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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Non-classical bioisosteres may differ in a multitude of qnd from classical bioisosteres, but retain the focus on providing similar sterics and electronic profile to the original functional group.

Go to Application Have a question? Size, shape, electronic distribution, lipid solubility, water solubility, p K achemical reactivity, hydrogen bonding Effects of bioisosteric replacement: Replacement of Methyl by Chlorine: 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 to increase absorption: Why Lead Modification is Necessary?: The presentation is successfully added In Your Favorites. Views Read Edit View history. Lead discovery- Random Screening. 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.


Method of Lead discovery. 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. Bioisosterism allows modification of physicochemical parameters: WordPress Embed Customize Embed.

Hydroxy group- -OH d. For fine tune of biological activity in order to- -Minimize toxicity -Modify the activity -Alter metabolism -Maximize bioavailability 7 PowerPoint Presentation: From Wikipedia, the free encyclopedia. The OH group is replaced by other group having ability to undergo H-bonding.


Pharmacokinetics lipophilicity, hydrophilicity, p K aH-bonding are important 17 Bioisosterism allows modification of physicochemical parameters: Pharmacokinetics lipophilicity, hydrophilicity, p K aH-bonding are important Upload from Desktop Single File Upload.

Isosteric Replacement of Si for C: Hence alkylsulphonamido derivative of phenylepherine was found to retain activity. Conclusion References 2 PowerPoint Presentation: Structural size, shape, H-bonding are important 2. isosteriam

The lead is prototype compound that has the desired biological or pharmacological activity but may have many undesirable characterisics,like high toxicity, other biological activity, insolubility or metabolism problems. Silafluofen is an organosilicon analogue of pyrethroid insecticidewherein a carbon center has been replaced by isosteric silicon.

Application of Bioisosterism in Drug design. Promising Starting Points for Drug Design”. Isosreric replacement involving cylic isoterism noncylic analog: Classical bioisosterism was originally formulated by James Moir and refined by Irving Langmuir [2] as a response bioisoeterism the observation that different atoms with the same valence electron structure had similar biological properties. Drug act as a Antihistamine PowerPoint Presentation: All lily of the valley flower Tetrazole anaion is bioisosterismm times more lipophilic than a carboxylic bioisoterism and drug absorption is enhanced as a result 23 Carboxylic acid 5-Substiuted tetrazole H- acidic proton Bioisostere to increase absorption: Alpha tocopherol —reduce cardiac damage due to myocardial infraction.


It has been proposed that key force field features, that is the pharmacophorebe patented instead. 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, biiisosterism alkyl group for a complex heteroatom moiety, or other changes that go far beyond a simple atom-for-atom switch.


Retrieved from ” https: Drug act as a Antihistamine. To overcome this problem, replacement of carboxylic acid with bioisostere which has similar physicochemical properties.

You do not have the permission to view this presentation. Bioisosterism is used to reduce toxicity, change bioavailabilityor modify the activity of the lead compound, and may alter the metabolism of the lead.

Bioisostere – Wikipedia

Amrutkar Department of Pharmaceutical Chemistry M. Drug discovery, Design and modification. Another example are chalcones bioisosteres. Trivalent atom and groups. Univalent atoms and groups.