Minor diterpenoids from Scutellaria galericulata. (March 2016)

• Record Type: Journal Article
• Authors: Penchev, Plamen N.; Coll, Josep; Nicolova, Katia; Iliev, Ilia N.; Bozov, Petko I.
• Is Part Of: Phytochemistry letters. Volume 15(2016:Mar.)
• Page Start: 103
• Page End: 107
• Publication Date: 2016-03
• Subjects: Scutellaria galericulata -- Labiatae -- Neo-clerodane diterpenoids -- Scutegalerins C–E; Botanical chemistry -- Periodicals; Chimie végétale -- Périodiques; 572.205
• DOI: 10.1016/j.phytol.2015.12.003
• Languages: English
• ISSNs: 1874-3900

Abstract

Graphical abstract: Highlights: Three new neo-clerodane diterpenoids have been isolated from Scutellaria galericulata . Chemical structures of the new compounds were elucidated by spectroscopic techniques. New assignments and corrections of the previously reported NMR signals were included. Abstract: Three new neo-clerodane diterpenoids, one C-16 epimeric pair, scutegalerins C and D, and scutegalerin E, together with the known scutaltisin B, were isolated from the acetone extract of the aerial parts of Scutellaria galericulata . The chemical structures of the new compounds were elucidated by spectroscopic techniques and a comparison with data of similar compounds as (13 S, 16 R, 19 S )-6α-acetoxy-2α, 19;4α, 18;15, 16-triepoxy-16, 19-dimethoxy-neo-clerodane (scutegalerin C), (13 S, 16 S, 19 S )-6α-acetoxy-2α, 19;4α, 18;15, 16-triepoxy-16, 19-dimethoxy-neo-clerodane (scutegalerin D) and (11 S, 13 R, 16 S, 19 S )-6α - acetoxy - 2α, 19;4α, 18;11, 16;15, 16-tetraepoxy-19-methoxy-neo-clerodan-3β-ol (scutegalerin E). Detailed NMR spectra of scutaltisin B were included to rationalize the new assignments in the 1 H NMR spectrum and the correction of some of the previously reported carbon signals in the 13 C NMR spectrum for the isolated mixture of the two C-11 epimers scutaltisin B and scutaltisin C.