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Herein we report the isolation from Hypoxylon rickii of a new sesquiterpenoid (1) with a caryophyllane skeleton. The planar structure of 1 was elucidated by NMR and HRMS data as the 1,12-dihydro-1 -hydroxyl derivative of caryophyllenol-I, for which we propose the name rickicaryophyllane A. Its relative stereochemistry was assigned with a series of 1D NOESY experiments, while the 1 R,2 S,5 R,9 R absolute configuration was demonstrated by Mosher‘s analysis. Besides, we isolated 3-(hydroxymethyl)-1,1,3,5-tetramethyl-1,2,3,5,6,7-hexahydro-4 H-inden-4-one (2) as a new 10-norbotryane derivative and the known metabolite orcacetophenone (3).

Rickicaryophyllane A, a Caryophyllane from the Ascomyceteous Fungus Hypoxylon rickii and a 10-Norbotryane Congener