Simmondsin
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| Surname | Simmondsin | |||||||||
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2- (cyanomethylene) -3-hydroxy-4,6-dimethoxycyclohexyl- β - D -glucoside |
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| Molecular formula | C 16 H 25 NO 3 | |||||||||
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| Molar mass | 375.4 g mol −1 | |||||||||
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | ||||||||||
Simmondsin is a cyanogenic glycoside from the jojoba plant ( Simmondsia chinensis ).
effect
Simmondsin has been promoted as an appetite suppressant in recent years based on experiments on rats which have shown drastic reductions in food intake and weight when taken. The cause is not an impairment of taste, but there are indications of an effect on the vagus nerve . However, blood formation was also inhibited at the same time (slightly macrocytic, normochromic anemia ). A direct toxic effect is not known, but the Federal Institute for Risk Assessment warns against taking appetite suppressants containing simmondsin or jojoba, as the effect has not been conclusively clarified.
Individual evidence
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ↑ MM Cokelaere et al. (1992): Influence of Pure Simmondsin on the Food Intake in Rats. J. Agric. Food Chem. 40 (10); 1839-1842.
- ↑ G. Flo et al. (2000): The vagus nerve is involved in the anorexigenic effect of simmondsin in the rat. Appetite 34 (2); 147-151; PMID 10744903
- ↑ Report of the Federal Institute for Risk Assessment (PDF; 125 kB)
literature
- CA Elliger et al. (1974): Structure and stereochemistry of simmondsin. J. Org. Chem. 39 (19); 2930-2931
- N. Chida et al. (1991): Total synthesis of simmondsin. J. Chem. Soc., Chem. Commun. 588-590, doi : 10.1039 / C39910000588
- N. Chida et al. (1992): Synthesis and absolute configuration of the naturally occurring cyano glucoside simmondsin. J. Chem. Soc., Perkin Trans. 1 1131-1137, doi : 10.1039 / P19920001131
- MV Boven et al. (1993): Isolation, purification, and stereochemistry of simmondsin. J. Agric. Food Chem. 41 (10); 1605-1607.