Cimicifuga属植物の成分研究(第5報) : オオバショウマの成分その5 : 25-O-Acetylcimigenol, Dehydroxy-15-O-methylcimigenolおよび15-O-Methylcimigenolの構造

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Three new triterpenes, named 25-O-acetylcimigenol (I), dehydroxy-15-O-methyl cimigenol (VI) and 15-O-methylcimigenol (VIII), were obtained from the hypogenous part of Cimicifuga acerina and their structures were determined. I, mp 193-194°, [α]^<15>_D+39.3°, C_<32>H_<50>O_6,leads to cimigenol (II) and cimigenyl diacetate (V), of which structures were determined, by hydrolysis and acetylation, respectively. I forms a diketo derivative (III), mp 211-212°, C_<32>H_<46>O_6 and a monoketo derivative (IV), mp 175-175.5°, C_<32>H_<48>O_6 by・oxidation. VI, mp 222-223°, [α]^7_D+38.5°, C_<31>H_<48>O_4 forms an acetate (VII), mp 186-187°, [α]^7_D+42.6°, C_<38>H_<50>O_5,which is obtained from 15-O-methylcimigenol (VIII), on acetylation and dehydration. VIII, mp 199.5-200.5°, [α]^5_D+38.9°, C_<31>H_<50>O_5,forms an acetate (IX), mp 124-125°, [α]^5_D+45.7°, C_<33>H_<52>O_6 and a keto derivative (X), mp 156-157°, C_<31>H_<48>O_5,by acetylation and oxidation, respectively. VIII, also, is synthesized from cimigenyl diacetate II (V) by reaction with dry methanol and conc. H_2SO_4 following hydrolysis.
社団法人日本薬学会の論文
1969-07-25