Indian Journal of Science and Technology

Open Access Open Access  Restricted Access Subscription Access

A Study on the Synthesis and Bactericidal Activity of Certain Copolyesters Containing Bischalcone Moiety in the Main Chain


Affiliations
1 Postgraduate and Research Department of Chemistry, Pachaiyappa’s College, Chennai–600030, India
2 Entomology Research Institute, Loyola College, Chennai–600 034, India
3 Department of Material Science and Engineering, National Chiao Tung University, Hsinchu 300, Taiwan, Province of China
4 Department of Chemistry, Kings Engineering College, Sriperumbudur–602 117
 

Four copolyesters were synthesized from 3,3-(1,4-phenylene)bis(1-(4-hydroxyphenyl)prop-2-en-1-one (THAP) and 3,3-(1,4-phenylene)bis(1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one (TMAP) by phase transfer catalyzed polycondensation with adipoyl chloride and sebacoyl chloride and a common diol-I 1,5-dihydroxynaphthalene. These copolyesters were characterized by solubility data and viscosity values. The microstructure of the repeating unit was confirmed by IR, 1H NMR and 13C NMR. These copolyesters displayed potential bactericidal activity against pathogenic bacteria.

Keywords

Bischalcones, Copolyesters, Polycondensation, Antibacterial
User

  • Arumugasamy E, Baskar B and Kannappan V (2000) Synthesis and characterization of certain thermotrophic liquid crystalline random copolyesters. J. Polym. Mater. 17, 4–9.

  • Kannappan V, Satyamoorthy P and Roopsingh D (2002) Synthesis and characterization of certain thermotrophic liquid crystalline random copolyesters containing azobenzene moiety in the main chain. J. Polym. Mater. 19, 65–74.

  • Kannappan V, Mahendran S, Satyamoorthy P and Roopsingh D (2001) Ultrasonic method of determination of glass transition temperatures of certain thermotropic liquid crystalline copolyesters. J. Polym. Mater. 18(4), 409–416.

  • Morimoto M, Kumeda S and Komai K (2000) Insect antifeedant flavonoids from Gnaphalium affine, D. Don. J. Agric. Food Chem. 48 (5), 188

  • Nem NH, Kim Y, You YJ, Hong DH, Kim HM and Ahn BZ (2003) Cytotoxic 2',5'-dihydroxychalcones with unexpected antiangiogenic activity. Eur. J. Med. Chem. 38,179-187.

  • Rajakumar P, Ganesan K, Jayavelu S and Murugasen K (2006) Synthesis and bactericidal efficacy of novel dendrimers. Syn. Lett. 11, 1121–1124.

  • Rajan YC, Kanakam CC, Periyar Selvam S and Murugesan K (2007) A study on the synthesis and biological and optical properties of methylenedinaphthyl bis-chromanones: the utility of Baylis– Hillman adducts. Tetrahedron Lett. 48, 8562–8565.

  • Sivakumar PM, Balaji S, Prabhawathi V, Neelakandan R, Manoharan PT and Doble M (2010) Effective antibacterial adhesive coating on cotton fabric using ZnO nanorods and chalcone. Carbohydrate Polym. 79, 717–723.

  • Sohel M, Sayed A and Azizul I (2006) Cytotoxic and antimicrobial activities of some synthetic flavones, Ind. J. Chem. Sec. B. 45, 1478–1486.

  • Srivastava YK (2008), Ecofriendly microwave assisted synthesis of some chalcones, Rasayan J. Chem. 1, 884–886.

  • Sugaraj Samuel R, Reuben Jonathan D, Christurajan Y, Jayakumar S and Pichai R (2010) Synthesis, characterization and ultrasonic determination of glass transition temperature of certain copolyesters containing bis(arylidene)acetone moiety in the main chain. Indian J. Sci. Technol. 3, 696–701.

  • Tuchinda P, Reutrakul V, Claison P, Pongprayoon V, Sematong T, Santisuk A and Taylor WC (2002) Antiinflammatory cyclohexenyl chalcone derivatives in Boesenbergia pandurata. Phytochem. 59,169–173.

  • Furniss BS, Hannaford AJ, Smith PWG and Tatchell AR (1997) Vogel's Textbook of Practical Organic Chemistry, 5th Ed. Longman Singapore Publishers Pvt. Ltd., Singapore, 400-410.

  • Wu JH, Wang XH, Yi YH and Lee KH (2003) Anti- AIDS agents 54. A potent anti-HIV chalcone and flavonoids from genus Desmos. Bioorg. Med. Chem. Lett., 13, 1813–1815.

  • Wu X, Wilairat P and Go ML (2002) Antimalarial activity of ferrocenyl chalcones, Bioorg. Med. Chem. Lett. 12, 2299–2302.

  • Xia Y, Yang ZY, Xia P, Bastow KF, Nakanishi Y and Lee KH (2000) Antitumor agents. Part 202: Novel 2'- amino chalcones: design, synthesis and biological evaluation. Bioorg. Med. Chem. Lett.10, 699–701.


Abstract Views: 498

PDF Views: 147




  • A Study on the Synthesis and Bactericidal Activity of Certain Copolyesters Containing Bischalcone Moiety in the Main Chain

Abstract Views: 498  |  PDF Views: 147

Authors

M. Chitra
Postgraduate and Research Department of Chemistry, Pachaiyappa’s College, Chennai–600030, India
T. V. Rajendran
Postgraduate and Research Department of Chemistry, Pachaiyappa’s College, Chennai–600030, India
S. Duraipandi
Entomology Research Institute, Loyola College, Chennai–600 034, India
Y. C. Rajan
Department of Material Science and Engineering, National Chiao Tung University, Hsinchu 300, Taiwan, Province of China
D. Reuben Jonathan
Department of Chemistry, Kings Engineering College, Sriperumbudur–602 117

Abstract


Four copolyesters were synthesized from 3,3-(1,4-phenylene)bis(1-(4-hydroxyphenyl)prop-2-en-1-one (THAP) and 3,3-(1,4-phenylene)bis(1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one (TMAP) by phase transfer catalyzed polycondensation with adipoyl chloride and sebacoyl chloride and a common diol-I 1,5-dihydroxynaphthalene. These copolyesters were characterized by solubility data and viscosity values. The microstructure of the repeating unit was confirmed by IR, 1H NMR and 13C NMR. These copolyesters displayed potential bactericidal activity against pathogenic bacteria.

Keywords


Bischalcones, Copolyesters, Polycondensation, Antibacterial

References





DOI: https://doi.org/10.17485/ijst%2F2010%2Fv3i8%2F29903