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Thermal decomposition of furostanol glycoside-tomatoside

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Abstract

The thermal degradation of furostanol glycoside, tomatoside has been investigated by thermal analysis (TA), thin-layer chromatography (TLC) and IR-spectroscopy. The thermal curves of tomatoside were obtained under various conditions. The structures of the main intermediates were elucidated. It has been established that on heating above 150‡ furostanol glycoside is converted into the spirostanol one. Simultaneously the stepped splitting of the carbohydrate fraction at C-3 of the aglycone takes place. The steroid part of the glycoside is destructed at a temperature above 270‡. The process is identical both in air and nitrogen atmospheres.

Zusammenfassung

Mittels Thermoanalyse (TA), Dünnschichtchromatographie (TLC) und IR-Spektroskopie (IR) wurde die thermische Zersetzung von Furostanolglycosid (Tomatosid) untersucht. Die thermoanalytischen Kurven von Tomatosid wurden unter verschiedenen Bedingungen erstellt und die Struktur der wichtigsten Zwischenprodukte ermittelt. Es wurde festgestellt, da\ Furostanolglycosid beim Erhitzen über 150 in das Spirostanolglycosid übergeht. Gleichzeitig erfolgt ein schrittweises Aufspalten der Kohlenwasserstofffraktion bei Aglycon C-3. Der Steroidteil des Glycosides wird bei Temperaturen oberhalb 270 abgebaut. Die beschriebenen VorgÄnge verlaufen in Luft bzw. in Stickstoff gleicherma\en.

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Authors and Affiliations

  1. Institute of Ecological Genetics, Moldavian Academy of Sciences, Lesnaya str., 20, 277018, Kishinev, USSR

    V. A. Bobeyko, P. K. Kintia & I. V. Dranka

  2. Institute of Chemistry, Moldavian Academy of Sciences, Grosul str., 3, 277028, Kishinev, USSR

    I. V. Dranka

Authors
  1. V. A. Bobeyko
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  2. P. K. Kintia
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  3. I. V. Dranka
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Bobeyko, V.A., Kintia, P.K. & Dranka, I.V. Thermal decomposition of furostanol glycoside-tomatoside. Journal of Thermal Analysis 36, 1307–1317 (1990). https://doi.org/10.1007/BF01914054

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  • DOI: https://doi.org/10.1007/BF01914054

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