Diversity Oriented Synthesis of a Vinblastine-Templated Library of 7-Aryl-Octahydroazonino[5,4-b]indoles via a Three-Component Reaction
| dc.contributor.author | Fokas, D. | en |
| dc.contributor.author | Kaselj, M. | en |
| dc.contributor.author | Isome, Y. | en |
| dc.contributor.author | Wang, Z. M. | en |
| dc.date.accessioned | 2015-11-24T17:33:17Z | |
| dc.date.available | 2015-11-24T17:33:17Z | |
| dc.identifier.issn | 2156-8952 | - |
| dc.identifier.uri | https://olympias.lib.uoi.gr/jspui/handle/123456789/13843 | |
| dc.rights | Default Licence | - |
| dc.subject | 7-aryl-octahydroazonino[5,4-b]indole | en |
| dc.subject | indolizino[8,7-b]indole | en |
| dc.subject | chloroformate | en |
| dc.subject | arene | en |
| dc.subject | three-component reaction | en |
| dc.subject | product-like libraries | en |
| dc.subject | comprehensive survey | en |
| dc.subject | drug discovery | en |
| dc.subject | multicomponent reaction | en |
| dc.subject | chemical libraries | en |
| dc.subject | natural-products | en |
| dc.subject | key series | en |
| dc.subject | biology | en |
| dc.subject | derivatives | en |
| dc.subject | strategies | en |
| dc.title | Diversity Oriented Synthesis of a Vinblastine-Templated Library of 7-Aryl-Octahydroazonino[5,4-b]indoles via a Three-Component Reaction | en |
| heal.abstract | A vinblastine-templated library of 7-aryl-octahydroazonino[5,4-b]indoles was prepared by a three-component reaction from indolizino[8,7-b]indoles, chloroformates, and activated arenes via a chloroformate mediated fragmentation of the indolizinoindole nucleus followed by insertion of an activated arene. In addition to N3-carbamoyl-7-aryl-octahydroazonino[5,4-b]indoles prepared in one step, a wide range of N3-substituted substrates were synthesized in one pot via the derivatization of a versatile N3-H-azonino[5,4-b]indole intermediate generated in situ by application of the same strategy. A subset of 308 compounds out of a virtual library of 3216, representing 13 different chemotypes, was prepared by high throughput solution-phase synthesis and subsequently purified by mass-triggered high performance liquid chromatography (HPLC). A total of 188 compounds with a minimum purity of 80% by UV214 nm and 85% by evaporative light scattering detection (ELSD) was isolated for primary screening. | en |
| heal.access | campus | - |
| heal.fullTextAvailability | TRUE | - |
| heal.identifier.primary | Doi 10.1021/Co300122n | - |
| heal.identifier.secondary | <Go to ISI>://000313605600007 | - |
| heal.journalName | Acs Combinatorial Science | en |
| heal.journalType | peer reviewed | - |
| heal.language | en | - |
| heal.publicationDate | 2013 | - |
| heal.publisher | American Chemical Society | en |
| heal.recordProvider | Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Μηχανικών Επιστήμης Υλικών | el |
| heal.type | journalArticle | - |
| heal.type.el | Άρθρο Περιοδικού | el |
| heal.type.en | Journal article | en |
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