Synthesis and cytotoxic activity of some 2-(2,3-dioxo-2,3-dihydro-1H -indol-1-yl)acetamide derivatives

Özlem AKGÜL; Ayşe Hande TARIKOĞULLARI; Fadime Aydin KÖSE

doi:https://doi.org/10.3906/kim-1205-5

Makale detayları

Synthesis and cytotoxic activity of some 2-(2,3-dioxo-2,3-dihydro-1H -indol-1-yl)acetamide derivatives

Yazarlar:

Özlem AKGÜL | Ayşe Hande TARIKOĞULLARI | Fadime Aydin KÖSE

Yayıncı:

TUBITAK

Ana Başlıklar:

Kimya ve ilgili bilimler

Dergi:

Turkish Journal of Chemistry 2013 Vol.37 Issue 2, pp.204-212

Belge Tipi:

Makale

Yayın Tarihi:

1/2013

Belge Dili:

İngilizce

Document ID (Org No.):

2000727446

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

DOI:

https://doi.org/10.3906/kim-1205-5

Özet:

 

Isatin, 1H-indoline-2,3-dione, an endogenous compound, is  also a synthetically versatile molecule that possesses a diversity of  biological activities including anticonvulsant, antibacterial,  antifungal, antiviral, anticancer, and cytotoxic properties.  Based on  the promising cytotoxic activity studies on N-substituted isatin  derivatives, a series of 18 derivatives of 2-(2,3-dioxo-2,3-dihydro-  1H-indol-1-yl)-N-phenylacetamide were designed, synthesized, and  characterized according to their analytical and spectral data.  All of  the compounds were evaluated for their cytotoxic activity against  MCF7, A549, HeLa, and HEK293 cell lines by real time cell analyzer.  Etoposide was used as a standard compound.  Briefly, ortho  substitutions gave better results compared to meta and para  substitutions on the N-phenyl ring and compounds bearing ortho  substitutions were more effective on MCF7 cell lines than A549 and  HeLa cell lines. 2-(2,3-Dioxo-2,3-dihydro-1H-indol-1-yl)-N-  (2-isopropylphenyl)acetamide was the most active compound against all  the tested cell lines.

 

Isatin, 1H-indoline-2,3-dione, an endogenous compound, is  also a synthetically versatile molecule that possesses a diversity of  biological activities including anticonvulsant, antibacterial,  antifungal, antiviral, anticancer, and cytotoxic properties.  Based on  the promising cytotoxic activity studies on N-substituted isatin  derivatives, a series of 18 derivatives of 2-(2,3-dioxo-2,3-dihydro-  1H-indol-1-yl)-N-phenylacetamide were designed, synthesized, and  characterized according to their analytical and spectral data.  All of  the compounds were evaluated for their cytotoxic activity against  MCF7, A549, HeLa, and HEK293 cell lines by real time cell analyzer.  Etoposide was used as a standard compound.  Briefly, ortho  substitutions gave better results compared to meta and para  substitutions on the N-phenyl ring and compounds bearing ortho  substitutions were more effective on MCF7 cell lines than A549 and  HeLa cell lines. 2-(2,3-Dioxo-2,3-dihydro-1H-indol-1-yl)-N-  (2-isopropylphenyl)acetamide was the most active compound against all  the tested cell lines.

Makale detayları

Synthesis and cytotoxic activity of some 2-(2,3-dioxo-2,3-dihydro-1H -indol-1-yl)acetamide derivatives

Yazarlar: Özlem AKGÜL | Ayşe Hande TARIKOĞULLARI | Fadime Aydin KÖSE

Yayıncı: TUBITAK

Ana Başlıklar: Kimya ve ilgili bilimler

Dergi: Turkish Journal of Chemistry 2013 Vol.37 Issue 2, pp.204-212

Belge Tipi: Makale

Yayın Tarihi: 1/2013

Belge Dili: İngilizce

Document ID (Org No.): 2000727446

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

DOI: https://doi.org/10.3906/kim-1205-5

Sayı

Yazarlar:

Özlem AKGÜL | Ayşe Hande TARIKOĞULLARI | Fadime Aydin KÖSE

Yayıncı:

TUBITAK

Ana Başlıklar:

Kimya ve ilgili bilimler

Dergi:

Turkish Journal of Chemistry 2013 Vol.37 Issue 2, pp.204-212

Belge Tipi:

Makale

Yayın Tarihi:

1/2013

Belge Dili:

İngilizce

Document ID (Org No.):

2000727446

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

DOI:

https://doi.org/10.3906/kim-1205-5