Use of the transannular Diels-Alder (TADA) reaction to probe biological receptors: Rational design and synthesis of tricyclic TADA adducts capable of rigidly holding

Transannular Diels-Alder (TADA) adducts constitute a collection of rigid structures, whose conformational diversity is rich. It is possible to design such specifically functionalized molecules capable of binding to known biological targets by molecular modelling MCSS-HOOK (multiple copy simultaneous...

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Bibliographic Details
Published inCanadian journal of chemistry Vol. 80; no. 8; p. 875
Main Authors Chantigny, Yves A, Dory, Yves L, Toro, Andras, Deslongchamps, Pierre
Format Journal Article
LanguageEnglish
Published Ottawa Canadian Science Publishing NRC Research Press 01.08.2002
Subjects
Chemical reactions
Chemistry
Dienes
Drugs
Hydrocarbons
Rigidity
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Summary:Transannular Diels-Alder (TADA) adducts constitute a collection of rigid structures, whose conformational diversity is rich. It is possible to design such specifically functionalized molecules capable of binding to known biological targets by molecular modelling MCSS-HOOK (multiple copy simultaneous search). Here we show that such carefully designed compounds can be easily built from small synthons. TADA adducts are very interesting due to their huge conformational diversity, their rigidity (biological interest), and their ease of synthesis (chemical interest).
ISSN:0008-4042
1480-3291