Abstract
Three novel diterpene glycosides were isolated for the first time from the commercial extract of the leaves of Stevia rebaudiana, along with several known steviol glycosides, namely stevioside, rebaudiosides A-F, rubusoside and dulcoside A. The new compounds were identified as 13-[(2-O-β-d-glucopyranosyl-3-O-β-d-glucopyranosyl-β-d-glucopyranosyl)oxy] ent-kaur-15-en-19-oic acid (1), 13-[(2-O-β-d-glucopyranosyl-3-O-β-d-glucopyranosyl-β-d-glucopyranosyl)oxy]-16β-hydroxy-ent-kauran-19-oic acid (2) and 13-methyl-16-oxo-17-nor-ent-kauran-19-oic acid-β-d-glucopyranosyl ester (3) on the basis of extensive 2D NMR and MS spectroscopic data as well as chemical studies.
Highlights
Stevia rebaudiana (Bertoni) Bertoni is a perennial shrub belonging to the family of Asteraceae (Compositae) native to Brazil and Paraguay, but grown commercially in a number of countries, in Japan, Taiwan, Korea, Thailand and Indonesia [1,2]
This paper describes the isolation of three diterpene glycosides 1-3 isolated for the first time from the crude extract of the leaves of S. rebaudiana obtained from ShenZhen NII Natural Food Ingredient Co
Three diterpenoid glycosides 1-3 were isolated from a commercial extract of the leaves of S
Summary
Stevia rebaudiana (Bertoni) Bertoni is a perennial shrub belonging to the family of Asteraceae (Compositae) native to Brazil and Paraguay, but grown commercially in a number of countries, in Japan, Taiwan, Korea, Thailand and Indonesia [1,2]. The major constituents in the leaves of S. rebaudiana are the potently sweet diterpenoid glycosides stevioside, rebaudiosides A and D, and dulcoside A. These compounds, which are known as Stevia sweeteners, are the glycosides of the diterpene steviol, ent-13-hydroxykaur-16-en-19-oic acid [3]. As a part of our continuing research to discover natural sweeteners [4,5], we have collected commercial extracts of S. rebaudiana from various suppliers all over the World. This paper describes the isolation of three diterpene glycosides 1-3 isolated for the first time from the crude extract of the leaves of S. rebaudiana obtained from ShenZhen NII Natural Food Ingredient Co. Ltd, China and their identification based on extensive spectroscopic (NMR and MS) and chemical studies
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