Neue Untersuchung über Inhaltsstoffe aus Aloe- und Rhamnus-Arten, XIII [1]. Konfigurations- und Konformationsbestimmung der diastereomeren Oxanthron-C-glucosyle 10-Hydroxyaloin A und B
A new investigation on constituents of aloe and rhamnus species, XIII [1]. Determination of absolute configurations and conformations of the two diastereomeric oxanthrone-C-glucosyls 10-hydroxyaloin A and B
- The absolute configurations of the diastereomeric 10-hydroxyaloins, which may be regarded as parent structures for other naturally occurring oxanthrone-C-glucosyls, have been established as 10R, 16 R (A) and 10 S, 16 R (B) by an X-ray structure analysis of the A-octaacetyl derivative (C 16 is the anomeric glucosyl carbon atom). The determination was confirmed by CD spectroscopic comparison with the structural analogues aloins A and B, which should prove useful for making future configurational assignments within this class of compounds. A conformational analysis by the use of a molecular modeling method based on force-field calculations reveals the presence of an extra- and an intra-form, the extra-form of which is energetically preferred.
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| Author: | Hans Wilhelm RauwaldGND, Karsten Lohse, Jan W. Bats |
|---|---|
| URN: | urn:nbn:de:hebis:30:3-621871 |
| DOI: | https://doi.org/10.1515/znb-1991-0419 |
| ISSN: | 1865-7117 |
| ISSN: | 0932-0776 |
| Parent Title (German): | Zeitschrift für Naturforschung, B |
| Publisher: | Verlag der Zeitschrift für Naturforschung |
| Place of publication: | Tübingen |
| Document Type: | Article |
| Language: | German |
| Date of Publication (online): | 2014/06/02 |
| Year of first Publication: | 1990 |
| Publishing Institution: | Universitätsbibliothek Johann Christian Senckenberg |
| Release Date: | 2024/01/22 |
| Tag: | 10-Hydroxyaloins A/B; Anthranoids; Oxanthrone Glucosyls; Quinonoids; Rhamnus purshianus D. C. |
| Volume: | 46.1990 |
| Issue: | 4 |
| Page Number: | 7 |
| First Page: | 551 |
| Last Page: | 557 |
| Institutes: | Biochemie, Chemie und Pharmazie |
| Biowissenschaften | |
| Dewey Decimal Classification: | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
| 5 Naturwissenschaften und Mathematik / 57 Biowissenschaften; Biologie / 570 Biowissenschaften; Biologie | |
| 6 Technik, Medizin, angewandte Wissenschaften / 61 Medizin und Gesundheit / 610 Medizin und Gesundheit | |
| Sammlungen: | Universitätspublikationen |
| Licence (German): |  Creative Commons - Namensnennung-Nicht kommerziell-Keine Bearbeitung 3.0 |
