Syntheses and Cytotoxicity of (R)- and (S)-7-Methoxycryptopleurine
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http://hdl.handle.net/10045/44132
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DC Field | Value | Language |
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dc.contributor | Catálisis Estereoselectiva en Síntesis Orgánica (CESO) | es |
dc.contributor | Síntesis Asimétrica (SINTAS) | es |
dc.contributor.author | Anton-Torrecillas, Cintia | - |
dc.contributor.author | Bosque, Irene | - |
dc.contributor.author | Gonzalez-Gomez, Jose C. | - |
dc.contributor.author | Loza, María Isabel | - |
dc.contributor.author | Brea, José | - |
dc.contributor.other | Universidad de Alicante. Departamento de Química Orgánica | es |
dc.contributor.other | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica | es |
dc.date.accessioned | 2015-01-20T11:14:15Z | - |
dc.date.available | 2015-01-20T11:14:15Z | - |
dc.date.issued | 2015-01-07 | - |
dc.identifier.citation | Journal of Organic Chemistry. 2015, 80(2): 1284-1290. doi:10.1021/jo502660r | es |
dc.identifier.issn | 0022-3263 (Print) | - |
dc.identifier.issn | 1520-6904 (Online) | - |
dc.identifier.uri | http://hdl.handle.net/10045/44132 | - |
dc.description.abstract | Two efficient protocols are described for the transformation of a key chiral homoallyllic sulfinamine intermediate in four steps into enantioenriched 7-methoxycryptopleurine. While one of the protocols relied on a rhodium catalyzed linear hydroformylation process, the alternative approach was based on a ring-closing metathesis from the corresponding N-allyl-sulfinamine. The cytotoxic evaluation of both enantiomers of the target compound demonstrated that the (R)-compound is much more potent than its antipode against the four cancer cell lines examined. | es |
dc.description.sponsorship | We thank the Spanish Ministerio de Ciencia e Innovación (CTQ2011-24165) for financial support. I.B. acknowledges the Generalitat Valenciana for a postdoctoral fellowship (ACIF/2011/159). C.A.-T. thanks the ISO for a grant. | es |
dc.language | eng | es |
dc.publisher | American Chemical Society | es |
dc.rights | Copyright © 2015 American Chemical Society | es |
dc.subject | Stereoselective | es |
dc.subject | Cytotoxic | es |
dc.subject | Synthesis | es |
dc.subject | Phenanthroquinolizidines | es |
dc.subject.other | Química Orgánica | es |
dc.title | Syntheses and Cytotoxicity of (R)- and (S)-7-Methoxycryptopleurine | es |
dc.type | info:eu-repo/semantics/article | es |
dc.peerreviewed | si | es |
dc.identifier.doi | 10.1021/jo502660r | - |
dc.relation.publisherversion | http://dx.doi.org/10.1021/jo502660r | es |
dc.identifier.cvID | A7677446 | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | es |
dc.relation.projectID | info:eu-repo/grantAgreement/MICINN//CTQ2011-24165 | - |
Appears in Collections: | INV - CESO - Artículos de Revistas INV - SINTAS - Artículos de Revistas |
Files in This Item:
File | Description | Size | Format | |
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JOC-methoxycryptopleurine.pdf | Versión final (acceso restringido) | 712,16 kB | Adobe PDF | Open Request a copy |
JOC-methoxycryptopleurine-rev.pdf | Versión revisada (acceso abierto) | 224,63 kB | Adobe PDF | Open Preview |
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