73100-51-3Relevant academic research and scientific papers
Alloaromandendranes, bicyclogermacrane and 2,3-secoalloaromandendranes in cultured cells of the liverwort, Heteroscyphus planus
Nabeta, Kensuke,Ohkubo, Shinichi,Hozumi, Reiko,Fukushi, Yukiharu,Nakai, Hiroshi,Katoh, Kenji
, p. 83 - 93 (1996)
Novel ent-alloaromandendranes, planotriol and its acetates, and four ent-2,3-secoalloaromandendranes including two novel compounds in nature and one novel ent-bicyclogermacrene were isolated from cultured cells of the liverwort, Heteroscyphus planus. The absolute configuration of planotriol and its acetates were determined by a single X-ray analysis and 1H NMR spectroscopy after derivatization with an axially chiral agent. 2-(2'- methoxy-1'-naphthyl)-3,5-dichlorobenzoic acid (MNCB). Planotriol diacetate was chemically converted into the known ent-2,3-secoalloaromandendrane, (-)- hanegokedial, suggesting that the 2,3-dihydroxy-alloaromandranes might be immediate precursors for 2,3-secoalloaromandendranes. The absolute stereochemistry of the bicyclogermacrane and the 2,3-secoalloaromandendranes was also determined by 1H NMR analysis of the MNCB esters and chemical correlation.
