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dendrobine

Product Namedendrobine
CAS2115-91-5
MFC16H25NO2
MW263.38
EINECS
MOL File2115-91-5.mol

Chemical Properties

Melting point	135-136℃
Boiling point	375℃
Density	1.101
Flash point	133℃
storage temp.	4°C, protect from light
solubility	≥60mg/ml in MeOH
form	Powder
pka	9.49±0.60(Predicted)
color	White to yellow
InChI	InChI=1S/C16H25NO2/c1-8(2)11-12-10-6-5-9-7-17(4)14(16(9,10)3)13(11)19-15(12)18/h8-14H,5-7H2,1-4H3/t9-,10+,11+,12-,13-,14-,16+/m1/s1
InChIKey	RYAHJFGVOCZDEI-UFFNCVEVSA-N
SMILES	N1(C)[C@@]2([H])[C@]3(C)[C@@]([H])(CC[C@]3([H])C1)[C@@]1([H])C(=O)O[C@]2([H])[C@H]1C(C)C

Safety Information

HS Code

29399990

Usage And Synthesis

Description

Dendrobine is a sesquiterpenoid that has been found in D. nobile and has anticancer activity. It decreases viability of A549 cells when used at concentrations ranging from 2.5 to 15 μg/ml. It induces apoptosis in A549 cells when used at concentrations ranging from 1 to 10 μg/ml, as well as increases JNK phosphorylation and sensitizes A549 cells to cisplatin at 10 μg/ml. Dendrobine (50 mg/kg per day) reduces tumor growth in an A549 mouse xenograft model with an additive effect when used in combination with cisplatin.

Chemical Properties

It is easily soluble in ether and chloroform, but hardly soluble in ethanol and water. It is an active ingredient extracted from Dendrobium and its bark.

Uses

Dendrobine is an alkaloid isolated from Dendrobium nobile and is an antagonist of β-alanine, taurine and of presynaptic inhibition in the frog spinal cord.

Definition

ChEBI: Dendrobine is a member of indoles.

in vivo

Dendrobine (25 mg/kg, ip for 14 days) exhibits antitumor efficacy in A549 xenograft mouse models^[2].
Dendrobine (20 mg/kg, po for 20 days) ameliorates gestational diabetes mellitus (GDM) in mouse models^[5].

Animal Model:	A549 xenograft BALB/c mouse models^[2]
Dosage:	25 mg/kg
Administration:	ip for 14 days
Result:	Inhibited tumor growth.

Animal Model:	GDM mouse models^[5]
Dosage:	20 mg/kg
Administration:	po for 20 days
Result:	Improved glucose and insulin tolerance, reduced Th17 cells in the spleen of GDM mice.

References

[1] CHUN-WANG MENG. Picrotoxane sesquiterpenoids from the stems of Dendrobium nobile and their absolute configurations and angiogenesis effect[J]. Fitoterapia, 2017, 121: Pages 206-211. DOI: 10.1016/j.fitote.2017.07.017
[2] TIAN-HE SONG . Dendrobine targeting JNK stress signaling to sensitize chemotoxicity of cisplatin against non-small cell lung cancer cells in vitro and in vivo[J]. Phytomedicine, 2019, 53: Pages 18-27. DOI: 10.1016/j.phymed.2018.06.018

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