Synthesis and Evaluation of Antioxidant-S-(+)-Ibuprofen Hybrids as Gastro Sparing NSAIDs

被引：14

作者：

Chandiran, Senthil ^{[1
]}

Vyas, Sandeep ^{[1
]}

Sharma, Neetika ^{[2
]}

Sharma, Manu ^{[3
]}

机构：

[1] Panjab Univ, Univ Inst Pharmaceut Sci, Chandigarh 160014, India

[2] Bahra Univ, Dept Chem, Shimla Hills, HP, India

[3] Jaypee Univ Informat Technol, Dept Pharm, Waknaghat 173234, HP, India

来源：

MEDICINAL CHEMISTRY | 2013年 / 9卷 / 07期

关键词：

Ibuprofen; Antioxidants; Ulcerogenicity; Chemical stability; NONSTEROIDAL ANTIINFLAMMATORY DRUGS; RATS; CYCLOOXYGENASE-2; ASPIRIN; INHIBITION; SYNTHASE; INJURY; ACID;

D O I：

10.2174/1573406411309070015

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

Ibuprofen is one of the most popular NSAIDs for the last three decades but also known for its gastrointestinal side effects similar to other NSAIDs. To overcome this problem, we have designed and synthesized ibuprofen - antioxidant (thymol, guaiacol, eugenol, and menthol) hybrids (6-13) with and without spacer as gastro sparing agents. The hybrids have been found to be chemically stable, biolabile and exhibited retention of anti-inflammatory and analgesic activity with significant reduced ulcerogenicity as compared to the ibuprofen and ibuprofen + antioxidant physical mixture. The absence of ulcerogenicity may be attributed to antioxidants and improved physicochemical properties of these hybrid molecules.

引用

页码：1006 / 1016

页数：11

共 26 条

[1]

Determinants of the short-term gastric damage caused by NSAIDs in man [J].

Bjarnason, I. ;

Scarpignato, C. ;

Takeuchi, K. ;

Rainsford, K. D. .

ALIMENTARY PHARMACOLOGY & THERAPEUTICS, 2007, 26 (01) :95-106

[2]

Flavonoid-induced gastroprotection in rats: Role of blood flow and leukocyte adherence [J].

Blank, MA ;

Ems, BL ;

OBrien, LM ;

Weisshaar, PS ;

Ares, JJ ;

Abel, PW ;

McCafferty, DM ;

Wallace, JL .

DIGESTION, 1997, 58 (02) :147-154

[3]

The role of melatonin and L-tryptophan in prevention of acute gastric lesions induced by stress, ethanol, ischemia, and aspirin [J].

Brzozowski, T ;

Konturek, PC ;

Konturek, SJ ;

Pajdo, R ;

Bielanski, W ;

Brzozowska, I ;

Stachura, J ;

Hahn, EG .

JOURNAL OF PINEAL RESEARCH, 1997, 23 (02) :79-89

[4]

Bundgaard H., 1985, DESIGN PRODRUGS BIOR

[5]

Cambell N.B., 1996, LIPID DERIVED AUTOCO

[6]

Induction of cyclooxygenase-2 in the brain by cytokines [J].

Cao, CY ;

Matsumura, K ;

Watanabe, Y .

THERMOREGULATION: TENTH INTERNATIONAL SYMPOSIUM ON THE PHARMACOLOGY OF THERMOREGULATION, 1997, 813 :307-309

[7]

David R.L., 2000, JAMA-J AM MED ASSOC, V284, P1297

[8]

DELALASTRA CA, 1992, J PHARM PHARMACOL, V44, P929

[9]

HUMAN CYCLOOXYGENASE-2 CDNA [J].

HLA, T ;

NEILSON, K .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1992, 89 (16) :7384-7388

[10]

IVEY K J, 1988, American Journal of Medicine, V84, P41, DOI 10.1016/0002-9343(88)90253-7

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