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Studies conducted at the Council for Scientific and Industrial Research (CSIR, South Africa) identified extracts from Hoodia species, in particular Hoodia pilifera and Hoodia gordonii, as possessing appetite suppressing properties. Two pregnane glycosides were isolated by fractionation of the dried stems of H. gordonii. Their structures were determined as 3β-[β-d-thevetopyranosyl-(1→4)-β-d- cymaropyranosyl-(1→4)-β-d-cymaropyranosyloxy]-12β-tigloyloxy-14β-hydroxypregn-5-en-20-one...
The preparation of 2-[ 2 H]-1-(p-nitrophenyl)-1, 2-epoxyheptan-3-one and its subsequent reduction by baker's yeast to the 2, 3-diol is described. The mechanism of the reduction of the epoxide was determined using the β- 2 H isotope shift in 13 C n.m.r. and mass spectroscopy and appears to be due to a novel enzyme catalysed hydride transfer from cofactors such as NADH or NADPH.
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