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Piscicidal cis-clerodane diterpenes from solidago altissima l: absolute configurations of 5α, 10α-cis-clerodanes

✍ Scribed by Chikao Nishino; Shunichi Manabe; Masami Kazui; Takao Matsuzaki


Book ID
104233665
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
336 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis


From Solidago aZtissima L. (Compositae), a new 5a,lOa-cis-clerodane diterpene (Solidagolactone VIII) and known solidagolactones were isolated as piscicidal constituents. The structures of the constituents including absolute configurations were determined, and a revised structure was given to solidagolactone VII. Continuing our investigations1 of the biologically active constituents of a heinous rank weed, SoZidago aZtissima L. (a goldenrod, Compositae), we isolated four piscicidal constituents with the 5a,lOa-cis-clerodane skeleton [activity, around 10 ppm in TLm (median tolerance limit) to killifish (Gryzias Zatipes)] from the aerial parts of the plant. One (12) of the four was elucidated to be a new compound named as solidagolactone VIII.

The others were assigned to known solidagolactones, VII (2a), IV (3 and V (6_), isolated by Yamamura et a2.2 from the plant. They revised the structures of the solidagolactones to cis-clerodanes from trans-clerodanes proposed by McCrindle3 4