1. Thermally-induced geometrical isomerisation of lycopene and its potential influence on functional activity
- Author
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Zhang, Lianfu, Zhang, Huanwei, Ndeurumi, Kessy H., Parkin, Kirk L., and Venuste, Muhamyankaka
- Subjects
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LYCOPENE , *ISOMERIZATION , *REDUCTASES , *QUINONE , *THERMAL analysis , *NITRIC oxide , *MACROPHAGES , *BIOLOGICAL assay - Abstract
Abstract: About 90–98% of native lycopene exists in the all-E form, but 79–88% of the lycopene found in the human body are Z-isomeric forms. Thermally-induced geometrical isomerisation of lycopene occurred within 24h of refluxing in ethyl acetate and the proportion of Z-isomers increased from 5.8% to 49.9%. Accordingly, the concentration of lycopene required to double quinone reductase (QR) activity in Hepa 1c1c7 cells decreased from >100 to ∼22μg/mL following thermo-isomerisation, while cell viability was retained at >87% at levels up to 50μg/mL. The inhibition of nitric oxide (NO) production in activated RAW 264.7 macrophages was 50% at ∼100μg/mL thermo-isomerised lycopene and increased to >80% when the concentration in the medium was increased to 500μg/mL. No significant inhibition of NO evolution by macrophages occurred with native (∼94% all-E) lycopene. Both QR induction and NO inhibition bioassays revealed that the structural changes evoked by thermo-isomerisation were accompanied by enhanced biological functionality. [Copyright &y& Elsevier]
- Published
- 2012
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