The crystal and molecular structure of daphnetin 8-.BETA.-D-glucopyranoside dihydrate isolated from Daphne odora.

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概要

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• The crystal structure of daphnetin 8-β-D-glucopyranoside dihydrate has been determined by the X-ray method. The crystal is monoclinic, space group P2<SUB>1</SUB>, with the lattice parameters <I>a</I>=7.773(1), <I>b</I>=22.478(5), <I>c</I>=4.715(1) Å, β=99.77(2)°, and <I>Z</I>=2. The structure was determined by the direct method and refined by least-squares to a final <I>R</I> of 0.041 for 2690 observed reflexions. The daphnetin moiety is approximately planar, and little effect from glucosylation is observed in the bond lengths and angles, compared with daphnetin itself. The glucopyranoside is in C<SUB>1</SUB> chair conformation, with the ring torsion angles ranging from 48 to 66°. The anomeric C–O bond is twisted by 78.2° against the coumarin plane, which is the largest value in aromatic glycopyranosides so far reported and which is concomitant with a small valence angle, 114.4°, at the oxygen atom linking the coumarin and the glucose group.

• 公益社団法人 日本化学会の論文

著者

• SAITO Norio

  Chemical Laboratory, Meiji-Gakuin University

• Saito Norio

  Chemical Laboratory Meiji-gakuin University

• Sato Mitsuhiko

  Department Of Biology Faculty Of Science Tokyo Metropolitan University

• SATO Mitsuhiko

  Department of Biology, Faculty of Science, Tokyo Metropolitan University

• Ueno Katsuhiko

  Research Institute for Polymers and Textiles

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