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  • Optimization of the selective preparation of 20(R)-ginsenoside Rg3 catalyzed by d, l-tartaric acid using response surface methodology.

Optimization of the selective preparation of 20(R)-ginsenoside Rg3 catalyzed by d, l-tartaric acid using response surface methodology.

Fitoterapia (2012-12-12)
Chengpeng Sun, Weiping Gao, Baozhong Zhao, Leqin Cheng
ABSTRACT

The optimization of the selective preparation of 20(R)-ginsenoside Rg3 converting protopanaxadiol type saponins (PPD saponins) by the commercially available d, l-tartaric acid was carried out using response surface methodology (RSM) based on a three-factor and six-level central composite design. The optimal 20(R)-ginsenoside Rg3 de% was predicted to be 94.52% in the combination of the factors (d, l-tartaric acid concentration 1.19mol/L, temperature 107.9°C and time 2.79h) through the canonical analysis with maximum responses. Under the optimum reaction conditions, the actual 20(R)-ginsenoside Rg3 de% was 96.49%. 20(R)-ginsenoside Rg3 (1) and 20(S)-ginsenoside Rg3 (2) were separated and identified by (1)H-NMR and (13)C-NMR. Therefore, the RSM was effective to optimize the preparation of 20(R)-ginsenoside Rg3 by converting PPD saponins using d, l-tartaric acid.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
DL-Tartaric acid, ≥99%
Sigma-Aldrich
DL-Tartaric acid, ReagentPlus®, 99%
Sigma-Aldrich
L-(+)-Tartaric acid, anhydrous, free-flowing, Redi-Dri, ACS reagent, ≥99.5%
Sigma-Aldrich
D-(−)-Tartaric acid, puriss., unnatural form, ≥99.0% (T)
Supelco
L-(+)-Tartaric acid, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland
Sigma-Aldrich
Ginsenoside Rg3, ≥98% (HPLC)
Supelco
Ginsenoside Rg3, analytical standard
Sigma-Aldrich
D-(−)-Tartaric acid, Vetec, reagent grade, 99%
Sigma-Aldrich
L-(+)-Tartaric acid, BioXtra
Sigma-Aldrich
L-(+)-Tartaric acid, puriss., meets analytical specification of Ph. Eur., NF, 99.7-100.5% (calc. to the dried substance), powder
Sigma-Aldrich
L-(+)-Tartaric acid, puriss. p.a., reag. ISO, 99.5-101.0% (calc. to the dried substance)
Sigma-Aldrich
L-(+)-Tartaric acid, ACS reagent, ≥99.5%
Sigma-Aldrich
L-(+)-Tartaric acid, ≥99.5%
Sigma-Aldrich
L-(+)-Tartaric acid, ≥99.7%, FCC, FG
Sigma-Aldrich
D-(−)-Tartaric acid, ReagentPlus®, 99%