82 新種大環状加水分解性タンニンオリゴマーの構造 : 36員環構造のタンニンおよび関連化合物(ポスター発表の部)

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(1) Three new hydrolyzable tannin oligomers, hirtellins T_1, T_2 and T_3, were isolated from the dried leaf of Reaumuria hirtella (Tamaricaceae). The structural study based on the spectroscopic and chemical methods has revealed a trimeric structure (3) of hirtellin T_1, and 36-membered macrocyclic structure (4) of hirtellin T_2. They are trimers biogenetically producible by repetition of intermolecular C-O oxidative coupling between O-1 galloyl group of a molecule of tellimagrandin II (1) and O-2 galloyl group of an other molecule of 1, forming a dehydrodigalloyl (m-GOG) unit. Hirtellin T_3 (10) is also a trimer possessing a m-GOG and a hellinoyl (m-GO-m-GOG) unit as the linking units between monomers. A dimer of related structure, tamarixinin B (12), was isolated from the dried flower of Tamarix pakistanica of the same family, and its 26-membered macrocyclic structure with two isodehydrodigalloyl (p-GOG) units was established. (2) Oenothein F (17), a new isomer of oenotheins B (15) and D (16), macrocyclic dimers, was isolated besides 15 and 16, from the fresh leaf of Oenothera laciniata (Onagraceae). The structures of hirtellin T_2 (4), tamarixinin B (12), oenotheins D (16) and F (17), are unique among the oligomers, in that each glucose core in a symmetrical structure has the same substitution mode. (3) The stereostructures of camelliatannins C, D and E, complex tannins, previously isolated from the leaf of Camellia japonica (Theaceae), were established as 18, 20 and 19 on the basis of NMR spectral analysis including ROESY.
天然有機化合物討論会の論文
1993-09-10

82 新種大環状加水分解性タンニンオリゴマーの構造 : 36員環構造のタンニンおよび関連化合物(ポスター発表の部)

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