10.6084/m9.figshare.9521498.v1
Hosahalli P. Hemantha
Hosahalli P.
Hemantha
Rajendran Ramanujam
Rajendran
Ramanujam
Muhammed Majeed
Muhammed
Majeed
Kalyanam Nagabhushanam
Kalyanam
Nagabhushanam
An unambiguous and practical synthesis of Oroxylin A: a commonly misidentified flavone
Taylor & Francis Group
2019
Oroxylin A
Negletein
Oroxylum indicum
Scutellaria baicalensis
semi-synthesis
2019-08-12 09:26:11
Journal contribution
https://tandf.figshare.com/articles/journal_contribution/An_unambiguous_and_practical_synthesis_of_Oroxylin_A_a_commonly_misidentified_flavone/9521498
<p>Oroxylin A, a major flavonoid in the extracts of <i>Oroxylum indicum</i> as well as <i>Scutellaria baicalensis</i> possesses useful medicinal properties. Many of the published routes claiming the synthesis of Oroxylin A (<b>1</b>) have in fact led to a regioisomer Negletein that was misinterpreted as Oroxylin A. In the present work, we describe a novel, straight-forward and scalable semi-synthetic approach for rapid access to the title compound, the structure of which is unambiguously secured by NMR and X-ray crystallographic analysis of a derivative. This work also encompasses the synthesis of a glycosylated derivative of Oroxylin A <i>viz</i> OAGME (<b>2</b>), which has marked pharmacological importance.</p>