Coleifolides A and B, Two New Sesterterpenoids from the Aerial Parts of Scutellaria coleifolia H.Lév.
Coleifolides A and B (1 and 2), two new sesterterpenoids with a β-methyl-α,β-unsaturated-γ-lactone moiety, were isolated from the aerial parts of Scutellaria coleifolia H.Lév. (Lamiaceae), together with three known compounds. Their structures were elucidated by NMR and MS examinations. Coleifolides A and B were concluded to be partially racemic compounds by the HPLC analysis using a chiral column or introduction of chiral derivatizing agents. The absolute configuration of the major isomer was determined by analyses of the CD spectrum as well as NMR data of (R)- and (S)-2-NMA derivatives. Coleifolides A and B are structurally similar to manoalide derivatives, previously isolated from marine sponges, and appear to be the first examples of this type of compounds being isolated from higher plants.
Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi 1-78, Tokushima 770-8505, Japan (phone/fax: +81-88-6337276).
Shin-Ichiro
S
Kurimoto
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China.
Jian-Xin
JX
Pu
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, P. R. China.
Han-Dong
HD
Sun
Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi 1-78, Tokushima 770-8505, Japan (phone/fax: +81-88-6337276).
Yoshihisa
Y
Takaishi
Graduate School of Pharmaceutical Sciences, Tokushima University, Shomachi 1-78, Tokushima 770-8505, Japan (phone/fax: +81-88-6337276). kasiwada@tokushima-u.ac.jp.
Yoshiki
Y
Kashiwada
D002851:Chromatography, High Pressure Liquid; D007783:Lactones / Q000032:analysis* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D035261:Plant Components, Aerial / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry; D031363:Scutellaria / Q000737:chemistry*; D054830:Sesterterpenes / Q000032:analysis* / Q000302:isolation & purification
D007783:Lactones; D010936:Plant Extracts; D054830:Sesterterpenes
Scutellaria coleifolia; Sesterterpenoids