Microwave assisted synthesis of substituted coumarinyl chalcones as reaction intermediates for biologically important coumarinyl heterocycles

B.S. Jayashree, S. Arora, K.N. Venugopala

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14 Citations (Scopus)

Abstract

Some of the 5{(substituted and unsubstituted phenyl)-1-phenyl-2-pyrazoline- 3″-yl}-6-chloro coumarins were synthesized by the reaction between 3-(3-substituted benzylidine) acetyl 6-chloro coumarin and phenyl hydrazine in presence of pyridine. The former was obtained by treating 3-acetyl-6-chloro coumarin and 3,4,5-trimethyl benzaldehyde. Microwave technology was used at this stage to reduce the reaction time and improve the yield of the product. The resulting compounds were characterized by spectral data and few of the compounds were determined for their partition coefficient and in vitro antioxidant properties by DPPH* method. One of the synthesized compounds was found to be a potential candidate for scavenging radical oxygen.
Original languageEnglish
Pages (from-to)1-7
Number of pages7
JournalAsian Journal of Chemistry
Volume20
Issue number1
Publication statusPublished - 2008

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Chalcones
Reaction intermediates
hydrazine
Microwaves
Coumarins
Scavenging
Reactive Oxygen Species
Antioxidants
coumarin
pyridine
benzaldehyde

Cite this

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title = "Microwave assisted synthesis of substituted coumarinyl chalcones as reaction intermediates for biologically important coumarinyl heterocycles",
abstract = "Some of the 5{(substituted and unsubstituted phenyl)-1-phenyl-2-pyrazoline- 3″-yl}-6-chloro coumarins were synthesized by the reaction between 3-(3-substituted benzylidine) acetyl 6-chloro coumarin and phenyl hydrazine in presence of pyridine. The former was obtained by treating 3-acetyl-6-chloro coumarin and 3,4,5-trimethyl benzaldehyde. Microwave technology was used at this stage to reduce the reaction time and improve the yield of the product. The resulting compounds were characterized by spectral data and few of the compounds were determined for their partition coefficient and in vitro antioxidant properties by DPPH* method. One of the synthesized compounds was found to be a potential candidate for scavenging radical oxygen.",
author = "B.S. Jayashree and S. Arora and K.N. Venugopala",
note = "Cited By :12 Export Date: 10 November 2017 CODEN: AJCHE Correspondence Address: Jayashree, B. S.; Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal-576 104, India References: Caddich, S., (1995) Tetrahedron, 51, p. 10403; Kalluraya, B., Souza, A.D., Holla, B.S., (1994) Indian J. Chem, 33 B, p. 1017; Eur. Pat. Appl. Ep 816353 A2 7 Jan 1998; Venugopala, K.N., Jayashree, B.S., (2003) Indian J. Heterocyl. Chem, 12, p. 307; Venugopala, K.N., Jayashree, B.S., (2004) Asian J. Chem, 16, p. 407; Bourinbair, A.S., Tan, X., Nagorny, R., (1993) Acta Virol, 37, p. 241; Tummino, P.J., Ferguson, D., Hupe, D., (1994) Biochem. Biophys. Res. Comm, 201, p. 290; Khan, S.R., Waheed, A., (2001) Indian J. Heterocyl. Chem, 11, p. 59; Vani, T., Rajani, M., Sarkar, S., Shishhoo, C.J., (1997) Int. J. Pharmacog, 35, p. 313",
year = "2008",
language = "English",
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pages = "1--7",
journal = "Asian Journal of Chemistry",
issn = "0970-7077",
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TY - JOUR

T1 - Microwave assisted synthesis of substituted coumarinyl chalcones as reaction intermediates for biologically important coumarinyl heterocycles

AU - Jayashree, B.S.

AU - Arora, S.

AU - Venugopala, K.N.

N1 - Cited By :12 Export Date: 10 November 2017 CODEN: AJCHE Correspondence Address: Jayashree, B. S.; Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal-576 104, India References: Caddich, S., (1995) Tetrahedron, 51, p. 10403; Kalluraya, B., Souza, A.D., Holla, B.S., (1994) Indian J. Chem, 33 B, p. 1017; Eur. Pat. Appl. Ep 816353 A2 7 Jan 1998; Venugopala, K.N., Jayashree, B.S., (2003) Indian J. Heterocyl. Chem, 12, p. 307; Venugopala, K.N., Jayashree, B.S., (2004) Asian J. Chem, 16, p. 407; Bourinbair, A.S., Tan, X., Nagorny, R., (1993) Acta Virol, 37, p. 241; Tummino, P.J., Ferguson, D., Hupe, D., (1994) Biochem. Biophys. Res. Comm, 201, p. 290; Khan, S.R., Waheed, A., (2001) Indian J. Heterocyl. Chem, 11, p. 59; Vani, T., Rajani, M., Sarkar, S., Shishhoo, C.J., (1997) Int. J. Pharmacog, 35, p. 313

PY - 2008

Y1 - 2008

N2 - Some of the 5{(substituted and unsubstituted phenyl)-1-phenyl-2-pyrazoline- 3″-yl}-6-chloro coumarins were synthesized by the reaction between 3-(3-substituted benzylidine) acetyl 6-chloro coumarin and phenyl hydrazine in presence of pyridine. The former was obtained by treating 3-acetyl-6-chloro coumarin and 3,4,5-trimethyl benzaldehyde. Microwave technology was used at this stage to reduce the reaction time and improve the yield of the product. The resulting compounds were characterized by spectral data and few of the compounds were determined for their partition coefficient and in vitro antioxidant properties by DPPH* method. One of the synthesized compounds was found to be a potential candidate for scavenging radical oxygen.

AB - Some of the 5{(substituted and unsubstituted phenyl)-1-phenyl-2-pyrazoline- 3″-yl}-6-chloro coumarins were synthesized by the reaction between 3-(3-substituted benzylidine) acetyl 6-chloro coumarin and phenyl hydrazine in presence of pyridine. The former was obtained by treating 3-acetyl-6-chloro coumarin and 3,4,5-trimethyl benzaldehyde. Microwave technology was used at this stage to reduce the reaction time and improve the yield of the product. The resulting compounds were characterized by spectral data and few of the compounds were determined for their partition coefficient and in vitro antioxidant properties by DPPH* method. One of the synthesized compounds was found to be a potential candidate for scavenging radical oxygen.

M3 - Article

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SP - 1

EP - 7

JO - Asian Journal of Chemistry

JF - Asian Journal of Chemistry

SN - 0970-7077

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