55(P19) 日本産矮性イチイ"キャラボク"に含まれるタキサンテルペノイド類(ポスター発表の部)

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Since the discovery of anticancer activity of taxol (1a), isolated from Taxus brevifolia in 1971, great works have been reported for the isolation of taxane diterpenoides from various species of yews and synthetic studies of taxol analogs. In Japan there are native ordinary yews; Taxus cuspidata Sieb. et Zucc. and dwarf varieties of Yew; T. cuspidata var. nana Rehd. (Kyaraboku) T. cuspidata f. luteobaccata Hayashi (Kimino-onnko) with yellow fruits. In searching of biological source for taxol analogs we examined the contents of taxol, its analogs and new taxane diterpenoids in barks, needles and fruits of Japanese dawarf varieties of T. cuspidata.. Each extract obtaned by metanol extraction of each part; heart wood, bark, needle and fruit of yew, was devided into week acidic, strong acidic, neutral and basic fractions. We found the high contents of taxol (1a) in the barks and needles of the dwarf varieties compared those of T. brevifolia. Furthermore, As new taxane diterpenoids were isolated taxa-4(20), 11-taxadiene-2 α,5 α,10β,14β-tetraol 2 α,5α,10β-triacetate-14β-(S)-2'-methylbutyrate (6), mp 108.5℃,[α]_D+42°(CHCl_3) from the heart wood of ordinary and dwarf variteies of yew (T. cuspidata), taxinine-4(20)-epoxide (11), mp 263〜265℃, [α]_D+164°(CHCl_3) from the neutral fractions of needles, 2'-hydroxy-taxine II (14) as an oil, [α]_D+38.9°(CHCl_3) with known alkaloids; taxine II (12) and 2-desacetoxyaustrospicatine (13) from the basic fractions of seeds and needles. Taxinine-4(20)- epoxide (11) was identical with the product obtaned by the epoxidation of taxinine (7) with m-chloroperbenzoic acid. The contents of taxol (1a) in the barks and the needles are different from the prefectural stock of Japanese yew to show the high content in the female stock of the dwarf variety found in Miyagi prefecture, but did not show in the male stock. Also, the seed of a dwarf variety of yew "Daisen Kyaraboku" in Totsutori prefecture show the relatively high content of taxol (1a).
天然有機化合物討論会の論文
1996-09-02

55(P19) 日本産矮性イチイ"キャラボク"に含まれるタキサンテルペノイド類(ポスター発表の部)

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