| pubmed-article:21383141 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:21383141 | lifeskim:mentions | umls-concept:C2584310 | lld:lifeskim |
| pubmed-article:21383141 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:21383141 | lifeskim:mentions | umls-concept:C1514562 | lld:lifeskim |
| pubmed-article:21383141 | lifeskim:mentions | umls-concept:C1883221 | lld:lifeskim |
| pubmed-article:21383141 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:21383141 | lifeskim:mentions | umls-concept:C1883204 | lld:lifeskim |
| pubmed-article:21383141 | lifeskim:mentions | umls-concept:C0449445 | lld:lifeskim |
| pubmed-article:21383141 | lifeskim:mentions | umls-concept:C1880389 | lld:lifeskim |
| pubmed-article:21383141 | pubmed:issue | 17 | lld:pubmed |
| pubmed-article:21383141 | pubmed:dateCreated | 2011-4-27 | lld:pubmed |
| pubmed-article:21383141 | pubmed:abstractText | Complexity and the presence of stereogenic centers have been correlated with success as compounds transition from discovery through the clinic. Here we describe the synthesis of a library of pyran-containing macrocycles with a high degree of structural complexity and up to five stereogenic centers. A key feature of the design strategy was to use a modular synthetic route with three fragments that can be readily interchanged or "shuffled" to produce subtly different variants with distinct molecular shapes. A total of 352 macrocycles were synthesized ranging in size from 14- to 16-membered rings. In order to facilitate the generation of stereostructure-activity relationships, the complete matrix of stereoisomers was prepared for each macrocycle. Solid-phase assisted parallel solution-phase techniques were employed to allow for rapid analogue generation. An intramolecular nitrile-activated nucleophilic aromatic substitution reaction was used for the key macrocyclization step. | lld:pubmed |
| pubmed-article:21383141 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:language | eng | lld:pubmed |
| pubmed-article:21383141 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:21383141 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:21383141 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:21383141 | pubmed:month | Apr | lld:pubmed |
| pubmed-article:21383141 | pubmed:issn | 1091-6490 | lld:pubmed |
| pubmed-article:21383141 | pubmed:author | pubmed-author:JohnsonChrist... | lld:pubmed |
| pubmed-article:21383141 | pubmed:author | pubmed-author:MarcaurelleLi... | lld:pubmed |
| pubmed-article:21383141 | pubmed:author | pubmed-author:LiuHaiboH | lld:pubmed |
| pubmed-article:21383141 | pubmed:author | pubmed-author:ComerEamonE | lld:pubmed |
| pubmed-article:21383141 | pubmed:author | pubmed-author:AkellaLakshmi... | lld:pubmed |
| pubmed-article:21383141 | pubmed:author | pubmed-author:JolitonAdrien... | lld:pubmed |
| pubmed-article:21383141 | pubmed:author | pubmed-author:ClabautAlexan... | lld:pubmed |
| pubmed-article:21383141 | pubmed:issnType | Electronic | lld:pubmed |
| pubmed-article:21383141 | pubmed:day | 26 | lld:pubmed |
| pubmed-article:21383141 | pubmed:volume | 108 | lld:pubmed |
| pubmed-article:21383141 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:21383141 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:21383141 | pubmed:pagination | 6751-6 | lld:pubmed |
| pubmed-article:21383141 | pubmed:dateRevised | 2011-10-26 | lld:pubmed |
| pubmed-article:21383141 | pubmed:meshHeading | pubmed-meshheading:21383141... | lld:pubmed |
| pubmed-article:21383141 | pubmed:meshHeading | pubmed-meshheading:21383141... | lld:pubmed |
| pubmed-article:21383141 | pubmed:meshHeading | pubmed-meshheading:21383141... | lld:pubmed |
| pubmed-article:21383141 | pubmed:year | 2011 | lld:pubmed |
| pubmed-article:21383141 | pubmed:articleTitle | Fragment-based domain shuffling approach for the synthesis of pyran-based macrocycles. | lld:pubmed |
| pubmed-article:21383141 | pubmed:affiliation | Chemical Biology Platform, Broad Institute, Cambridge, MA 02142, USA. | lld:pubmed |
| pubmed-article:21383141 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:21383141 | pubmed:publicationType | Research Support, N.I.H., Extramural | lld:pubmed |
