Structures of alnusiin and bicornin, new hydrolyzable tannins having a monolactonized tergalloyl group.

• YOSHIDA Takashi

• YAZAKI Kazufumi

• MEMON Muhammad Usman

• MARUYAMA Izumi

• KUROKAWA Kenji

• SHINGU Tetsuro

• OKUDA Takuo

Abstract

From the fruit extract of Alnus sieboldiana, a new hydrolyzable tannin, alnusiin (1), was isolated together with five known tannins : tellimagrandin I (6), pedunculagin (7), casuarinin (9), casuariin (10) and 2, 3-O-(S)-hexahydroxydiphenoyl-D-glucose (11). The structure (1) of alnusiin in which a monolactonized tergalloyl group, a rare component unit, bonds to the glucose residue, was elucidated based on spectral analyses including ¹H-¹³C long-range shift correlation spectroscopy, and chemical methods. Another new hydrolyzable tannin with a related structure, bicornin (21), and six known galloylglucoses as well as six ellagitannins (including oligomers), were isolated from Trapa bicornis fruits and their structures were characterized.

Journal

• Chemical and Pharmaceutical Bulletin

  Chemical and Pharmaceutical Bulletin 37 (10), 2655-2660, 1989

  The Pharmaceutical Society of Japan

Keywords

• Alnus sieboldiana
• Betulaceae
• tannin
• hydrolyzable tannin
• alnusiin
• Trapa bicornis
• Trapaceae
• bicornin

Details

• CRID: 1390282679142423808
• NII Article ID: 110003627299
• NII Book ID: AA00602100
• DOI: 10.1248/cpb.37.2655
• ISSN: 13475223
• ISSN: 00092363
• Web Site: http://www.jstage.jst.go.jp/article/cpb1958/37/10/37_10_2655/_pdf
• Text Lang: en
• Data Source:
  • JaLC
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed