Epimeric Isopavine N-Oxides from Roemeria refracta
| dc.contributor.author | Gözler B. | |
| dc.contributor.author | Ali Önür M. | |
| dc.contributor.author | Bilir S. | |
| dc.contributor.author | Hesse M. | |
| dc.date.accessioned | 2019-10-27T09:02:18Z | |
| dc.date.available | 2019-10-27T09:02:18Z | |
| dc.date.issued | 1992 | |
| dc.department | Ege Üniversitesi | en_US |
| dc.description.abstract | Roemeria refracta DC. (Papaveraceae) of Turkish origin yielded two novel epimeric N-oxides, (-)-(5R, 11S,14R)-reframidine N-oxide ( = (-)-(5R, 11S,14R)-11,12-dihydro-14-methyl-11,5-(iminomethano)-5H -cyclohepta[1, 2-f: 4, 5-f']bis[1,3]benzodioxole 14-oxide; 1) and (-)-(5R, 11S, 14S)-reframidine N-oxide ( = (-)-(5R, 11S, 14S)-11, 12-dihydro-14-methyl-11, 5-(iminomethano)-5H-cyclohepta[1, 2-f:4, 5-f']bis[1, 3]benzodioxole 14-oxide; 2). The isolated (-)-roelactamine ( = (-)-11, 12-dihydro-14-methyl-11, 5-(iminomethano)-5H-cyclohepta[1, 2-f:4, 5-f']bis[1, 3]benzodioxol-15-one, 4) is the first natural isopavinoid incorporating a lactam group. The epimeric (-)-15-(2-oxopropyl)reframidines ( = (-)-1-[11, 12-dihydro-14-methyl-11, 5-(iminomethano)-5H-cyclohepta[1, 2-f:4, 5-f']bis[1, 3]benzodioxol-15-y1]propan-2-ones; 5/6) and the epimeric (-)-ethyl (reframidin-15-yl)acetates ( = (-)-ethyl [11, 12-dihydro-14-methyl-11, 5-(iminomethano)-5H-cyclohepta[1, 2-f:4, 5-f']bis[1, 3]benzodioxol-15-y1]acetates; 7/8) are probably artifacts. (±)-Coclaurine (9), (±)-N-methylcoclaurine (10), (-)-roemeridine (11), and N-feruloyltyramine (12) are also isolated from R. refracta together with the previously reported bases. Specific 13C-NMR assignments are reported for the first time for the isopavines. Copyright © 1992 Verlag GmbH & Co. KGaA, Weinheim | en_US |
| dc.identifier.doi | 10.1002/hlca.19920750121 | |
| dc.identifier.endpage | 268 | en_US |
| dc.identifier.issn | 0018019X | |
| dc.identifier.issn | 0018-019X | en_US |
| dc.identifier.issue | 1 | en_US |
| dc.identifier.scopusquality | Q2 | en_US |
| dc.identifier.startpage | 260 | en_US |
| dc.identifier.uri | https://doi.org/10.1002/hlca.19920750121 | |
| dc.identifier.uri | https://hdl.handle.net/11454/28349 | |
| dc.identifier.volume | 75 | en_US |
| dc.indekslendigikaynak | Scopus | en_US |
| dc.language.iso | en | en_US |
| dc.relation.ispartof | Helvetica Chimica Acta | en_US |
| dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
| dc.rights | info:eu-repo/semantics/closedAccess | en_US |
| dc.title | Epimeric Isopavine N-Oxides from Roemeria refracta | en_US |
| dc.type | Article | en_US |
