dendrobine
dendrobine Basic information
- Product Name:
- dendrobine
- Synonyms:
-
- (3α,6α,7R,8S,9R,10α,11α)-Dendrobane-12-one
- Dendroban-12-one
- 12-Oxodendrobane
- 7,5-(EpoxyMethano)-1H-cyclopent[cd]indol-9-one,decahydro-1,7b-diMethyl-6-(1-Methylethyl)-, (2aS,4aS,5R,6S,7R,7aS,7bR)-
- Dendrobine Dendroban-12-one
- Dendrobine 1%
- Dendrobine, 98%, from Dendrobium nobile Lindl
- Dendrobine 2115-91-5
- CAS:
- 2115-91-5
- MF:
- C16H25NO2
- MW:
- 263.38
- Product Categories:
-
- chemical reagent
- pharmaceutical intermediate
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- Mol File:
- 2115-91-5.mol
dendrobine 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
dendrobine 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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