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Research Article Open access CC BY 3.0

Spectral Analysis and Chemical Studies of the Sweet Constituent, Rebaudioside A

Venkata Sai Prakash Chaturvedula, Indra Prakash

European Journal of Medicinal Plants · pp. 57–65 · Published 8 Feb 2012

10.9734/EJMP/2012/1009

Abstract

Aim: To study NMR spectral analysis and hydrolysis products of Rebaudioside A (1) that has been isolated from Stevia rebaudiana. Study Design: Acquiring NMR and high resolution mass spectral (HRMS) data of Rebaudioside A for structural characterization, and identification of hydrolysis products. Place of Study: Organic Chemistry Department of The Coca-Cola Company, Atlanta, GA 30313, USA. Methodology: The 1D (1H &13C) and 2D (COSY, HSQC, and HMBC) NMR spectral data of was acquired using Varian Unity Plus 600 MHz instrument using standard pulse sequences.Hydrolysis studies were performed on Rebaudioside A using acid, base and enzymatic studies to identify partial degradation products, aglycone and sugar residues. Results: The proton and carbon values of Rebaudioside A were assigned based on NMR and HRMS data as well as chemical studies. The aglycone was identified as steviol on the basis of enzymatic hydrolysis, sugar was identified as D-glucose from acid hydrolysis and the partial hydrolyzed product was identified as Rebaudioside B from alkaline hydrolysis.

Stevia rebaudiana compositae asteraceae Rebaudioside A spectral data TLC comparison hydrolysis studies.

References (18)

  1. 1 Facile Discrimination of Aldose Enantiomers by Reversed-Phase HPLC [DOI]
  2. 2 Stevia rebaudiana: Its agricultural, biological, and chemical properties [DOI]
  3. 3 Stevia rebaudiana (Bert.) Bertoni ─ A Review
  4. 4 New sweet diterpene glucosides from Stevia rebaudiana [DOI]
  5. 5 STEVIOSIDE. II. THE STRUCTURE OF THE AGLUCON [DOI]
  6. 6 The Absolute Configuration of Steviol and Isosteviol [DOI]
  7. 7 Minor diterpene glycosides from sweet leaves of Rubus suavissimus [DOI]
  8. 8 Photostability of Rebaudioside A and Stevioside in Beverages [DOI]
  9. 9 Diterpene Glycosides from Stevia rebaudiana [DOI]
  10. 10 Structures of the novel diterpene glycosides from Stevia rebaudiana [DOI]
  11. 11 Two Minor Diterpene Glycosides from the Leaves of Stevia rebaudiana [DOI]
  12. 12 A New Dammarane-Type Triterpene Glycoside from Polyscias fulva [DOI]
  13. 13 NMR studies of the conformation of the natural sweetener rebaudioside A [DOI]
  14. 14 New Cytotoxic Oleanane Saponins from the Infructescences ofPolyscias amplifoliafrom the Madagascar Rainforest [DOI]
  15. 15 Cucurbitane Glycosides from Siraitia grosvenorii [DOI]
  16. 16 Synthesis of ent-Kaurane Diterpene Monoglycosides [DOI]
  17. 17 Acid and Alkaline Hydrolysis Studies of Stevioside and Rebaudioside A
  18. 18 ISOLATIO N AND NMR SPECTRAL ASSIGNMENTS OF STEVIOLBIOSIDE AND STEVI OSIDE

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