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Philadelphia University Faculty of Pharmacy Lecturer : Dr. Bilal Al-Jaidi Internal Examiner : Dr. AbdelNaser Dakkah Department of Pharmaceutical science Student Name: Course Name: Drug Design Course Number: 0540511, 0511531 First/ Second/ Final Exam Student Number: Semester of Academic Year 2011/2012 Section: 1, 2 Duration of Exam: 120 min 2nd Information for Candidates 1. This examination paper contains 3 parts questions in 6 pages, totaling 40 marks. 2. The marks for parts of questions are shown in round brackets. Notes to Candidates 1. You should attempt all questions. 2. You should write your answers clearly Part I. Basic Notions Objectives: The aim of the questions in this part is to evaluate the required minimal student knowledge and skills. Answers in the pass category represent the minimum acceptable standard (17 marks) Question-1: (4 marks) Complete the following sentences: 1. The maximum tolerable alkyl chain length incorporated into drug structure is…..carbon atoms 2. Candidate drug is differ from clinical drug in that…………………………....... …………………………………………………………………………………. ………………………………………………………………………………….. 3. Ionized drug will have lower LogP than unionized form of drug (True or False) 4. Ionized form of drug is more important than unionized drug in terms of drug activity and kinetic properties (True or False) 5. According to Ajay, to deposit drug into CNS, the following properties must be enhanced: a. ……………………………. b. ……………………………. c. ……………………………. 6. As the alkyl branching in drug structure increased, LogP will………………… And CNS accessibility will ……………………… 1 Question-2: (3 marks) Nitrogen mustard glutamate complex is an example of Antibody-directed enzyme prodrug therapy, describe? ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… Question-3: (3 marks) Define the followings: 1. Metabolic blockers:…………………………………………………………...... ………………………………………………………………………………….. 2. Self-destruct drugs:…………………………………………………………….. ………………………………………………………………………………….. 3. Ligand Based Drug Design:………………………………………………….. ………………………………………………………………………………… ………………………………………………………………………………….. Question-4: (3 marks) Progabide, an anti-convulasnt agent, is an example of prodrugs to deliver ionizable drug molecules into CNS, describe that? ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… 2 Question-5: (1 marks) Drugs to be given rectally must have greater water solubility than orally administered drugs, explain? ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… Question-6: (3 marks) What are the possible disadvantages of macromolecular drug delivery system? ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… Part II. Familiar Problems Solving Objectives: The aim of the questions in this part is to evaluate that the student has some basic knowledge of the key aspects of the lecture material and can attempt to solve familiar problems (18 marks). Question-7: (2 marks) Ketorolac is a non-steroidal anti-inflammatory agent, it will be –vely charged in blood, design a prodrug for it that will be only protonated in blood (changing the ionization state): ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… 3 Question-8: (4 marks) Sultamicillin is an example of mutual prodrug; explain by drawing the mechanism of activation, and how it will give the two synergistic drugs? ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… Question-9: (4 marks) The following prodrug is a novel one for delivering alkylating agents specifically into the cancerous cells; define the important parts of this structure with their functions: ………………………………………………………………………………………… ………………………………………………………………………………………… ………………………………………………………………………………………… 4 Question-10: (4 marks) Match the reaction in column A with its bioactivation process from column B: Column A Column B Oxidation/ hydrolysis Decarboxylation Oxidative dealkylation Nucleoside activation Epoxidation Question-11: (4 marks) Drug combination between Levodopa and carbidopa is an example of sentry drug approach, describe this: 5 Unfamiliar Problems Solving Objectives: The aim of the questions in this part is to evaluate that the student can solve familiar problems with ease and can make progress towards the solution of unfamiliar problems, and can set out reasoning and explanation in a clear and coherent manner (5 marks) Question-12: (5 marks) Omar is interested in developing new anti-lipidemic agent, he found the following 3D structure while searching; it is for Orlistat inside the mammalian fatty acid synthase (FAS), put for him a strategy to design new inhibitors for this enzyme using computer aided drug design? 6
