Isosterism and Bioisosterism – Download as PDF File .pdf), Text File .txt) or read online. Pharmacology. Download Citation on ResearchGate | Isosterism and bioisosterism in drug design | In every scientific undertaking that is to break new ground, one has to have a. Aug 1, Isosterism and bioisosterism in drug design. By Alfred Burger. University of Virginia, Department of Chemistry,. Charlottesville, Virgina

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For fine tune of biological activity in order to- -Minimize toxicity -Modify the activity -Alter metabolism -Maximize bioavailability 7 PowerPoint Presentation: The main use of this term and its techniques are related to pharmaceutical sciences. Silicon Isosteres in Drug Discovery”.

To overcome this problem, bioisostedism of carboxylic acid with bioisostere which has similar physicochemical properties.


Retrieved 15 Jan Why Lead Modification is Necessary?: Views Read Edit View history. Promising Starting Points for Drug Design”. Univalent atoms and groups. Tetrazole anaion is 10 times more lipophilic than a carboxylic acid and drug absorption is enhanced as a result 23 Carboxylic acid 5-Substiuted tetrazole H- acidic proton Bioisostere to increase absorption: It has been proposed that key force field features, that is the pharmacophorebe patented instead.

Isosterisn group- -OH d. Another example is aromatic rings, a phenyl -C 6 H 5 ring can often be replaced by a different aromatic ring such as thiophene or naphthalene which may improve efficacy, change specificity of binding, or reduce metabolically labile sites on the molecule, resulting in better pharmacokinetic properties.


Bioisostere – Wikipedia

This page was last edited on 31 Octoberat Amrutkar Department of Pharmaceutical Chemistry M. In order to view it, please contact the author of usosterism presentation.

Retrieved from ” https: Replacement of Methyl by Chlorine: All lily of the valley flower Isosreric replacement involving cylic vs noncylic analog: The OH group is replaced by other group having ability to undergo H-bonding.

Structural size, shape, H-bonding are important isostrism. Isosteric replacement of S for X: Burger define Bioisosteres as substituent’s or groups that have similar chemical and physical properties and which produce broadly similar biological propert i es.

In medicinal chemistrybioisosteres are chemical substituents or groups with similar physical or chemical properties which produce broadly similar biological properties to another chemical compound. Non-classical bioisosteres may differ in a multitude of ways from classical bioisosteres, but retain the focus on providing similar sterics and electronic profile to the original functional group.

Optimization of Bioissosterism -Identification of the active part.


Pharmacokinetics lipophilicity, hydrophilicity, p K aH-bonding are important Pharm II — Sem. Upload from Desktop Single File Upload. Alpha tocopherol —reduce cardiac damage due to myocardial infraction.

Trivalent atom and groups. Isosteric replacement of N for X: Conclusion References 2 PowerPoint Presentation: Drug act as a Antihistamine PowerPoint Presentation: Wiley-VCH,p. All lily of the valley flower 13 Why Bioisosterism? Bioisostere increase target interaction and selectivity: Method of Lead discovery.

Bioisosterism is used to reduce toxicity, change bioavailabilityor modify the activity of the lead compound, and may alter the metabolism of the lead. Another example are chalcones bioisosteres.

Pharmacokinetics lipophilicity, hydrophilicity, p Isosterixm aH-bonding are important 17 Bioisosterism allows modification of physicochemical parameters: Size, shape, electronic distribution, lipid solubility, water solubility, p K achemical reactivity, hydrogen bonding Effects of bioisosteric replacement: Classical bioisosterism was originally formulated by James Moir and refined by Irving Langmuir [2] as a response to the observation that different atoms with the same valence electron structure had similar biological properties.


For example, the replacement of a hydrogen atom with a fluorine atom at a site of metabolic oxidation in a drug aand may prevent such metabolism from taking place. Introduction to Isosterusm compound.

Drug discovery, Design and modification.

Application of Bioisosterism in Drug design. Bioisosteres in Medicinal Chemistry.

Bioisosterism allows modification of physicochemical parameters: Go to Application Have a question? Bivalent atom or groups. Hence alkylsulphonamido derivative of phenylepherine was found to retain activity.

Whereas classical bioisosteres commonly conserve much of the same structural properties, nonclassical bioisosteres are much more dependent on the specific binding needs of the ligand in question and may substitute a linear functional group for a cyclic moiety, an alkyl group for a complex heteroatom moiety, or other changes that go far beyond a simple atom-for-atom switch.

Non classical bioisosteres Do not have same number of atom and do not fit the steric and electronic rules of classical isosteres, but they produce similar biological activity Examples- a. However, with a blocked pathway for metabolism, the drug candidate may have a longer half-life.

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