European Journal of Chemistry 2013, 4(4), 396-401. doi:10.5155/eurjchem.4.4.396-401.878

Synthesis, characterization and in vitro biological evaluation of some new diarylsulfonylurea-chalcone hybrids as potential 5-lipoxygenase inhibitors


Bharat Kumar Bugata (1,*) , Satya Venkata Gopala Krishna Kaladhar Dowluru (2) , Vasudeva Rao Avupati (3) , Venkateswara Rao Gavalapu (4) , Divakara Laxman Somayajulu Nori (5) , Sreenu Barla (6)

(1) Department of Biochemistry and Bioinformatics, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(2) Department of Biochemistry and Bioinformatics, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(3) Pharmaceutical Chemistry Division, Andhra University College of Pharmaceutical Sciences, Andhra University, Visakhapatnam-530003, Andhra Pradesh, India
(4) Pharmaceutical Chemistry Division, Andhra University College of Pharmaceutical Sciences, Andhra University, Visakhapatnam-530003, Andhra Pradesh, India
(5) Department of Chemistry, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(6) Department of Biochemistry and Bioinformatics, Gitam University, Rushikonda, Visakhapatnam-530045, Andhra Pradesh, India
(*) Corresponding Author

Received: 15 Jul 2013, Accepted: 06 Aug 2013, Published: 31 Dec 2013

Abstract


A series of some new diarylsulfonylurea-chalcone hybrids (4a-4y) have been synthesized via Claisen-Schmidt condensation reaction by treating 1-(3-acetylphenyl)-3-tosylurea with various aromatic/heteroaromatic aldehydes in the presence of alkali and characterized by FT-IR, 1H NMR, 13C NMR and LC mass spectral analysis. All the synthesized compounds were evaluated for their in vitro 5-Lipoxygenase inhibitory activity using potato 5-lipoxygenase enzyme. Among the tested compounds 4r and 4o exhibited significant inhibitory activity at IC50 values 7.88±0.14 and 11.77±0.21 µg/mL, respectively. This level of activity was found comparable to that of the reference drug Abietic acid (LI01020) with IC50 value 4.34±0.37 µg/mL and it could be a remarkable starting point to develop new lead molecules.

4_4_396_401

Keywords


Chalcone; 5-Lipoxygenase; Diarylsulfonylurea; Abietic acid (LI01020); Claisen-Schmidt condensation; Diarylsulfonylurea-chalcone hybrid

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DOI: 10.5155/eurjchem.4.4.396-401.878

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How to cite


Bugata, B.; Dowluru, S.; Avupati, V.; Gavalapu, V.; Nori, D.; Barla, S. Eur. J. Chem. 2013, 4(4), 396-401. doi:10.5155/eurjchem.4.4.396-401.878
Bugata, B.; Dowluru, S.; Avupati, V.; Gavalapu, V.; Nori, D.; Barla, S. Synthesis, characterization and in vitro biological evaluation of some new diarylsulfonylurea-chalcone hybrids as potential 5-lipoxygenase inhibitors. Eur. J. Chem. 2013, 4(4), 396-401. doi:10.5155/eurjchem.4.4.396-401.878
Bugata, B., Dowluru, S., Avupati, V., Gavalapu, V., Nori, D., & Barla, S. (2013). Synthesis, characterization and in vitro biological evaluation of some new diarylsulfonylurea-chalcone hybrids as potential 5-lipoxygenase inhibitors. European Journal of Chemistry, 4(4), 396-401. doi:10.5155/eurjchem.4.4.396-401.878
Bugata, Bharat, Satya Venkata Gopala Krishna Kaladhar Dowluru, Vasudeva Rao Avupati, Venkateswara Rao Gavalapu, Divakara Laxman Somayajulu Nori, & Sreenu Barla. "Synthesis, characterization and in vitro biological evaluation of some new diarylsulfonylurea-chalcone hybrids as potential 5-lipoxygenase inhibitors." European Journal of Chemistry [Online], 4.4 (2013): 396-401. Web. 18 Jan. 2019
Bugata, Bharat, Dowluru, Satya, Avupati, Vasudeva, Gavalapu, Venkateswara, Nori, Divakara, AND Barla, Sreenu. "Synthesis, characterization and in vitro biological evaluation of some new diarylsulfonylurea-chalcone hybrids as potential 5-lipoxygenase inhibitors" European Journal of Chemistry [Online], Volume 4 Number 4 (31 December 2013)

DOI Link: https://doi.org/10.5155/eurjchem.4.4.396-401.878

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