Literature DB >> 10941017

Conformation Design of Open-Chain Compounds.

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Abstract

At the brink of the 21st century, chemistry is increasingly concerned with the function that molecules fulfil as drugs, receptors, or-as ensemble of molecules-as materials. The capability of compounds to fulfil such functions cannot sufficiently be described by using only the terms composition and configuration. A decisive role is played in addition by the conformation of the molecules, which serves as the link between molecular composition and molecular function. Expressions such as "active conformation" or "competent conformation" allude to this aspect. Chemists have to develop an understanding how a flexible molecule adopts the conformation (a distinct shape) which is optimal for the function in question and how this process can be controlled. On the outset of such considerations, we may ask how nature succeeded in the process of evolution to endow flexible molecules with a preference to adopt the conformation which is optimal for the function it has to serve. In this review, I report on how we have reached a crude level of understanding of conformation design in nature with reference to the class of polyketide natural products, how we developed these insights into a conformation design of open-chain compounds, and which applications are already in sight.

Entities:  

Year:  2000        PMID: 10941017

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  25 in total

1.  Concise route to defined stereoisomers of the hydroxy acid of the chondramides.

Authors:  Anke Schmauder; Sven Müller; Martin E Maier
Journal:  Tetrahedron       Date:  2008-06-30       Impact factor: 2.457

2.  Total synthesis of the cytotoxic cyclodepsipeptide (-)-doliculide: the "ester" effect in acyclic 1,3-induction of deoxypropionates.

Authors:  Stephen Hanessian; Vincent Mascitti; Simon Giroux
Journal:  Proc Natl Acad Sci U S A       Date:  2004-06-21       Impact factor: 11.205

3.  Do the substituent effects affect conformational freedom of squalene in hopene biosynthesis?

Authors:  Marcin Nowosielski; Marcin Hoffmann
Journal:  J Mol Model       Date:  2011-05-12       Impact factor: 1.810

4.  Design and Synthesis of Functionalized Trisaccharides as p53-Peptide Mimics.

Authors:  Kaori Sakurai; Daniel Kahne
Journal:  Tetrahedron Lett       Date:  2010-07-21       Impact factor: 2.415

5.  Catalytic 1,3-Difunctionalization via Oxidative C-C Bond Activation.

Authors:  Steven M Banik; Katrina M Mennie; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2017-06-29       Impact factor: 15.419

6.  On the macrocyclization of the erythromycin core: preorganization is not required.

Authors:  Erik M Stang; M Christina White
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-27       Impact factor: 15.336

Review 7.  Chlorosulfolipids: structure, synthesis, and biological relevance.

Authors:  D Karl Bedke; Christopher D Vanderwal
Journal:  Nat Prod Rep       Date:  2010-12-02       Impact factor: 13.423

8.  Design, synthesis, and biological evaluation of diminutive forms of (+)-spongistatin 1: lessons learned.

Authors:  Amos B Smith; Christina A Risatti; Onur Atasoylu; Clay S Bennett; Junke Liu; Hongsheng Cheng; Karen TenDyke; Qunli Xu
Journal:  J Am Chem Soc       Date:  2011-08-12       Impact factor: 15.419

9.  Total synthesis of marinomycin A using salicylate as a molecular switch to mediate dimerization.

Authors:  P Andrew Evans; Mu-Hua Huang; Michael J Lawler; Sergio Maroto
Journal:  Nat Chem       Date:  2012-07-01       Impact factor: 24.427

10.  Formal synthesis of (-)-kendomycin featuring a Prins-cyclization to construct the macrocycle.

Authors:  Kevin B Bahnck; Scott D Rychnovsky
Journal:  J Am Chem Soc       Date:  2008-09-04       Impact factor: 15.419

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