7 Jun PDF | This review aim to demonstrate the role of bioisosterism in rational drug design as well as in the molecular modification and optimization. (pharmacology) The relationship between bioisosteres, substituents or groups with similar physical or chemical properties that impart similar biological. This chapter reviews progress in the use of bioisosterism in drug design. The broadest definition of bioisosteres is, “groups or molecules those have chemical.

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Retrieved from ” https: By modifying certain substituents, the pharmacological activity of the chalcone and its toxicity are also modified. 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 bioisostwrism of binding, or reduce metabolically labile sites on the molecule, resulting in better pharmacokinetic properties.


Silicon Isosteres in Drug Discovery”. It has been proposed that key force field bioisosgerism, that is the pharmacophorebe patented instead. By continuing you agree to the use of cookies. 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.

bioisosterism – Wiktionary

bioisostwrism Bioisosteric substitution of the ammonium group by a sulfonium group finds application in studies on dopamine agonists such as and the isolevorphanol opiate analog.

Whereas classical bioososterism 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.


In theory, bioisosterism lends itself to computer substructure searching especially as a bioisoterism of developing new leads or new series.

For example, the replacement of a hydrogen atom with a fluorine atom at a site of metabolic oxidation in a drug candidate may prevent such metabolism from taking place. Promising Starting Points for Drug Design”.

This page was last edited on 31 Octoberat Publisher Summary This chapter biisosterism progress in the use of bioisosterism in drug design. Bioisosteres of some patented compounds can be discovered automatically and used to circumvent Markush structure patent claims. Bioisosteres in Medicinal Chemistry. By using bioisozterism site, you agree to the Terms of Use and Privacy Policy. The bioisosteric relationship between aminoalkyl, 2-imidazolidine and 4-imidazole moieties in histamine H 1 receptor antagonists and the similarity between amidines and 2-amino pyridines led to bioisosteric design of the histamine H 2 -receptor antagonist.

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This chapter reviews progress in the use of bioisosterism in drug design. From Wikipedia, the free encyclopedia.

Bioisostere – Wikipedia

Another example are chalcones bioisosteres. Bioisisterism articles Citing articles 0. 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.

Retrieved 15 Jan In practice, examples of new lead generation using bioisosteric principles are few. Author links open overlay panel Christopher A.

In medicinal chemistrybioisosteres are chemical substituents or groups with similar physical or chemical properties which produce broadly similar biological properties to another chemical compound. Because the fluorine atom is similar in size to the hydrogen atom the overall topology of the molecule is not significantly affected, leaving the desired biological activity unaffected.


Get Access Get Access. However, with a blocked pathway for metabolism, the drug candidate may have a longer half-life. Bioisosterism is used to reduce toxicity, change bioavailabilityor modify the activity of the lead compound, and may alter the metabolism of the lead.

Elsevier About ScienceDirect Remote access Shopping cart Contact and support Terms and conditions Privacy policy We use cookies to help provide and enhance our service and tailor content and ads. The chapter describes peptide and dipeptide bioisosteres, amide carbonyl group bioisosteres, ketone carbonyl bioisosteres, ester carbonyl bioisosteres, ester ether oxygen bioisosteres, phosphate bioisosteres, catechol bioisosteres, urea, thiourea bioisosteres, carboxylic acid bioisosteres, ring equivalents, and some basic groups.

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Silafluofen is an organosilicon analogue of pyrethroid insecticidewherein a carbon center has been replaced by isosteric silicon. Similar effects in two functional groups does not imply atom upon atom overlap.


The main use of this term and bioiwosterism techniques are related to pharmaceutical sciences. In drug design[1] the purpose of exchanging one bioisostere for another is to enhance the desired biological or physical properties of a compound without making significant changes in chemical structure. Wiley-VCH,p. Bioisosterism is part of the spectrum of QSAR.

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