| Structure Identification: |
| Molecules. 2014 Aug 20;19(8):12676-89. | | Cucurbitane glycosides derived from mogroside IIE: structure-taste relationships, antioxidant activity, and acute toxicity.[Pubmed: 25140446] | Mogroside IIe is a bitter triterpenoid saponin which is the main component of unripe Luo Han Guo fruit and a precursor of the commercially available sweetener mogroside V.
METHODS AND RESULTS:
In this study, we developed an enzymatic glycosyl transfer method, by which bitter Mogroside IIe could be converted into a sweet triterpenoid saponin mixture. The reactant concentration, temperature, pH and buffer system were studied. New saponins with the α-glucose group were isolated from the resulting mixtures, and the structures of three components of the extract were determined. The structure-taste relationships of these derivatives were also studied together with those of the natural mogrosides. The number and stereoconfiguration of glucose groups present in the mogroside molecules were found to be the main factor to determine the sweet or bitter taste of a compound. The antioxidant and food safety properties were initially evaluated by their radical scavenging ability and via 7 day mice survival tests, respectively.
CONCLUSIONS:
The results showed that the sweet triterpenoid saponin mixture has the same favorable physiological and safety characteristics as the natural mogrosides. | | Chem Pharm Bull (Tokyo). 2006 Oct;54(10):1425-8. | | Cucurbitane glycosides from unripe fruits of Lo Han Kuo (Siraitia grosvenori).[Pubmed: 17015982] |
METHODS AND RESULTS:
From the unripe fruits of Lo Han Kuo (Siraitia grosvenori), a Chinese medicinal plant, two new cucurbitane triterpene glycosides, 20-hydroxy-11-oxomogroside IA(1) (1) and 11-oxoMogroside IIe (2), were isolated along with five known cucurbitane glycosides, 11-oxomogroside IA(1) (3), Mogroside IIe (4), mogroside III (5), mogroside IVA (6), and mogroside V (7), and two flavonoid glycosides, kaempferol 7-O-alpha-L-rhamnopyranoside (8) and kaempferol 3,7-di-O-alpha-L-rhamnopyranoside (9).
CONCLUSIONS:
Their structures were determined on the basis of detailed analyses of 1D, 2D-NMR spectroscopic methods and by comparing with literature values. This paper describes the first investigation of unripe bitter Lo Han Kuo fruits. |
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