An integrated overview on pyrrolizines as potential anti-inflammatory, analgesic and antipyretic agents

被引：31

作者：

Gouda, Ahmed M. ^{[1
]}

Abdelazeem, Ahmed H. ^{[1
,2
]}

机构：

[1] Beni Suef Univ, Fac Pharm, Dept Med Chem, Bani Suwayf 62514, Egypt

[2] Taif Univ, Coll Pharm, Dept Pharmaceut Chem, At Taif 21974, Saudi Arabia

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2016年 / 114卷

关键词：

Pyrrolizine; Anti-inflammatory; NSAIDs; SFZ-47; Ketorolac; Licofelone; COX/5-LOX dual inhibitors; POSTOPERATIVE PAIN MANAGEMENT; DUAL INHIBITORS; IN-VITRO; PHARMACOLOGICAL EVALUATION; TRANSDERMAL DELIVERY; EFFICIENT SYNTHESIS; AMIDE PRODRUGS; KETOROLAC; DERIVATIVES; ACIDS;

D O I：

10.1016/j.ejmech.2016.01.055

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Despite the existence of huge number of NSAIDs, the quest for safer drugs is still in the focus of several drug discovery programs. Pyrrolizine heterocyclic system is among the privileged scaffolds utilized in this regard. At least one of these pyrrolizines, ketorolac, has reached the market. The current review represents a collective effort to highlight the reported pyrrolizines with anti-inflammatory and analgesic potential and categorize them into eight different classes. Furthermore, the various synthetic approaches, structure-activity relationship as well as metabolic pathways have been discussed. Taken together, this review sets a base for researchers to design and synthesize novel pyrrolizine-based libraries for further development into safer and efficient anti-inflammatory and analgesic agents. (C) 2016 Elsevier Masson SAS. All rights reserved.

引用

页码：257 / 292

页数：36

共 86 条

[1] Design, synthesis and preliminary evaluation of some novel [1,4]diazepino [5,6-b]pyrrolizine and 6-(2-oxopyrrolidino)-1H-pyrrolizine derivatives as anticonvulsant agents [J].

Abbas, Safinaz E. ;

Awadallah, Fadi Mohsen ;

Ibrahim, Nashwa A. ;

Gouda, Ahmed M. ;

Shehata, Bassem A. .

MEDICINAL CHEMISTRY RESEARCH, 2011, 20 (07) :1015-1023

[2] Novel substituted and fused pyrrolizine derivatives: Synthesis, anti-inflammatory and ulcerogenecity studies [J].

Abbas, Safinaz E. ;

Awadallah, Fadi M. ;

Ibrahim, Nashwa A. ;

Gouda, Ahmed M. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (02) :482-491

[3]

Albrecht W., 2012, Choline and tromethamine salt of lico-felone, Patent No. [US 20120010261 A1, 20120010261]

[4] In vitro metabolism of 2-[6-(4-Chlorophenyl)-2,2-dimethyl-7phenyl-2,3-dihydro-1H-pyrrolizin-5-yl] acetic acid (licofelone, ML3000), an inhibitor of cyclooxygenase-1 and-2 and 5-lipoxygenase [J].

Albrecht, Wolfgang ;

Unger, Anke ;

Nussler, Andreas K. ;

Laufer, Stefan .

DRUG METABOLISM AND DISPOSITION, 2008, 36 (05) :894-903

[5]

ALGATE DR, 1995, ARZNEIMITTEL-FORSCH, V45-1, P159

[6] Evaluation of the analgesic activity and safety of ketorolac in whole body fractionated gamma irradiated animals [J].

Aly, Sara ;

Mahmoud, Mona F. ;

Hassan, Seham H. M. ;

Fahmy, Ahmed .

FUTURE JOURNAL OF PHARMACEUTICAL SCIENCES, 2015, 1 (01) :8-15

[7]

BADIO B, 1994, MOL PHARMACOL, V45, P563

[8] Synthesis and Molecular Modeling Studies of Anti-inflammatory Active 1H-Pyrrolizine-5-carboxamides [J].

Barsoum, Flora F. .

ARCHIV DER PHARMAZIE, 2011, 344 (01) :56-65

[9] The gastrointestinal tolerability of the LOX/COX inhibitor, licofelone, is similar to placebo and superior to naproxen therapy in healthy volunteers: Results from a randomized, controlled trial [J].

Bias, P ;

Buchner, A ;

Klesser, B ;

Laufer, S .

AMERICAN JOURNAL OF GASTROENTEROLOGY, 2004, 99 (04) :611-618

[10] AMNESIA-REVERSAL ACTIVITY OF A SERIES OF CYCLIC IMIDES [J].

BUTLER, DE ;

LEONARD, JD ;

CAPRATHE, BW ;

LITALIEN, YJ ;

PAVIA, MR ;

HERSHENSON, FM ;

POSCHEL, PH ;

MARRIOTT, JG .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (03) :498-503

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