Hypatulins A and B, Meroterpenes from Hypericum patulum.
Two novel prenylated benzophenone related meroterpenes, hypatulins A (1) and B (2), were isolated from the leaves of Hypericum patulum. The structures of 1 and 2 were assigned by spectroscopic analysis, chemical conversion, and calculations of the ECD (electron circular dichroism) spectra. Hypatulin A (1) had a unique densely substituted tricyclic octahydro-1,5-methanopentalene core, while hypatulin B (2) possessed a bicyclo[3.2.1]octane moiety. Hypatulin A (1) exhibited antimicrobacterial activity against Bacillus subtilis. A possible biogenetic pathway of the new meroterpenes 1 and 2 from a prenylated benzophenone was presented.
Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.|Graduate School of Bioscience and Bioindustry, Tokushima University , Tokushima 770-8513, Japan.
Naonobu
N
Tanaka
Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
Yuki
Y
Yano
Faculty of Pharmaceutical Sciences, International University of Health and Welfare , Ohtawara 324-8501, Japan.
Yutaka
Y
Tatano
Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
Yoshiki
Y
Kashiwada
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects; D020902:Hypericum / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D039821:Monoterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D039821:Monoterpenes