The Steric Structures of Diterpene Carboxylic Acids from Solidago altissima L.

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  • セイタカアワダチソウの成分:ジテルペンカルボン酸の立体構造
  • セイタカアワダチソウ ノ セイブン ジテルペンカルボンサン ノ リッタイ コウゾウ

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Abstract

For the acidic. bitter principles (solidagonic acid (3), 6-ange1oyloxykolavenic acid U5, and 6-tigloyloxykolavenic acid (16)) of S. altissima, the stereostructures of t he oxygen-substituents in the ring Bwere determined. ln the NM R spectra of diel (5) and 7-epidiol (11) derived from (3), the half-band widths of the signals of c-hydrogens were 9 Hz and 23 Hz, respectively therefore, diol (5) has an axial hydroxyl group at C(7). This estimation was supported by thesolvent Jeffect of the signals of C(5) and C(9)-methyl groups. Similarly, in theNMR spectra of diol monoacetate (Z8) and 6-epidiol monoacetate (22) derived from(15) and (16), the half-band widths of the signals of the C(6)-hydrogens were 6 Hzand 20 Hz, respectively. Consequently, (15) and (16) have the axial okygeh-substituents at C(6).

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1973 (3), 590-594, 1973-03-10

    The Chemical Society of Japan

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