Journal
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 67, Issue 24, Pages 6765-6772Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jafc.9b01193
Keywords
peony seeds; Paeonia lactiflora; paeonilactiflorol; stilbenes; antidiabetic activity
Funding
- National Natural Science Foundation of China [81773609, 81773612]
- Program of Yunling Scholarship
- Applied Basic Research Programs of Yunnan Province [2017FB137]
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One unusual resveratrol tetramer, paeonilactiflorol (1), and 14 known compounds (2-15) were isolated from peony seeds (Paeonia lactiflora) under the guidance of bioassay. Paeonilactiflorol (1) was determined by extensive HRESIMS, UV, IR, 1D and 2D NMR spectroscopic analyses. Most of the stilbenes showed obvious inhibition on PTP1B and alpha-glucosidase, superior to the monoterpene glycosides. Especially, the stilbene tetramer (1) and trimer (8) exhibited high activity inhibiting both PTP1B with IC50 values of 27.23 and 27.81 mu M and alpha-glucosidase with IC50 values of 13.57 and 14.39 mu M. Two trans-dimers (4 and 5) also showed dipeptidyl peptidase-4 (DPPIV) inhibitory activity (55.35% and 61.26%, 500 mu M) in addition to PTP1B and alpha-glucosidase. Enzyme kinetic study indicated that the types of inhibition on PTP1B were noncompetitive for 3 and 5 and mixed for 8 and 10. Quantitative analysis suggested that the stilbene trimers 8 (23.17 +/- 0.36 mg/g) and 10 (15.24 +/- 0.25 mg/g) were the main contents in peony seeds and should be responsible for the antidiabetic effects. This investigation supports the therapeutic potential of peony seeds in the treatment of diabetes with stilbenes as the active constituents.
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