Synthesis, Characterization and Antimicrobial Activities of Chalcones and Their Post Transformation to Pyrazole Derivatives

D. Ramyashree; K.R. Raghavendra; A. Dileep Kumar; C.B. Vagish; K. Ajay Kumar

doi:10.14233/ajchem.2017.20561

Issue

Vol. 29 No. 7 (2017): Vol 29 Issue 7

Issue Published : May 13, 2017

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Characterization and Antimicrobial Activities of Chalcones and Their Post Transformation to Pyrazole Derivatives

https://doi.org/10.14233/ajchem.2017.20561

D. Ramyashree

Department of Chemistry, Yuvaraja’s College, Mysuru-570 006, India

K.R. Raghavendra

Department of Chemistry, S.B.R.R. Mahajana First Grade College, Mysuru-570 012, India

A. Dileep Kumar

Department of Chemistry, Yuvaraja’s College, Mysuru-570 006, India

C.B. Vagish

Department of Chemistry, Yuvaraja’s College, Mysuru-570 006, India

K. Ajay Kumar

Department of Chemistry, Yuvaraja’s College, Mysuru-570 006, India

Corresponding Author(s) : K. Ajay Kumar

ajaykumar@ycm.uni-mysore.ac.in

Asian Journal of Chemistry, Vol. 29 No. 7 (2017): Vol 29 Issue 7
Article Published : May 13, 2017

Abstract

An efficient procedure for the synthesis of trisubstituted pyrazoles was developed. Claisen-Schmidt condensation of 2,4,5-trimethoxybenzaldehyde and substituted acetophenone in the presence of aqueous alkaline bases produced chalcones. The cyclocondensation reaction of chalcones and phenyl hydrazine hydrochloride catalyzed by an acid produced trisubstituted pyrazolines in good yields. The synthesized new compounds were characterized by spectral studies and elemental analysis and some of the intermediate chalcones by single crystal X-ray diffraction studies. The compounds were screened in vitro for their antimicrobial susceptibilities against different bacteria and fungi species.

Keywords

Antibacterial Antifungal Cyclocondensation Inhibition Pyrazoline Spectral

Ramyashree, D., Raghavendra, K., Kumar, A. D., Vagish, C., & Kumar, K. A. (2017). Synthesis, Characterization and Antimicrobial Activities of Chalcones and Their Post Transformation to Pyrazole Derivatives. Asian Journal of Chemistry, 29(7), 1538–1542. https://doi.org/10.14233/ajchem.2017.20561

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References

S. Naveen, M.G. Prabhudeva, K.A. Kumar, N.K. Lokanath and M. Abdoh. IUCrData, 1(12), x161974 (2016); https://doi.org/10.1107/S241431461601974X.
V.M. Sunitha, S. Naveen, C.B. Vagish, K. Ajay Kumar, N.K. Lokanath and H.R. Manjunath, IUCrData, 2, x162056 (2017); https://doi.org/10.1107/S2414314616020563.
K.B. Umesha, K.M. Lokanatha Rai and K.A. Kumar, Indian J. Chem., 41B, 1450 (2002).
H.M. Dalloul, Turk. J. Chem., 34, 529 (2010).
W. Jin, H. Yu and Z. Yu, Tetrahedron Lett., 52, 5884 (2011); https://doi.org/10.1016/j.tetlet.2011.08.168.
Y. Yang, C. Kuang, H. Jin, Q. Yang and Z. Zhang, Beilstein J. Org. Chem., 7, 1656 (2011); https://doi.org/10.3762/bjoc.7.195.
F. Manna, F. Chimenti, A. Bolasco, D. Secci, B. Bizzarri, O. Befani, P. Turini, B. Mondovì, S. Alcaro and A. Tafi, Bioorg. Med. Chem. Lett., 12, 3629 (2002); https://doi.org/10.1016/S0960-894X(02)00699-6.
P. Jayaroopa, G. Vasanth Kumar, N. Renuka, M.A. Harish Nayaka and K.A. Kumar, Int. J. PharmTech. Res., 5, 264 (2013).
M. Govindaraju, G. Vasanth Kumar, B.N. Mylarappa and K.A. Kumar, IOSR J. App. Chem., 2, 1 (2012); https://doi.org/10.9790/5736-0210104.
S.-R. Shih, T.-Y. Chu, G.R. Reddy, S.-N. Tseng, H.-L. Chen, W.-F. Tang, M.-S. Wu, J.-Y. Yeh, Y.-S. Chao, J.T.A. Hsu, H.-P. Hsieh and J.-T. Horng, J. Biomed. Sci., 17, 13 (2010); https://doi.org/10.1186/1423-0127-17-13.
A. Mathew, S.T.L. Mary, K.T. Arun and K. Radha, Hygeia J. D. Med., 3, 48 (2011).
V.M. Sunitha, S. Naveen, A.D. Kumar, K.A. Kumar, N.K. Lokanath, V. Manivannan and H.R. Manjunath, IUCrData, 1, x161935 (2016); https://doi.org/10.1107/S2414314616019350.
V.M. Sunitha, S. Naveen, A.D. Kumar, K.A. Kumar, N.K. Lokanath, V. Manivannan and H.R. Manjunath, IUCrData, 2, x162026 (2017); https://doi.org/10.1107/S2414314616020265.
V.K. Govindappa, J. Prabhashankar, B.B.A. Khatoon, M.B. Ningappa and A.K. Kariyappa, Der Pharma Chemica, 4, 2283 (2012).
A.D. Kumar, S. Naveen, H.K. Vivek, M. Prabhuswamy, N.K. Lokanath and K.A. Kumar, Chem. Data Coll., 5-6, 36 (2016); https://doi.org/10.1016/j.cdc.2016.10.002

References

S. Naveen, M.G. Prabhudeva, K.A. Kumar, N.K. Lokanath and M. Abdoh. IUCrData, 1(12), x161974 (2016); https://doi.org/10.1107/S241431461601974X.

V.M. Sunitha, S. Naveen, C.B. Vagish, K. Ajay Kumar, N.K. Lokanath and H.R. Manjunath, IUCrData, 2, x162056 (2017); https://doi.org/10.1107/S2414314616020563.

K.B. Umesha, K.M. Lokanatha Rai and K.A. Kumar, Indian J. Chem., 41B, 1450 (2002).

H.M. Dalloul, Turk. J. Chem., 34, 529 (2010).

W. Jin, H. Yu and Z. Yu, Tetrahedron Lett., 52, 5884 (2011); https://doi.org/10.1016/j.tetlet.2011.08.168.

Y. Yang, C. Kuang, H. Jin, Q. Yang and Z. Zhang, Beilstein J. Org. Chem., 7, 1656 (2011); https://doi.org/10.3762/bjoc.7.195.

F. Manna, F. Chimenti, A. Bolasco, D. Secci, B. Bizzarri, O. Befani, P. Turini, B. Mondovì, S. Alcaro and A. Tafi, Bioorg. Med. Chem. Lett., 12, 3629 (2002); https://doi.org/10.1016/S0960-894X(02)00699-6.

P. Jayaroopa, G. Vasanth Kumar, N. Renuka, M.A. Harish Nayaka and K.A. Kumar, Int. J. PharmTech. Res., 5, 264 (2013).

M. Govindaraju, G. Vasanth Kumar, B.N. Mylarappa and K.A. Kumar, IOSR J. App. Chem., 2, 1 (2012); https://doi.org/10.9790/5736-0210104.

S.-R. Shih, T.-Y. Chu, G.R. Reddy, S.-N. Tseng, H.-L. Chen, W.-F. Tang, M.-S. Wu, J.-Y. Yeh, Y.-S. Chao, J.T.A. Hsu, H.-P. Hsieh and J.-T. Horng, J. Biomed. Sci., 17, 13 (2010); https://doi.org/10.1186/1423-0127-17-13.

A. Mathew, S.T.L. Mary, K.T. Arun and K. Radha, Hygeia J. D. Med., 3, 48 (2011).

V.M. Sunitha, S. Naveen, A.D. Kumar, K.A. Kumar, N.K. Lokanath, V. Manivannan and H.R. Manjunath, IUCrData, 1, x161935 (2016); https://doi.org/10.1107/S2414314616019350.

V.M. Sunitha, S. Naveen, A.D. Kumar, K.A. Kumar, N.K. Lokanath, V. Manivannan and H.R. Manjunath, IUCrData, 2, x162026 (2017); https://doi.org/10.1107/S2414314616020265.

V.K. Govindappa, J. Prabhashankar, B.B.A. Khatoon, M.B. Ningappa and A.K. Kariyappa, Der Pharma Chemica, 4, 2283 (2012).

A.D. Kumar, S. Naveen, H.K. Vivek, M. Prabhuswamy, N.K. Lokanath and K.A. Kumar, Chem. Data Coll., 5-6, 36 (2016); https://doi.org/10.1016/j.cdc.2016.10.002

Issue

Vol. 29 No. 7 (2017): Vol 29 Issue 7

Synthesis, Characterization and Antimicrobial Activities of Chalcones and Their Post Transformation to Pyrazole Derivatives

Corresponding Author(s) : K. Ajay Kumar

Abstract

Keywords

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