2. Academic Validation
  3. Phytochemical study and biological evaluation of chemical constituents of Platanus orientalis and Platanus × acerifolia buds

Phytochemical study and biological evaluation of chemical constituents of Platanus orientalis and Platanus × acerifolia buds

  • Phytochemistry. 2016 Oct;130:170-81. doi: 10.1016/j.phytochem.2016.04.006.
Quoc Dang Thai 1,  Job Tchoumtchoua 2,  Maria Makropoulou 3,  Athina Boulaka 4,  Aggeliki K Meligova 4,  Dimitra J Mitsiou 4,  Sophia Mitakou 2,  Sylvie Michel 5,  Maria Halabalaki 2,  Michael N Alexis 4,  Leandros A Skaltsounis 6
Affiliations

Affiliations

  • 1 Division of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens, Panepistimioupoli Zografou, 15771, Athens, Greece; Laboratoire de Pharmacognosie de l'Université Paris Descartes, UMR/CNRS 8638, Faculté de Pharmacie, 4 Avenue de l'Observatoire, F-75006, Paris, France.
  • 2 Division of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens, Panepistimioupoli Zografou, 15771, Athens, Greece.
  • 3 Division of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens, Panepistimioupoli Zografou, 15771, Athens, Greece; Institute of Biology, Medicinal Chemistry and Biotechnology, National Hellenic Research Foundation, Athens, Greece.
  • 4 Institute of Biology, Medicinal Chemistry and Biotechnology, National Hellenic Research Foundation, Athens, Greece.
  • 5 Laboratoire de Pharmacognosie de l'Université Paris Descartes, UMR/CNRS 8638, Faculté de Pharmacie, 4 Avenue de l'Observatoire, F-75006, Paris, France.
  • 6 Division of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens, Panepistimioupoli Zografou, 15771, Athens, Greece. Electronic address: [email protected].
PMID: 27179684 DOI: 10.1016/j.phytochem.2016.04.006
Abstract

One flavonol glycoside, two O-isoprenylated Flavonols, one α,α-dimethylallyl flavonol, one dihydrochalcone, two furanocoumarins and one terpenoid previously undescribed, along with 42 known compounds were isolated from the buds of two European Platanaceae, Platanus orientalis and Platanus × acerifolia. Their chemical structures were elucidated on the basis of spectroscopic analysis, including homonuclear and heteronuclear correlation NMR (COSY, NOESY, HSQC, and HMBC) experiments, as well as HRMS data. The estrogen-like and antiestrogen-like activity of dichloromethane and methanol extracts of P. orientalis and P. × acerifolia buds and isolated compounds was evaluated using estrogen-responsive cell lines. The potency of selected estrogen agonists to regulate gene expression through ERα and/or ERβ was compared with their in vitro osteoblastogenic activity. Kaempferol and 8-C-(1,1-dimethyl-2-propen-1-yl)-5,7-dihydroxyflavonol displayed osteoblastogenic as well as ERα-mediated estrogenic activity similar to estradiol.

Keywords

Coumarins; Dihydrochalcones; Estrogenic activity; Flavonoids; Osteoblast differentiation; Phytoestrogens; Platanaceae; Platanus orientalis; Platanus × acerifolia.

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