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Novel Antioxidant neo ‐Clerodane Diterpenoids from Scutellaria barbata
Author(s) -
Nguyen Van Hung,
Pham Van Cuong,
Nguyen Thi Thu Ha,
Tran Van Hieu,
Doan Thi Mai Huong
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900431
Subject(s) - chemistry , chirality (physics) , lamiaceae , scutellaria , stereochemistry , diterpene , absolute configuration , botany , traditional chinese medicine , quantum mechanics , pathology , medicine , physics , chiral symmetry breaking , alternative medicine , nambu–jona lasinio model , quark , biology
Four new neo ‐clerodane diterpenoids, barbatines A–D ( 1 – 4 ), have been isolated from the whole plant of Scutellariabarbata (Lamiaceae), along with the known scutebarbatine A ( 5 ), and their structures determined by spectral analysis, including mass spectrometry and 2D NMR spectroscopy. The absolute configurations of 2 and 5 were established from their CD spectra by using the exciton chirality rule. A biogenetic pathway for these compounds is proposed based on their structures. Barbatine A ( 1 ) and scutebarbatine A ( 5 ) showed a significant ability to protect cells against H 2 O 2 with ED 50 values of 16.8 and 5.0 μ M , respectively.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)