Nine pairs of megastigmane enantiomers from the leaves of Eucommia ulmoides Oliver.
Nine pairs of megastigmane enantiomers (1a/1b-9a/9b), comprising two new compounds (6S,9R)-blumenol C (7b), (6S,9S)-blumenol C (8b), two pairs of enantiomers (+)-(6R)-eucomegastigmane A (1a), (-)-(6S)-eucomegastigmane A (1b), (+)-(3S,4S)-eucomegastigmane B (5a), (-)-(3R,4R)-eucomegastigmane B (5b) isolated by chiral resolution firstly, and twelve known compounds, were isolated from the leaves of Eucommia ulmoides Oliver. Their structures were elucidated based on extensive spectroscopic analysis. Absolute configurations of the megastigmane enantiomers were assigned by comparing experimental ECD and OR with calculated ECD and OR. Docking-based virtual screening of all compounds showed that megastigmane enantiomers have weak intermolecular interactions with the binding site residues of angiotensin-converting enzyme (ACE) and angiotensin II type 1 receptor (AT1R).
['Yan|Jiankun|J|', 'Shi|Xuliu|X|', 'Donkor|Paul Owusu|PO|', 'Zhu|Huajie|H|', 'Gao|Xiumei|X|', 'Ding|Liqin|L|', 'Qiu|Feng|F|http://orcid.org/0000-0001-7816-7685']
D003512:Cyclohexanones D004365:Drugs, Chinese Herbal D031283:Eucommiaceae D005960:Glucosides D045792:Norisoprenoids D018515:Plant Leaves
Megastigmane enantiomers Leaves of Eucommia ulmoides Oliver Absolute configuration ECD OR Virtual screening CDOCKER