DESIGN, SYNTHESIS AND BIOLOGICAL SCREENING OF AMINOACETYLENIC TETRAHYDROPHTHALIMIDE ANALOGUES AS NOVEL CYCLOOXYGENASE (COX) INHIBITORS
Journal Title: International Journal of Pharmacy and Pharmaceutical Sciences - Year 2017, Vol 9, Issue 2
Abstract
Objective: To design and synthesise a new amino acetylenic tetrahydro phthalimide derivative and investigate their selective inhibitory activity to COXs.Methods: Aminoacetylenic tetrahydro phthalimide derivatives were synthesised by alkylation of tetrahydro phthalimide with propargyl bromide afforded 2-(prop-2-yn-1-yl)-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione. The alkylated tetrahydro phthalimide was subjected to Mannich reaction afforded the desired amino acetylenic tetra phthalimide derivatives (AZ 1-6). The elemental analysis was indicated by the EuroEA elemental analyzer and biological characterization was via IR, 1H-NMR, [13]C-NMR, DSC was determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer and DMSO-d6 as a solvent, molecular docking was done using the Autodock Tool software (version 4.2). ChemBioDraw was used in the drawing of our schemes.Results: The IR, 1H-NMR, 13C-NMR, DSC and elemental analysis were consistent with the assigned structures. The designers of the compounds as COXs inhibitor activity were based on the nationalisation of the important criteria that provide effective inhibitory binding with COXs–receptor. The results indicated that the synthesised compounds (AZ1-6) showed a close similarity in the binding affinity to both COXs and may be more specific to COX-1. AZ-5 showed the highest % of inhibition for COX-1 even better than aspirin. Which may suggest that the aryl group is required for COX-2 inhibition.Conclusion: For the first time, we indicate the requirement of aromaticity in COX-2 structural inhibitory activity.Â
Authors and Affiliations
Ahmed Basim, Zuhair A. Muhi Eldeen, Elham N. Al-kaissi, Ghadeer Suaifan, Mohammad A. Ghattas, Tawfeeq Arafat, Ibrahim S. Al-adham
A SIMPLE AND A CHEAP UV SPECTROPHOTOMETRIC ASSAY METHOD DEVELOPMENT AND VALIDATION OF DABIGATRN ETEXILATE IN CAPSULES
Objective: To develop a simple and cheap UV spectrophotometric method for the quantitative estimation of Dabigatrn etexilate (150mg) in capsules and validate as per ICH guidelines.Method: The optimized method uses 0.05N...
FORMULATION AND EVALUATION OF GARLIC POWDER LOADED FLOATING MATRIX TABLET
Objective: The objective of the present work was to formulate and evaluate a stable, odour free garlic powder loaded floating matrix tablet for the treatment of peptic ulcers. Methods: A gastro-retentive floating matrix...
MASKING ANTI-PHAGOCYTIC SIGNAL OF TUMOR BY PRO-PHAGOCYTIC SIGNAL-A KEY TO IMMUREMENT OF CANCER CELL
Immune surveillance is a mechanism where cells and tissues are watched constantly by ever alerted immune system. Most incipient cancer cells are recognized and eliminated by the immune surveillance mechanism, but still t...
IN VITRO CYTOTOXIC ACTIVITY OF CLERODENDRUM INFORTUNATUM L. AGAINST T47D, PC-3, A549 AND HCT-116 HUMAN CANCER CELL LINES AND ITS PHYTOCHEMICAL SCREENING
Objective: Present investigation accounts for scientific evaluation of the plant Clerodendrum infortunatum L. for its medicinal efficacy which includes phytochemical screening and anticancer activities.Methods: Phytochem...
EXTRACTION, PURIFICATION AND PHYSICOCHEMICAL EVALUATION OF MUCILAGE OF CHRYSOPHYLLUM LANCEOLATUM (BLUME) DC FRUITS: AN INVESTIGATION FOR BIOADHESIVE PROPERTY
Objective: The objective of the present investigation is to extract, purify and characterize the physicochemical properties of the mucilage obtained from the fruits of Chrysophyllum lanceolatum (Blume) DC and also to eva...