An apigenin triglycoside with diverse biological activities
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Ligustroflavone

Item No. 27431

Technical Information
Formal Name
7-[(O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[6-deoxy-α-L-mannopyranosyl-(1→6)]-β-D-glucopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
260413-62-5
Molecular Formula
C33H40O18
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:5): 0.16 mg/ml
λmax
270, 337 nm
SMILES
OC1=CC=C(C(OC2=C3C(O)=CC(O[C@H]4[C@H](O[C@]5([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@@H](CO[C@H]6[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O6)O4)=C2)=CC3=O)C=C1
InChi Code
InChI=1S/C33H40O18/c1-11-22(37)25(40)28(43)31(46-11)45-10-20-24(39)27(42)30(51-32-29(44)26(41)23(38)12(2)47-32)33(50-20)48-15-7-16(35)21-17(36)9-18(49-19(21)8-15)13-3-5-14(34)6-4-13/h3-9,11-12,20,22-35,37-44H,10H2,1-2H3/t11-,12-,20+,22-,23-,24+,25+,26+,27-,28+,29+,30+,31+,32-,33+/m0/s1
InChi Key
NULBHTHMVOCGOE-ZBCCAYPVSA-N
Origin
Plant/Turpinia arguta Seem.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Ligustroflavone is an apigenin triglycoside originally isolated from L. vulgare that has diverse biological activities.1 It increases parathyroid hormone (PTH) release from rat primary parathyroid gland cells when used at a concentration of 1 µM and inhibits calcium influx in HEK293 cells.2 It increases serum PTH, as well as serum and bone calcium levels, in a streptozotocin-induced mouse model of diabetes with osteoporosis when administered at doses of 5 and 20 mg/kg three times per week. It also reduces increases in the expression and levels of the extracellular calcium sensing receptor (CaSR) in the kidney of diabetic osteoporotic mice. Ligustroflavone (10, 30, and 60 mg/kg) decreases infarct volume in a rat model of ischemic stroke and decreases the levels of the necroptosis-associated proteins RIPK3 and MLKL in the brain of ischemic rats when administered at a dose of 30 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pieroni, A., and Pachaly, P. Isolation and structure elucidation of ligustroflavone, a new apigenin triglycoside from the leaves of Ligustrum vulgare L. Pharmazie 55(1), 78-80 (2000).

    2. Feng, R., Ding, F., Mi, X.-H., et al. Protective effects of ligustroflavone, an active compound from Ligustrum lucidum, on diabetes-induced osteoporosis in mice: A potential candidate as calcium-sensing receptor antagonist. Am. J. Chin. Med. 47(2), 457-476 (2019).

    3. Zhang, Y.-Y., Liu, W.-N., Li, Y.-Q., et al. Ligustroflavone reduces necroptosis in rat brain after ischemic stroke through targeting RIPK1/RIPK3/MLKL pathway. Naunyn Schmiedebergs Arch. Pharmacol. 392(9), 1085-1095 (2019).