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1.
Phytochemistry ; 116: 138-148, 2015 Aug.
Article in English | MEDLINE | ID: mdl-25817836

ABSTRACT

Maca, Lepidium meyenii Walpers (Brassicaceae), is an annual herbaceous plant native to the high plateaus of the Peruvian central Andes. Its underground storage hypocotyls have been a traditional medicinal agent and dietary staple since pre-Columbian times. Reported properties include energizing and fertility-enhancing effects. Published reports have focused on the benzylalkamides (macamides) present in dry hypocotyls as one of the main bioactive components. Macamides are secondary amides formed by benzylamine and a fatty acid moiety, with varying hydrocarbon chain lengths and degree of unsaturation. Although it has been assumed that they are usually present in fresh undamaged tissues, analyses show them to be essentially absent from them. However, hypocotyls dried by traditional Andean postharvest practices or industrial oven drying contain up to 800µgg(-1) dry wt (2.3µmolg(-1) dry wt) of macamides. In this study, the generation of macamides and their putative precursors were studied during nine-week traditional drying trials at 4200m altitude and in ovens under laboratory conditions. Freeze-thaw cycles in the open field during drying result in tissue maceration and release of free fatty acids from storage and membrane lipids up to levels of 1200µgg(-1) dry wt (4.3µmolg(-1) dry wt). Endogenous metabolism of the isothiocyanates generated from glucosinolate hydrolysis during drying results in maximal benzylamine values of 4300µgg(-1) dry wt (40.2µmolg(-1) dry wt). Pearson correlation coefficients of the accumulation profiles of benzylamine and free fatty acid to that of macamides showed good values of 0.898 and 0.934, respectively, suggesting that both provide sufficient substrate for amide synthesis during the drying process.


Subject(s)
Lepidium/chemistry , Polyunsaturated Alkamides/isolation & purification , Humans , Hypocotyl/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Peru , Phytotherapy , Plant Extracts/therapeutic use , Polyunsaturated Alkamides/chemistry
2.
Phytochemistry ; 66(3): 323-35, 2005 Feb.
Article in English | MEDLINE | ID: mdl-15680989

ABSTRACT

Tobacco plants grown in vitro were supplied with a mixture of [U-13C6]glucose and unlabelled sucrose via the root system. After 20 days, leaves were harvested and extracted with water. Glucose was isolated from the extract and was analysed by 13C NMR spectroscopy. All 13C signals appeared as complex multiplets due to 13C-13C coupling. The abundance of 21 isotopologous glucose species was determined from the 13C NMR signal integrals by numerical deconvolution using a genetic algorithm. The relative fractions of specific isotopologs in the overall excess of 13C-labelled specimens establish flux contributions via glycolysis/glucogenesis, pentose phosphate pathway, citric acid cycle and Calvin cycle including 13CO2 refixation. The fluxes were modelled and reconstructed in silico by a novel rule-based approach yielding the contributions of circular pathways and the degree of multiple cycling events. The data indicate that the vast majority of the proffered [U-13C6]glucose molecules had been modified by catabolism and subsequent glucogenesis from catabolic fragments, predominantly via passage through the citric acid cycle and the pentose phosphate pathway.


Subject(s)
Glucose/metabolism , Nicotiana/metabolism , Algorithms , Carbon/metabolism , Carbon Isotopes , Glucose/chemistry , Isomerism , Magnetic Resonance Spectroscopy , Plant Leaves/chemistry , Plant Leaves/metabolism , Nicotiana/chemistry , Zea mays/chemistry , Zea mays/metabolism
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