazoles. Their structures were confirmed by elemental analysis, IR and NMR spectra. The antibacterial activities of 4a-I against a variety of Gram-positive and Gram-negative bacteria were determined. Several compounds showed a good antibacterial activity against Gram-positive bacteria among which, compound 4e with a 2-chlorobenzylthio moiety in ciprofloxacin derivative, exhibited high activities against Staphylococcus aureus and Staphylococcus epidermidis (MIC = 0.06 microg/mL). The structure-activity relationship (SAR) study revealed that the position of chlorine atom on benzyl moiety would dramatically affect the antibacterial activities of the synthesized compounds | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Research Support, Non-U.S. Gov't | |
| 650 | 7 | |a Anti-Bacterial Agents |2 NLM | |
| 650 | 7 | |a Piperazines |2 NLM | |
| 650 | 7 | |a Quinolones |2 NLM | |
| 650 | 7 | |a Thiadiazoles |2 NLM | |
| 700 | 1 | |a Firoozpour, Loghman |e verfasserin |4 aut | |
| 700 | 1 | |a Emami, Saeed |e verfasserin |4 aut | |
| 700 | 1 | |a Mansouri, Shahla |e verfasserin |4 aut | |
| 700 | 1 | |a Ebrahimabadi, Abdolrasoul H |e verfasserin |4 aut | |
| 700 | 1 | |a Asadipour, Ali |e verfasserin |4 aut | |
| 700 | 1 | |a Amini, Mohsen |e verfasserin |4 aut | |
| 700 | 1 | |a Saeid-Adeli, Nosratollah |e verfasserin |4 aut | |
| 700 | 1 | |a Shafiee, Abbas |e verfasserin |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Archives of pharmacal research |d 1991 |g 30(2007), 2 vom: 17. Feb., Seite 138-45 |w (DE-627)NLM079753698 |x 1976-3786 |7 nnns |
| 773 | 1 | 8 | |g volume:30 |g year:2007 |g number:2 |g day:17 |g month:02 |g pages:138-45 |
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| 952 | |d 30 |j 2007 |e 2 |b 17 |c 02 |h 138-45 | ||