-
Something wrong with this record ?
Synthesis and in vitro antimycobacterial activity of 2-methoxybenzanilides and their thioxo analogues
Ján Kozic, Eva Novotná, Marie Volková, Jiřina Stolaříková, František Trejtnar, Jarmila Vinšová
Language English Country France
Document type Journal Article, Research Support, Non-U.S. Gov't
Grant support
NS10367
MZ0
CEP Register
NT13346
MZ0
CEP Register
Digital library NLK
Full text - Article
Full text - Article
Full text - Article
Source
Source
- MeSH
- Anilides chemical synthesis chemistry pharmacology MeSH
- Anti-Bacterial Agents chemical synthesis chemistry pharmacology MeSH
- Hep G2 Cells MeSH
- Enzyme Inhibitors chemical synthesis chemistry pharmacology MeSH
- Isocitrate Lyase antagonists & inhibitors metabolism MeSH
- Humans MeSH
- Microbial Sensitivity Tests MeSH
- Mycobacterium avium drug effects MeSH
- Mycobacterium kansasii drug effects MeSH
- Mycobacterium tuberculosis drug effects MeSH
- Antineoplastic Agents chemical synthesis chemistry pharmacology MeSH
- Drug Screening Assays, Antitumor MeSH
- Cell Survival drug effects MeSH
- Dose-Response Relationship, Drug MeSH
- Structure-Activity Relationship MeSH
- Check Tag
- Humans MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
A new series of N-(3/4-substituted phenyl) 4/5-chloro-2-methoxybenzamides and their thioxo analogues have been synthesised and evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv, as well as the two atypical strains Mycobacterium kansasii and Mycobacterium avium. Five of the most active compounds were evaluated for cytotoxicity and their ability to inhibit mycobacterial isocitrate lyase, which is responsible for latent survival of Mycobacterium. The results showed that benzthioanilides were more active than the corresponding benzanilides. The most active compound, 4-chloro-2-methoxy-N-(3,4-dichlorophenyl)benzothioamide (4e), had a minimal inhibition concentration (MIC) against M. tuberculosis of 2 μmol L(-1), which was better than the activity of the previously published corresponding salicylanilide.
References provided by Crossref.org
- 000
- 00000naa a2200000 a 4500
- 001
- bmc13024342
- 003
- CZ-PrNML
- 005
- 20181212112152.0
- 007
- ta
- 008
- 130703s2012 fr f 000 0|eng||
- 009
- AR
- 024 7_
- $a 10.1016/j.ejmech.2012.07.044 $2 doi
- 035 __
- $a (PubMed)22907036
- 040 __
- $a ABA008 $b cze $d ABA008 $e AACR2
- 041 0_
- $a eng
- 044 __
- $a fr
- 100 1_
- $a Kozic, Ján $u Department of Inorganic and Organic Chemistry, Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Hradec Králové, Czech Republic $7 _AN044876
- 245 10
- $a Synthesis and in vitro antimycobacterial activity of 2-methoxybenzanilides and their thioxo analogues / $c Ján Kozic, Eva Novotná, Marie Volková, Jiřina Stolaříková, František Trejtnar, Jarmila Vinšová
- 520 9_
- $a A new series of N-(3/4-substituted phenyl) 4/5-chloro-2-methoxybenzamides and their thioxo analogues have been synthesised and evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv, as well as the two atypical strains Mycobacterium kansasii and Mycobacterium avium. Five of the most active compounds were evaluated for cytotoxicity and their ability to inhibit mycobacterial isocitrate lyase, which is responsible for latent survival of Mycobacterium. The results showed that benzthioanilides were more active than the corresponding benzanilides. The most active compound, 4-chloro-2-methoxy-N-(3,4-dichlorophenyl)benzothioamide (4e), had a minimal inhibition concentration (MIC) against M. tuberculosis of 2 μmol L(-1), which was better than the activity of the previously published corresponding salicylanilide.
- 650 _2
- $a anilidy $x chemická syntéza $x chemie $x farmakologie $7 D000813
- 650 _2
- $a antibakteriální látky $x chemická syntéza $x chemie $x farmakologie $7 D000900
- 650 _2
- $a protinádorové látky $x chemická syntéza $x chemie $x farmakologie $7 D000970
- 650 _2
- $a viabilita buněk $x účinky léků $7 D002470
- 650 _2
- $a vztah mezi dávkou a účinkem léčiva $7 D004305
- 650 _2
- $a screeningové testy protinádorových léčiv $7 D004354
- 650 _2
- $a inhibitory enzymů $x chemická syntéza $x chemie $x farmakologie $7 D004791
- 650 _2
- $a buňky Hep G2 $7 D056945
- 650 _2
- $a lidé $7 D006801
- 650 _2
- $a isocitrátlyasa $x antagonisté a inhibitory $x metabolismus $7 D007522
- 650 _2
- $a mikrobiální testy citlivosti $7 D008826
- 650 _2
- $a Mycobacterium avium $x účinky léků $7 D009162
- 650 _2
- $a Mycobacterium kansasii $x účinky léků $7 D019909
- 650 _2
- $a Mycobacterium tuberculosis $x účinky léků $7 D009169
- 650 _2
- $a vztahy mezi strukturou a aktivitou $7 D013329
- 655 _2
- $a časopisecké články $7 D016428
- 655 _2
- $a práce podpořená grantem $7 D013485
- 700 1_
- $a Novotná, Eva $u Department of Bicochemical Sciences, Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Hradec Králové, Czech Republic
- 700 1_
- $a Volková, Marie $u Department of Pharmacology and Toxicology, Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Hradec Králové, Czech Republic $7 xx0213299
- 700 1_
- $a Stolaříková, Jiřina $u Laboratory for Mycobacterial Diagnostics and TB, Institute of Public Health in Ostrava, Ostrava, Czech Republic $7 xx0142458
- 700 1_
- $a Trejtnar, František $u Department of Pharmacology and Toxicology, Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Hradec Králové, Czech Republic $7 xx0143079
- 700 1_
- $a Vinšová, Jarmila, $u Department of Inorganic and Organic Chemistry, Faculty of Pharmacy in Hradec Králové, Charles University in Prague, Hradec Králové, Czech Republic $d 1951- $7 nlk19990073991
- 773 0_
- $w MED00001628 $t European journal of medicinal chemistry $x 1768-3254 $g Roč. 56(2012), s. 387-395
- 856 41
- $u https://pubmed.ncbi.nlm.nih.gov/22907036 $y Pubmed
- 910 __
- $a ABA008 $b sig $c sign $y a $z 0
- 990 __
- $a 20130703 $b ABA008
- 991 __
- $a 20181212112316 $b ABA008
- 999 __
- $a ok $b bmc $g 988022 $s 822722
- BAS __
- $a 3
- BAS __
- $a PreBMC
- BMC __
- $a 2012 $b 56 $d 387-395 $i 1768-3254 $m European journal of medicinal chemistry $n Eur J Med Chem $x MED00001628
- GRA __
- $a NS10367 $p MZ0
- GRA __
- $a NT13346 $p MZ0
- LZP __
- $a Pubmed-20130703