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Defining key structural determinants for the pro-osteogenic activity of flavonoids

Swioklo, S., Watson, K. A., Williamson, E. M., Farrimond, J. A., Putnam, S. E. and Bicknell, K. A. (2015) Defining key structural determinants for the pro-osteogenic activity of flavonoids. Journal of Natural Products, 78 (11). pp. 2598-2608. ISSN 1520-6025

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To link to this item DOI: 10.1021/acs.jnatprod.5b00075

Abstract/Summary

Epidemiological studies suggest that fruits and vegetables may play a role in promoting bone growth and preventing age-related bone loss, attributable, at least in part, to phytochemicals such as flavonoids stimulating osteoblastogenesis. Through systematically screening the effect of flavonoids on the osteogenic differentiation of human mesenchymal stem cells in vitro, and correlating activity with chemical structure using comparative molecular field analysis, we have successfully identified important structural features which relate to their activity, as well as reliably predicting the activity of compounds with unknown activity. Contour maps emphasised the importance of electronegativity, steric bulk, and a 2-C-3-C double bond at the flavonoid C-ring, as well as overall electropositivity and reduced steric bulk at the flavonoid B-ring. These results support a role for certain flavonoids in promoting osteogenic differentiation, thus their potential for preventing skeletal deterioration, as well as providing a foundation for the lead optimisation of novel bone anabolics.

Item Type:Article
Refereed:Yes
Divisions:Interdisciplinary centres and themes > Food Chain and Health
Interdisciplinary centres and themes > Institute for Cardiovascular and Metabolic Research (ICMR)
Faculty of Life Sciences > School of Biological Sciences > Biomedical Sciences
Faculty of Life Sciences > School of Chemistry, Food and Pharmacy > School of Pharmacy > Division of Pharmacology
ID Code:44656
Publisher:American Chemical Society

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