Synthesis, analgesic, anti-inflammatory, and in vitro antimicrobial activities of some novel quinazolin-4(3H)-one derivatives

被引:20
作者
Saravanan, Govindaraj [1 ]
Alagarsamy, Veerachamy [2 ]
Prakash, Chinnasamy Rajaram [3 ]
机构
[1] Jawaharlal Nehru Technol Univ, Bapatla Coll Pharm, Med Chem Res Lab, Hyderabad, Andhra Pradesh, India
[2] MNR Coll Pharm, Med Chem Res Lab, Sangareddy, Andhra Pradesh, India
[3] DCRM Pharm Coll, Dept Med Chem, Inkollu, Andhra Pradesh, India
关键词
Quinazolin-4(3H)-one; Analgesic; Anti-inflammatory; Antimicrobial activity; ANTIBACTERIAL ACTIVITIES; INHIBITORS;
D O I
10.1007/s00044-012-0037-7
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
With the aim of developing potent analgesic, anti-inflammatory, and antimicrobial agents a series of novel quinazolin-4(3H)-one derivatives were synthesized and characterized by FT-IR, H-1-NMR, mass spectroscopy and bases of elemental analysis. Tail-flick technique, carrageenan-induced foot paw edema test, and agar streak dilution test were performed for screening analgesic, anti-inflammatory, and in vitro antimicrobial activity, respectively. Moreover, all compounds were examined for its ulcerogenicity. Results revealed that entire series of compounds exhibited mild to good analgesic, anti-inflammatory, and antimicrobial activity with low to moderate ulcer index. The relationship between the functional group variation and the biological activity of the evaluated compounds were discussed. Compound 2-(2-(4-(trifluoromethyl)benzylidene)hydrazinyl)-N-(4-(2-methyl-4-oxoquinazolin-3(4H)-yl) phenyl) acetamide 5e was determined to be the most active compound.
引用
收藏
页码:340 / 350
页数:11
相关论文
共 21 条
  • [1] Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-butyl-3-substituted quinazolin-4-(3H)-ones
    Alagarsamy, V
    Rajasolomon, V
    Meena, R
    Ramseshu, KV
    [J]. BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2005, 28 (06) : 1091 - 1094
  • [2] Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-methyl-3-substituted quinazolin-4-(3H)-ones
    Alagarsamy, V
    Murugananthan, G
    Venkateshperumal, R
    [J]. BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2003, 26 (12) : 1711 - 1714
  • [3] [Anonymous], 1985, PLANTA MED, DOI DOI 10.1055/S-2007-969412
  • [4] [Anonymous], EUR J MED CHEM
  • [5] [Anonymous], GASTROENTEROLOGY
  • [6] Selective COX-2 inhibitors and dual acting anti-inflammatory drugs: Critical remarks
    Bertolini, A
    Ottani, A
    Sandrini, M
    [J]. CURRENT MEDICINAL CHEMISTRY, 2002, 9 (10) : 1033 - 1043
  • [7] Design, synthesis and pharmacological screening of novel nitric oxide donors containing 1,5-diarylpyrazolin-3-one as nontoxic NSAIDs
    Bhandari, Shashikant V.
    Dangre, Sudarshan C.
    Bothara, Kailash G.
    Patil, Ajit A.
    Sarkate, Aniket P.
    Lokwani, Deepak K.
    Gore, Suraj T.
    Deshmane, Bhavana J.
    Raparti, Vyankatesh T.
    Khachane, Chetan V.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (11) : 4622 - 4636
  • [8] D'amour FE, 1941, J PHARMACOL EXP THER, V72, P74
  • [9] Cyclooxygenase inhibitors - current status and future prospects
    Dannhardt, G
    Kiefer, W
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2001, 36 (02) : 109 - 126
  • [10] Dinakaran M, 2003, BIOL PHARM BULL, V26, P1278