Chemistry of Natural Compounds

, Volume 16, Issue 4, pp 386–392 | Cite as

Tomatoside a from the seeds ofLycopersicum esculentum

  • A. P. Shchelochkova
  • Yu. S. Vollerner
  • K. K. Koshoev
Article
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Abstract

Results are given which confirm the structure of the furostanol glycoside from tomato seeds forming wastes of the preserving industry. From a butanolic extract of the seeds ofLycopersicum esculentum Mill. we have isolated the furostanol glycoside tomatoside A (I) the structure of which has been established as 25(S)-5α-furostan-3β,22α,26-triol 26-O-β-D-glucopyranoside 3-O-[O-β-D-glucopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside]. At the same time, by enzymatic and chemical transformations three new spirostanol glycosides of neotigogenin have been obtained: tomatoside B (III), which is 25(S)-5α-spirostan-3β-ol 3-O-[O-β-D-glucopyranosyl-(1→2)-β-D-galactopyranoside], 25(S)-5α-spirostan-3β-ol 3-O-[O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside] (V), and 25(S)-5α-spirostan-3β-ol 3-O-β-D-galactopyranoside (IV).

Keywords

Glycoside Anomeric Proton Tomato Seed Butanolic Extract Sodium Tetrahydroborate 

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Copyright information

© Plenum Publishing Corporation 1981

Authors and Affiliations

  • A. P. Shchelochkova
  • Yu. S. Vollerner
  • K. K. Koshoev

There are no affiliations available

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