Absolute configuration of seco‐eudesmanolide inuloxin D from experimental and predicted chiroptical studies of its 4‐O‐acetyl derivative.
Johnson, Jordan L.
Petrovic, Ana G.
Berova, Nina D.
Polavarapu, Prasad L.
VIBRATIONAL circular dichroism
Chirality; May2021, Vol. 33 Issue 5, p233-241, 9p
Sesquitepenoids inuloxins A–D, belonging to different subgroups, were isolated from Dittrichia viscosa and showed potential biocontrol of some parasitic plants as Pelipanche, Orobanche, and Cuscuta species. The absolute configurations of the first three inuloxins A–C were previously determined by using experimental and computational chiroptical spectroscopic methods. The absolute configuration of inuloxin D remains to be established. The bioactive inuloxin E, closely related to inuloxin D, was recently isolated from the same plant organic extract. The same relative configuration of inuloxin D was assigned to inuloxin E by comparison of their NMR spectroscopic data. The absolute configurations of inuloxin D and inuloxin E are suggested in this work by analysis of the experimental and predicted chiroptical properties of the 4‐O‐acetyl derivative of inuloxin D. [ABSTRACT FROM AUTHOR]
Copyright of Chirality is the property of John Wiley & Sons, Inc. and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)