Novel rearranged abietane diterpenoids from the roots of Salvia sahendica.
Two naphthoquinone diterpenoids, 1 and 2, one tricyclic, and one tetracyclic rearranged abietane ('4,5-seco-10,5-friedo-abietane') diterpenoids, 3 and 4, respectively, together with horminone (5) have been isolated from the roots of Salvia sahendica. Compounds 2 and 3 are new, and the 13C-NMR assignment for compound 4 was modified using ' Heteronuclear Multiple-Bond Correlation' (HMBC) spectroscopic data. The structures of the compounds have been established by using different spectral data including 1D- and 2D-NMR, IR, UV, and MS. The elemental composition for the major peaks of 3 and 4 were determined by ' High-Resolution Electron Impact Mass Spectrometry' (HR-EI-MS). The relative configurations of the new compounds were determined by 1H-NMR and 'Rotating-Frame NOES' (ROESY) spectroscopy. Compounds 1, 2, and 5 showed antifungal activities when tested on Blakeslea trispora. Lapachol, a prelynated naphthoquinone, was used as a positive control. The biological activities of the related naphthoquinones and abietane diterpenoids were discussed.
Jassbi
Amir Reza
AR
Department of Molecular Ecology, Max Planck Institute for Chemical Ecology, Hans-Knöll-Strasse 8, D-07745 Jena. ajassbi@ice.mpg.de
Mehrdad
Morteza
M
Eghtesadi
Farrokh
F
Ebrahimi
Samad Nejad
SN
Baldwin
Ian T
IT
D045784:Abietanes / Q000737:chemistry*; D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology; D004224:Diterpenes / Q000737:chemistry* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009090:Mucorales / Q000187:drug effects; D018517:Plant Roots / Q000737:chemistry*; D027544:Salvia / Q000737:chemistry*
D045784:Abietanes; D000935:Antifungal Agents; D004224:Diterpenes