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Triterpene glycosides of Thalictrum squarrosum. IV. Structures of squarrosides A1, A2, B1, and B2

Abstract

Four new cycloartane glycosides have been isolated from a methanolic extract ofThalictrum squarrosum Stephan ex Willd.: squarroside A1 (I) — (21R, 22S, 23R)-3β-(β-D-glucopyranosyloxy)-21α-methoxy-21,23-epoxycycloart-24-ene-22β,30-diol, C30H60O10; squarroside A2 (II) — the (21S)-epimer of compound (I); squarroside B1 (III) (21R, 22S, 23R)-3gb-[O-α-L-rhamnopyranosyl-(1 → 6)-β-D-glucopyranosyloxy]-21α-methoxy-21,23-epoxycycloart-24-ene-22β,30-diol, C43H70O14; and squarroside B2 (IV) — the (21S)-epimer of compound (III). The proposed structures were determined on the basis of1H and13C NMR spectroscopy, FAB mass spectrometry, and chemical transformations.

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Literature cited

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Additional information

Irkutsk Institute of Organic Chemistry, Siberian Branch, USSR Academy of Sciences. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 516–523, July–August, 1989.

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Khamidullina, E.A., Gromova, A.S., Litskii, V.I. et al. Triterpene glycosides of Thalictrum squarrosum. IV. Structures of squarrosides A1, A2, B1, and B2. Chem Nat Compd 25, 441–447 (1989). https://doi.org/10.1007/BF00597653

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Keywords

  • Ephedrine
  • Triterpene Glycoside
  • Vitreous Carbon
  • Sodium Tetrahydroborate
  • Peracetates