Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones

Esra TATAR, (Marmara Üniversitesi ,Eczacılık Fakültesi, Farmasötik Kimya Anabilim Dalı, Haydarpaşa, İstanbul, Türkiye.)
İlkay KÜÇÜKGÜZEL, (Marmara Üniversitesi, Eczacılık Fakültesi, Farmasötik Kimya Anabilim Dalı, Haydarpaşa , İstanbul, Türkiye.)
Gülten ÖTÜK, (İstanbul Üniversitesi, Eczacılık Fakültesi, Farmasötik Mikrobiyoloji Anabilim Dalı, Beyazıt, İstanbul, Türkiye.)
Merve BİLGİN, (İstanbul Sağlık ve Teknoloji Üniversitesi, Eczacılık Fakültesi, Farmasötik Mikrobiyoloji Anabilim Dalı, İstanbul, Türkiye)
Erik DE CLERCQ, (Rega Institute for Medical Research, Katholieke Universiteit Leuven, Leuven, Belgium.)
Graciela ANDREI, (Rega Institute for Medical Research, Katholieke Universiteit Leuven, Leuven, Belgium)
Robert SNOECK, (Rega Institute for Medical Research, Katholieke Universiteit Leuven, Leuven, Belgium)
Christophe PANNECOUQUE, (Rega Institute for Medical Research, Katholieke Universiteit Leuven,Leuven, Belgium)
Neerja KAUSHIK-BASU (Department of Biochemistry and Molecular Biology, UMDNJ-New Jersey Medical School, 185 South Orange Avenue, Newark, NJ 07103, USA)
Journal of research in pharmacy (online)
3 0
Yıl: 2021 Cilt: 25 Sayı: 4 Sayfa Aralığı: 507 - 518 Metin Dili: İngilizce DOI: 10.29228/jrp.41 İndeks Tarihi: 12-11-2021

Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones

Öz:
Novel 2-aryl-5-non-substituted / methyl-1,3-thiazolidine-4-one derivatives 14-33 carrying L-valine core were synthesized by the reaction of acylhydrazones 4-13 with thioglycolic acid / thiolactic acid. Structures of all synthesized compounds 14-33 were confirmed by IR, 1H-NMR and HR-MS analysis and 13C-NMR were recorded for selected compounds 17, 21, 28 and 30. None of the compounds 14-33 showed activity against HIV-1 (strain IIIB) or HIV2 (strain ROD) in an MT-4/MTT based assay. Compounds 14-33 were also screened against Feline Corona Virus (FIPV), Feline Herpes Virus, HSV-1(KOS), HSV-1 (TK-KOS ACVr), HSV-2 (G), Vaccinia virus, Vesicular stomatitis virus, Cytomegalovirus, Varicella-Zoster virus, Respiratory syncytial virus, Coxsackie B4 virus, Parainfluenza-3 virus, Reovirus-1, Sindbis virus and Punta Toro virus, but none of them showed antiviral activity at subtoxic concentrations. Anti-HCV NS5B RdRp activity of some selected compounds from the series 14-33 were found to vary between 4.1-27 % at the concentration of 100 µM. In vitro antibacterial activity evaluation of selected compounds 16-23 and 25-32, against Staphylococcus aureus ATCC 25923, Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, Enterococcus faecalisATCC 29212, Klebsiella pneumoniae ATCC 4352, Bacillus subtilis ATCC 6633, Staphylococcus epidermidis ATCC 12228, MRSA and antifungal activity against Candida albicans ATCC 10231 resulted in the MIC values between 625->5000 µg/ml.
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APA Tatar E, Küçükgüzel İ, Ötük G, Bilgin M, De Clercq E, Andrei G, Snoeck R, Pannecouque C, Kaushik-Basu N (2021). Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. , 507 - 518. 10.29228/jrp.41
Chicago Tatar Esra,Küçükgüzel İlkay,Ötük Gülten,Bilgin Merve,De Clercq Erik,Andrei Graciela,Snoeck Robert,Pannecouque Christophe,Kaushik-Basu Neerja Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. (2021): 507 - 518. 10.29228/jrp.41
MLA Tatar Esra,Küçükgüzel İlkay,Ötük Gülten,Bilgin Merve,De Clercq Erik,Andrei Graciela,Snoeck Robert,Pannecouque Christophe,Kaushik-Basu Neerja Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. , 2021, ss.507 - 518. 10.29228/jrp.41
AMA Tatar E,Küçükgüzel İ,Ötük G,Bilgin M,De Clercq E,Andrei G,Snoeck R,Pannecouque C,Kaushik-Basu N Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. . 2021; 507 - 518. 10.29228/jrp.41
Vancouver Tatar E,Küçükgüzel İ,Ötük G,Bilgin M,De Clercq E,Andrei G,Snoeck R,Pannecouque C,Kaushik-Basu N Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. . 2021; 507 - 518. 10.29228/jrp.41
IEEE Tatar E,Küçükgüzel İ,Ötük G,Bilgin M,De Clercq E,Andrei G,Snoeck R,Pannecouque C,Kaushik-Basu N "Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones." , ss.507 - 518, 2021. 10.29228/jrp.41
ISNAD Tatar, Esra vd. "Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones". (2021), 507-518. https://doi.org/10.29228/jrp.41
APA Tatar E, Küçükgüzel İ, Ötük G, Bilgin M, De Clercq E, Andrei G, Snoeck R, Pannecouque C, Kaushik-Basu N (2021). Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. Journal of research in pharmacy (online), 25(4), 507 - 518. 10.29228/jrp.41
Chicago Tatar Esra,Küçükgüzel İlkay,Ötük Gülten,Bilgin Merve,De Clercq Erik,Andrei Graciela,Snoeck Robert,Pannecouque Christophe,Kaushik-Basu Neerja Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. Journal of research in pharmacy (online) 25, no.4 (2021): 507 - 518. 10.29228/jrp.41
MLA Tatar Esra,Küçükgüzel İlkay,Ötük Gülten,Bilgin Merve,De Clercq Erik,Andrei Graciela,Snoeck Robert,Pannecouque Christophe,Kaushik-Basu Neerja Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. Journal of research in pharmacy (online), vol.25, no.4, 2021, ss.507 - 518. 10.29228/jrp.41
AMA Tatar E,Küçükgüzel İ,Ötük G,Bilgin M,De Clercq E,Andrei G,Snoeck R,Pannecouque C,Kaushik-Basu N Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. Journal of research in pharmacy (online). 2021; 25(4): 507 - 518. 10.29228/jrp.41
Vancouver Tatar E,Küçükgüzel İ,Ötük G,Bilgin M,De Clercq E,Andrei G,Snoeck R,Pannecouque C,Kaushik-Basu N Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones. Journal of research in pharmacy (online). 2021; 25(4): 507 - 518. 10.29228/jrp.41
IEEE Tatar E,Küçükgüzel İ,Ötük G,Bilgin M,De Clercq E,Andrei G,Snoeck R,Pannecouque C,Kaushik-Basu N "Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones." Journal of research in pharmacy (online), 25, ss.507 - 518, 2021. 10.29228/jrp.41
ISNAD Tatar, Esra vd. "Synthesis, characterization and biological evaluation of1,3-thiazolidine-4-ones derived from (2S)-2-benzoylamino 3-methylbutanohydrazide hydrazones". Journal of research in pharmacy (online) 25/4 (2021), 507-518. https://doi.org/10.29228/jrp.41
Sayfa Oluşturulma Tarihi
23-04-2024 20:5

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