Design, synthesis, 99mTc labeling, and biological evaluation of a novel pyrrolizine derivative as potential anti-inflammatory agent
- Authors: Attallah K.M.1,2, Gouda A.M.3,4, Ibrahim I.T.2, Abouzeid L.5
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Affiliations:
- Department of Pharmaceutics, College of Pharmacy
- Labeled Compounds Department, Hot Laboratories Center
- Department of Medicinal Chemistry, Faculty of Pharmacy
- Department of Pharmaceutical Chemistry, College of Pharmacy
- Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy
- Issue: Vol 59, No 6 (2017)
- Pages: 630-638
- Section: Article
- URL: https://journals.rcsi.science/1066-3622/article/view/224284
- DOI: https://doi.org/10.1134/S10663622170600121
- ID: 224284
Cite item
Abstract
The design and synthesis of ethyl 4-(6-amino-7-cyano-2,3-dihydro-1H-pyrrolizine-5-carboxamido)-benzoate (KH16) were discussed, and its structure was determined. The anti-inflammatory activity of a new compound was evaluated using in vitro cyclooxygenase (COX) inhibitory assay. KH16 exhibits higher selectivity to COX-2 than to COX-1 with the selectivity index of 3.46. KH16 was labeled with 99mTc with the maximum radiochemical yield of 99mTc-KH16 of 90.5 ± 1.5%. Biodistribution of 99mTc-KH16 in normal, infected, and inflamed mice was studied. The uptake in inflamed muscle was higher than that in normal muscle throughout the examined time interval. This work is a step ahead in the direction of using pyrrolizine derivatives for site-specific delivery to the inflamed tissue.
Keywords
About the authors
K. M. Attallah
Department of Pharmaceutics, College of Pharmacy; Labeled Compounds Department, Hot Laboratories Center
Author for correspondence.
Email: Kmhassan@uqu.edu.sa
Saudi Arabia, Makkah, 21955; Cairo
A. M. Gouda
Department of Medicinal Chemistry, Faculty of Pharmacy; Department of Pharmaceutical Chemistry, College of Pharmacy
Email: Kmhassan@uqu.edu.sa
Egypt, Beni-Suef, 62514; Makkah, 21955
I. T. Ibrahim
Labeled Compounds Department, Hot Laboratories Center
Email: Kmhassan@uqu.edu.sa
Egypt, Cairo
L. Abouzeid
Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy
Email: Kmhassan@uqu.edu.sa
Egypt, Mansoura, 35516