- Synthesis and biological activity of some 3-[(4-Amino-5-thioxo-1,2,4- triazol-3-yl)methyl]benzothiazol-2(3H)-one Derivatives
-
Fourteen new 3-[(4-amino-5-thioxo-1,2,4-triazol-3-yl)methyl]benzothiazol- 2(3H)-one derivatives have been synthesized. The structures of these compounds were confirmed by IR, 1H NMR, mass spectrum and elemental analysis. The synthesized compounds were evaluated for their antibacterial activity against various gram-positive and gram-negative strains of bacteria and their clinical isolates, for their antifungal activity against Candida albicans and C. krusei and for their antimycobacterial activity against M. tuberculosis H37Rv and its clinical isolate. Some of the compounds showed promising activity.
- Dündar, Yasemin,Onurdag, Fatma Kaynak,Onkol, Tijen
-
p. 225 - 230
(2013/02/22)
-
- Synthesis and biological evaluation of some thiazole derivatives as new cholinesterase inhibitors
-
In the present study, some thiazole derivatives were synthesized via the ring closure reaction of 1-[2-(2-oxobenzo[d]thiazol-3(2H)-yl)acetyl] thiosemicarbazide with various phenacyl bromides. The chemical structures of the compounds were elucidated by 1H NMR, 13C NMR and mass spectral data and elemental analyses. Each derivative was evaluated for its ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) using a modification of Ellman's spectrophotometric method. The compounds were also investigated for their cytotoxic properties using MTT assay. The most potent AChE inhibitor was found as compound 4e (IC50=25.5±2.12 g/mL) followed by compounds 4i (IC50=38.50±2.12 g/mL), 4c (IC50=58.42±3. 14 g/mL) and 4g (IC50=68±2.12 g/mL) when compared with eserine (IC50=0.025±0.01 g/mL). Effective compounds on AChE exhibited weak inhibition on BuChE (IC50 > 80 g/mL). MTT assay indicated that the cytotoxic dose (IC50=71.67±7.63 g/mL) of compound 4e was higher than its effective dose.
- Turan-Zitouni, Guelhan,Ozdemir, Ahmet,Kaplancikli, Zafer Asim,Altintop, Mehlika Dilek,Temel, Halide Edip,Ciftci, Guelsen Akalin
-
p. 509 - 514
(2013/05/21)
-
- Synthesis and biological evaluation of some thiazole derivatives as new cholinesterase inhibitors
-
In the present study, some thiazole derivatives were synthesized via the ring closure reaction of 1-[2-(2-oxobenzo[d] thiazol-3(2H)-yl)acetyl]thiosemicarbazide with various phenacyl bromides. The chemical structures of the compounds were elucidated by 1H NMR, 13C NMR and mass spectral data and elemental analyses. Each derivative was evaluated for its ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) using a modification of Ellman's spectrophotometric method. The compounds were also investigated for their cytotoxic properties using MTT assay. The most potent AChE inhibitor was found as compound 4e (IC50 = 25.5 ± 2.12 μg/mL) followed by compounds 4i (IC50 = 38.50 ± 2.12 μg/mL), 4c (IC50 = 58.42 ± 3.14 μg/mL) and 4g (IC50 = 68 ± 2.12 μg/mL) when compared with eserine (IC50 = 0.025 ± 0.01 μg/mL). Effective compounds on AChE exhibited weak inhibition on BuChE (IC50 > 80 μg/mL). MTT assay indicated that the cytotoxic dose (IC50 = 71.67 ± 7.63 μg/mL) of compound 4e was higher than its effective dose.
- Turan-Zitouni, Gülhan,Ozdemir, Ahmet,Kaplancikli, Zafer Asim,Altintop, Mehlika Dilek,Temel, Halide Edip,?ift?i, Gül?en Akalyn
-
p. 509 - 514
(2015/05/12)
-
- Microwave-assisted synthesis of 1,3-benzothiazol-2(3 H)-one derivatives and analysis of their antinociceptive activity
-
A rapid and efficient method was developed for synthesis of 6-acyl-1,3-benzothiazol-2(3H)-one derivatives under microwave irradiation (MWI) conditions. The reaction times were shortened compared to conventional heating. Additionally, we synthesized acetic acid and acetamide derivatives of 1,3-benzothiazol-2(3H)-one, 6-acyl-1,3-benzothiazol-2(3H)-one, 5-chloro-1,3-benzothiazol-2(3H)-one and 6-acyl-5-chloro-1,3-benzothiazol-2(3H)- one with the microwave-assisted method and analyzed their antinociceptive activity with the tail flick, tail clip, hot plate and writhing tests. Among the synthesized compounds, 3-[2-(4-ethylpiperazin-1-yl)-2-oxoethyl]-1,3- benzothiazol-2(3H)-one (6a), 5-chloro-3-{2-oxo-2-[4-(propan-2-yl) piperazin-1-yl]ethyl}-1,3-benzothiazol-2(3H)-one (7e) and 3-[2-(4- butylpiperazin-1-yl)-2-oxoethyl]-5-chloro-1,3-benzothiazol-2(3H)-one (8e) showed significant antinociceptive activity in the tail clip, tail flick, hot plate and writhing tests. Supporting Information available online at http://www.thieme-connect.de/ejournals/toc/amf.
- ?nkol,Dündar,Yldrm,Erol,?ahin
-
p. 571 - 575
(2013/02/23)
-
- Anti-nociceptive and anti-inflammatory activity of some (2-benzoxazolone-3-yl and 2-benzothiazolone-3-yl)acetic acid derivatives
-
Sixteen (2-benzothiazolone-3-yl and 2-benzoxazolone-3-yl)acetic acid derivatives 5 have been tested for anti-nociceptive and anti-inflammatory activity in this study. 4-[2-(6-Benzoyl-2-benzoxazolone-3-yl)acetyl]morpholine (5c), 4-{2-[6-(2-chloro-benzoyl)-
- Dogruer, Deniz Songuel,Uenlue, Serdar,Sahin, Mustafa Fethi,Yesilada, Erdem
-
-
- Synthesis of 2-Oxo-3-benzothiazolineacetyl Chloride (7), 5-Chloro-2-oxo-3-benzothiazolineacetyl Chloride (8) and Derivatives
-
The reaction of 2-oxo-3-benzothiazolineacetic acid (5) and the 5-chloro analogue 6 with thionyl chloride afforded the titled compounds 7 and 8.The reaction of 7 or 8 with substituted hydrazines, amines or substituted anilines, alcohols and mercaptans furnished the hydrazides 9-14, acetamides and acetanilides 16-21, esters 26-30 and thiolesters 31-37, respectively.Alternate routes for the synthesis of hydrazide 15, acetamides and acetanilides 22-25 and thiolesters 35-36 are described.The reaction of 2-oxo-3(2H)-benzothiazolineacetonitrile with thioacetic acid under acidic conditions afforded 2-oxo-3-benzothiazolineethanethioamide (38).
- D'Amico, John J.,Bollinger, Frederick G.
-
p. 1183 - 1190
(2007/10/02)
-
- Use of benzothiazoline compounds as plant growth regulants
-
Certain benzothiazoline compounds are found to have plant growth regulation activity on leguminous plants.
- -
-
-