Macrocyclic chiral receptors toward enantioselective recognition of naproxen

Organic Letters

Volumn 8, Issue 21, 2006, Pages 4679-4682

  González, Silvia ^a   Peláez, Rafael ^b   Sanz, Francisca ^c   Jiménez, Ma Belén ^a   Morán, Joaquín R ^a   Caballero, Ma Cruz ^a  

^a UNIVERSITY OF SALAMANCA   (Spain)

^b Departamento de Quimica Farmaceutica   (Spain)

^c Servicio General de Difracción de Rayos X

Author keywords

[No Author keywords available]

Indexed keywords

DRUG DERIVATIVE; NAPROXEN; UREA; XYLENE;

ARTICLE; BINDING SITE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; STEREOISOMERISM; X RAY CRYSTALLOGRAPHY;

BINDING SITES; CRYSTALLOGRAPHY, X-RAY; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NAPROXEN; STEREOISOMERISM; UREA; XYLENES;

EID: 33750337017     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol061505i     Document Type: Article

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22. -1) because the larger cavity size of receptor 1 is more appropriate for complexing a carboxylate function.
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27. Crystallographic data (excluding structure factors) have been deposited at the Cambridge Crystallographic Data Centre as Supporting Information no. CCDC-275962.
28. Monte Carlo searches for both complexes (using MM2, MM3, and MMFF as force fields) were run on Silicon Graphics workstations using Macromodel. The resulting minimum-energy conformations were subjected to 300 ps molecular dynamics at 600 K (temperature at which the complexes did not break apart) and sampled the guest conformational and rotational space. The sampled conformations were finally energy minimized.