Synthesis, anti-inflammatory activity and ulcerogenic liability of novel nitric oxide donating/chalcone hybrids

被引:31
作者
Abuo-Rahma, Gamal El-Din A. A. [1 ]
Abdel-Aziz, Mohamed [1 ]
Mourad, Mai A. E. [1 ]
Farag, Hassan H. [2 ]
机构
[1] Minia Univ, Fac Pharm, Dept Med Chem, Al Minya 61519, Egypt
[2] Assiut Univ, Fac Pharm, Dept Med Chem, Assiut 71526, Egypt
关键词
Chalcones; Nitric oxide donors; Anti-inflammatory; Gastric ulceration; Histopathology; CHALCONE DERIVATIVES; ANTIMICROBIAL EVALUATION; INHIBITORY PROPERTIES; MUCOSAL DAMAGE; DRUGS; RAT; PATHOGENESIS; EXPRESSION; SECRETION; SYNTHASE;
D O I
10.1016/j.bmc.2011.11.012
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
A group of novel nitric oxide (NO) donating chalcone derivatives was prepared by binding various amino chalcones with different NO donating moieties including; nitrate ester, oximes and furoxans. Most of the prepared compounds showed significant anti-inflammatory activity using carrageenan-induced rat paw edema method compared with indomethacin. The prepared compounds exhibited more protection than indomethacin in regard to gastric toxicity. Histopathological investigation confirmed the beneficial effects of the NO releasing compounds in reducing ulcer formation. The incorporation of the NO-donating group into the parent chalcone derivatives caused a moderate increase in the anti-inflammatory activity with a marked decrease in gastric ulcerations compared to their parent chalcone derivatives. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:195 / 206
页数:12
相关论文
共 64 条
[1]
Design, synthesis and biological investigation of certain pyrazole-3-carboxylic acid derivatives as novel carriers for nitric oxide [J].
Abdel-Hafez, El-Shimaa M. N. ;
Abuo-Rahma, Gamal El-Din A. A. ;
Abdel-Aziz, Mohamed ;
Radwan, Mohamed F. ;
Farag, Hassan H. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (11) :3829-3837
[2]
A boronic-chalcone derivative exhibits potent anticancer activity through inhibition of the proteasome [J].
Achanta, Geetha ;
Modzelewska, Aneta ;
Feng, Li ;
Khan, Saeed R. ;
Huang, Peng .
MOLECULAR PHARMACOLOGY, 2006, 70 (01) :426-433
[3]
Is non-steroidal anti-inflammaory drug (NSAID) enteropathy clinically more important than NSAID gastropathy? [J].
Adebayo, D ;
Bjarnason, I .
POSTGRADUATE MEDICAL JOURNAL, 2006, 82 (965) :186-191
[4]
Syntheses and biological activities of chalcone and 1,5-benzothiazepine derivatives:: Promising new free-radical scavengers, and esterase, urease, and α-glucosidase inhibitors [J].
Ansari, FL ;
Umbreen, S ;
Hussain, L ;
Makhmoor, T ;
Nawaz, SA ;
Lodhi, MA ;
Khan, SN ;
Shaheen, F ;
Choudhary, MI ;
Atta-ur-Rahman .
CHEMISTRY & BIODIVERSITY, 2005, 2 (04) :487-496
[5]
Pathogenesis of nonsteroidal anti-inflammatory drug gastropathy: Clues to preventative therapy [J].
Bastaki, SMA ;
Wallace, JL .
CANADIAN JOURNAL OF GASTROENTEROLOGY AND HEPATOLOGY, 1999, 13 (02) :123-127
[6]
Design, synthesis, and evaluation of anti-inflammatory, analgesic, ulcerogenicity, and nitric oxide releasing studies of novel indomethacin analogs as non-ulcerogenic derivatives [J].
Bhandari, Shashikant V. ;
Parikh, Jignesh K. ;
Bothara, Kailash G. ;
Chitre, Trupti S. ;
Lokwani, Deepak K. ;
Devale, Titiksh L. ;
Modhave, Nileema S. ;
Pawar, Vidya S. ;
Panda, Santosh .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2010, 25 (04) :520-530
[7]
Synthesis of chalcone analogues with increased antileishmanial activity [J].
Boeck, P ;
Falcao, CAB ;
Leal, PC ;
Yunes, RA ;
Cechinel, V ;
Torres-Santos, EC ;
Rossi-Bergmann, B .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (05) :1538-1545
[8]
Cyclooxygenase: Past, present and future. A tribute to John R. Vane (1927-2004) [J].
Botting, RM .
JOURNAL OF THERMAL BIOLOGY, 2006, 31 (1-2) :208-219
[9]
ELECTRON IMPACT STUDIES .49. C13H9 SKELETAL-REARRANGEMENT FRAGMENT IN MASS SPECTRA OF BENZYL PHENYL KETONE DERIVATIVES [J].
BOWIE, JH ;
SIMONS, BK ;
DONAGHUE, PF ;
KALLURY, RKM .
TETRAHEDRON, 1969, 25 (17) :3969-+
[10]
NITRIC-OXIDE GENERATORS AND CGMP STIMULATE MUCUS SECRETION BY RAT GASTRIC-MUCOSAL CELLS [J].
BROWN, JF ;
KEATES, AC ;
HANSON, PJ ;
WHITTLE, BJR .
AMERICAN JOURNAL OF PHYSIOLOGY, 1993, 265 (03) :G418-G422