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Phytoecdysteroids ofRhaponticum carthamoides

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Abstract

From the roots with rhizomes of the plantRhaponticum carthamoides Willd) Iljin Compositae), in addition to integristerone A, ecdysterone, polypodin B, 2-deoxyecdysterone, and 24(28)-dehydromakisterone A, we have isolated the new compounds ecdysteron3–2,3-monoacetonide (I), ecdysterone 20,22-monoacetonide (II)) and rhapisterone (III): I — C30H48O7, mp 232–233° (ethyl acetate-methanol) [α] D 20 +56.4±2° (c 0.0; methanol); II — C30H48O7, mp 227–229° (ethyl acetate-methanol), [α] D 20 +60.1±2° (c 1.3; methanol); III — C29H48O7, mp, 241–242° (ethyl acetate-methanol), [α] D 20 +30±2° (c 0.1; dioxane). The structure of (III) was established on the basis of spectral characteristics as 2β, 3β, 14α, 20R, 22R, 23ζ-5β-stigmast-7-en-6-one. Details of the PMR, mass, and IR spectra of all the compounds and of the CD of rhapisterone are given.

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Additional information

Institute of the Chemistry of Plant Substances of the Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 681–684, September–October, 1987.

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Bastaev, U.A., Abubakirov, N.K. Phytoecdysteroids ofRhaponticum carthamoides . Chem Nat Compd 23, 565–568 (1987). https://doi.org/10.1007/BF00598674

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Keywords

  • Circular Dichroism
  • Hydroxy Group
  • Dilute Hydrochloric Acid
  • Cotton Effect
  • Isopropylidene