TY  - JOUR
A1  - Rauwald, Hans Wilhelm
A1  - Lohse, Karsten
A1  - Bats, Jan W.
T1  - Neue Untersuchung über Inhaltsstoffe aus Aloe- und Rhamnus-Arten, XIII [1]. Konfigurations- und Konformationsbestimmung der diastereomeren Oxanthron-C-glucosyle 10-Hydroxyaloin A und B
T1  - 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
T2  - Zeitschrift für Naturforschung, B
N2  - 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.
KW  - Rhamnus purshianus D. C.
KW  - 10-Hydroxyaloins A/B
KW  - Oxanthrone Glucosyls
KW  - Quinonoids
KW  - Anthranoids
Y1  - 2014
UR  - http://publikationen.ub.uni-frankfurt.de/frontdoor/index/index/docId/62187
UR  - https://nbn-resolving.org/urn:nbn:de:hebis:30:3-621871
SN  - 1865-7117
SN  - 0932-0776
VL  - 46.1990
IS  - 4
SP  - 551
EP  - 557
PB  - Verlag der Zeitschrift für Naturforschung
CY  - Tübingen
ER  -