SciELO - Scientific Electronic Library Online

vol.62The evaluation of novel camphor-derived pyridyl ligands as catalysts in the asymmetric Diels-Alder reaction of cyclopentadiene with 3-acryloyl-2-oxazolidinoneSynthesis of oxo- and thio-analogues of 2-oxo-2H-chromen-7-yl dimethylcarbamates author indexsubject indexarticles search
Home Pagealphabetic serial listing  

Services on Demand



Related links

  • On index processCited by Google
  • On index processSimilars in Google


South African Journal of Chemistry

On-line version ISSN 1996-840X
Print version ISSN 0379-4350

S.Afr.j.chem. (Online) vol.62  Durban  2009




Synthesis and biological evaluation of some anthranilic acid and 2-phenylquinazoline-4(3H)-one analogues



Mrityunjay BanerjeeI; Chinmoy C. BeheraI; Guru C. PradhanII; M. Afzal AzamIII; Susant K. SahuI

IDepartment of Pharmaceutical Sciences, Utkal University, Bhubaneswar, Orissa-751004, India
IIDepartment of Chemistry, Utkal University, Bhubaneswar, Orissa-751004, India
IIIDepartment of Pharmaceutical Chemistry, Jagathguru Sri Shivarathreeshwara College of Pharmacy, Ootacamund-643 001, India




In the present investigation a novel series of N-(phenyl) chalconyl anthranilic acids containing pyrazolines (4a-j), tetra-hydropyrimidines (4k-o), tetrahydrothiopyrimidines (4p-t) and 2-phenylquinazolin-4(3H)-ones containing pyrazolines (8a-f), isoxazolines (8g-l), tetrahydropyrimidines (8m-r) and tetrahydrothiopyrimidines (8s-x) were synthesized and characterized by elemental analysis, FT-IR, 1H NMR and mass spectroscopy. The title compounds (4a-t) and (8a-x) were investigated for their analgesic, anti-inflammatory, antimicrobial and in vitro protein denaturation activities. Compounds 4j and 8x were identified as lead compounds with optimum analgesic, anti-inflammatory and antimicrobial activities.

Keywords: Quinazolines, antimicrobial, analgesic, anti-inflammatory, protein denaturation



Full text available only in PDF format.



The authors are grateful to the authorities of the Department of Pharmaceutical Sciences, Utkal University, Bhubaneswar, Orissa, India, for providing the facilities to carry out this research work. We are also thankful to Professors A.C. Dash and C.S. Panda, National Institute of Science and Educational Research, Bhubaneswar, Orissa, India, for valuable suggestions.



1 P. Rani, V.K. Srivastava and A. Kumar, Indian J. Chem., 2003, 42B, 1729-1733.         [ Links ]

2 (a) S.K. Sahu, M. Banerjee, A. Samantray, C. Behera and M.A. Azam, Tropical J. Pharm. Res., 2008, 7, 961-968;         [ Links ] (b) S.K. Sahu, M. Banerjee, S.K. Mishra, R.K. Mohanta, P.K. Panda and P. K. Misro, Acta Pol. Pharma-Drug Res., 2007, 64, 121-126.         [ Links ]

3 M. Amir and S. Kumar, Indian J. Chem., 2005, 44B, 2532-2537.         [ Links ]

4 A.B. Adnan, M.A.A. Hayam and A.G. Aida, Archiv Pharm., 2005, 338, 167-174.         [ Links ]

5 T. Akihiko, O. Yoshihiro, O. Keiko, T. Hideo, K. Motoji, W. Masaaki and Y. Jun-ichi, Bioorg. Med. Chem. Letters, 2005, 15, 4299-4303.         [ Links ]

6 F.E. Goda, A.R. Maarouf and E.R. Bendary, S. Pharm. J., 2003, 11, 111-117.         [ Links ]

7 (a) S.K. Sahu, S.K. Mishra, M. Banerjee, P.K. Panda and P.K. Mishro, J. Indian Chem. Soc., 2006, 83, 725-727;         [ Links ] (b) S.K. Sahu, M.A. Azam, M. Banerjee, P. Choudhary, S. Sutradhar, P.K. Panda and P.K. Misro, J. Indian Chem. Soc., 2007, 80, 1011-1015.         [ Links ]

8 A.G. Habeeb, P.N.P. Rao and E.E. Kanus, J. Med. Chem., 2001, 44, 2921-2927.         [ Links ]

9 A.G. Habeeb, P.N.P. Rao and E.E. Kanus, Drug Dev. Res., 2000, 51, 273-286.         [ Links ]

10 S.K. Sahu, M.A. Azam, M. Banerjee, S. Acharrya, C.C. Behera and S. Si, J. Braz. Chem. Soc., 2008, 19, 963-970.         [ Links ]

11 M.A. Sayyed, S.S. Mokle and Y.B. Vibhute, Arkivoc, 2006, 11, 221-226.         [ Links ]

12 A.A. El-Barbary, A.Z. Abou El-Ezz and A.M. Sharaf Nielson, Phosphorus, Sulfur, Silicon Relaf. Elem., 2006, 18, 1895.         [ Links ]

13 V Alagarsamy, V.R. Solomon and K. Dhanabal, Bioorg. Med. Chem., 2007, 15, 235-241.         [ Links ]

14 V. Alagarsamy, V.R. Solomon, R. Meena, K.V. Ramaseshu, K. Thirumurugan and S. Murugeshan, Med. Chem., 2007, 3, 67-73.         [ Links ]

15 S.S. Laddha, S.G. Wadodkar andS.K. Meghal, Arkivoc, 2006, 11, 1-20.         [ Links ]

16 J. Antoniou, T. Steffen, F. Nelson, N. Winterbottom, A.P. Hollander, R.A. Poole, M. Aebi and M. Alini, J. Clin. Invesf., 1996, 98, 996-1003.         [ Links ]

17 U. Ameta, S. Ojha, D. Bhambi and G.L. Talesara, Arkivoc, 2006, 13, 83-89.         [ Links ]

18 J.M. Glassman, Agents wifh Analgesic Acfivify and Dependences Liabilify, in Screening Mefhods in Pharmacology, (R.A. Turner and P. Hebborn, eds.), Academic Press, New York, USA, 1971, pp. 231-232.         [ Links ]

19 C.A. Winter, E.A. Risley and R.H. Silber, J. Pharmacol. Exp. Ther., 1968, 162, 196-201.         [ Links ]

20 S. Chatterjee and S.N. Das, Indian J. Pharmacol., 1996, 28, 116-119.         [ Links ]

21 A.L.J. Barry, The Anfimicrobial Suscepfibilify Tesf, Principle and Pracfices, 4th edn., ELBS, London, UK, 1999, p. 180.         [ Links ]



Received 30 November 2008
Revised 24 May 2009
Accepted 19 August 2009



* To whom correspondence should be addressed. E-mail:

Creative Commons License All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License