73407-82-6Relevant academic research and scientific papers
TOTAL SYNTHESIS OF(+)-HANEGOKEDIAL
Taylor, Michael D.,Smith, Amos B.
, p. 1867 - 1870 (1983)
The first total synthesis of (+)-hanegokedial (1), one of a large class of seco-aromadendrane natural products is reported.
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 (2007/10/03)
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.
Structures of ent-2,3-Secoalloaromadendrane Sesquiterpenoids, which have Plant-growth-inhibitory Activity, from Plagiochila semidecurrens (Liverwort)
Matsuo, Akihiko,Atsumi, Kazunori,Nakayama, Mitsuru
, p. 2816 - 2824 (2007/10/02)
Nine acetyl hemiacetals, (+)-ovalifoliene (1), (+)-ovalifolienal (2), (+)-ovalifolienalone (3), deacetoxyovalifoliene (6), (+)-ovalimethoxy I (7), (+)-ovalimethoxy II (8), (+)-plagiochiline A (9), (+)-plagiochiline B (10), and (+)-9α-acetoxyovalifoline (1
