Dendrobine

CAS# 2115-91-5

Dendrobine

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Quality Control of Dendrobine

Number of papers citing our products

Chemical structure

Dendrobine

3D structure

Chemical Properties of Dendrobine

Cas No. 2115-91-5 SDF Download SDF
PubChem ID 442523 Appearance Powder
Formula C16H25NO2 M.Wt 263.38
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility ≥60mg/ml in MeOH
Chemical Name (1S,4S,7S,8R,11R,12R,13S)-2,12-dimethyl-13-propan-2-yl-10-oxa-2-azatetracyclo[5.4.1.18,11.04,12]tridecan-9-one
SMILES CC(C)C1C2C3CCC4C3(C(C1OC2=O)N(C4)C)C
Standard InChIKey RYAHJFGVOCZDEI-UFFNCVEVSA-N
Standard 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
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Dendrobine

The herb of Dendrobium nobile Lindl.

Biological Activity of Dendrobine

DescriptionDendrobine is an antagonist of β-alanine, taurine and of presynaptic inhibition in the frog spinal cord. Dendrobine has antiviral, and antitumor activities; it can inhibit the growth of A549 cells through inducing apoptosis, which is partially dependent on mitochondrial-mediated pathway; dendrobine treatment decreased mitochondrial membrane potential (MMP), improved the expression of Bax and inhibited the expression of Bcl-2.
TargetsInfluenza virus | MMP(e.g.TIMP) | Bcl-2/Bax | Caspase
In vitro

Dendrobine, an antagonist of beta-alanine, taurine and of presynaptic inhibition in the frog spinal cord.[Pubmed: 6405832]

Br J Pharmacol. 1983 Apr;78(4):709-15.


METHODS AND RESULTS:
1 The effects of Dendrobine and nobiline, alkaloids isolated from Dendrobium nobile, on the electrical activity and on amino acid-induced depolarizations of primary afferent terminals were tested on the frog isolated spinal cord and were compared with those of picrotoxinin and strychnine. 2 Dendrobine (3 X 10(-5) M) caused a slight hyperpolarization in both dorsal and ventral roots and this hyperpolarization was accompanied by the augmentation of the dorsal root potential (DR-DRP) and the ventral root potential and reflex (DR-VRP and DR-VRR). The amplitude of the dorsal root reflex (DR-DRR) however, was reduced significantly. Nobiline (3 X 10(-5) M) had no significant effect on either the root potentials or the reflexes. 3 Dendrobine (3 X 10(-5) M) reduced the dorsal root potential induced by repetitive antidromic stimulation of ventral root (VR-DRP) as well as diminishing the maximum rate of rise of the dorsal root potential induced by the stimulation of adjacent dorsal roots (DR-DRP), during which time the amplitude of the DR-DRP was seen to be augmented. 4 Dendrobine (3 X 10(-5) M) reduced the beta-alanine- and taurine-induced depolarizations of primary afferent terminals, while having little effect upon GABA- and glycine-induced depolarizations. 5 Dendrobine (10(-5) M) reversibly blocked the presynaptic inhibition caused by antidromic conditioning stimulation of the ventral root. 6 These effects of Dendrobine were qualitatively similar to those of strychnine but were somewhat different from those of picrotoxinin, a molecule having the same picrotoxane skeleton.
CONCLUSIONS:
7 The present results are discussed with reference to the likely neurotransmitters involved in presynaptic inhibition in the frog spinal cord, and with respect to the structure-activity relationship of picrotoxane compounds as amino acid antagonists.

Anti-influenza A Virus Activity of Dendrobine and Its Mechanism of Action.[Pubmed: 28417634]

J Agric Food Chem. 2017 May 10;65(18):3665-3674.

Dendrobine, a major component of Dendrobium nobile, increasingly draws attention for its wide applications in health care.
METHODS AND RESULTS:
Here we explore potential effects of Dendrobine against influenza A virus and elucidate the underlying mechanism. Our results indicated that Dendrobine possessed antiviral activity against influenza A viruses, including A/FM-1/1/47 (H1N1), A/Puerto Rico/8/34 H274Y (H1N1), and A/Aichi/2/68 (H3N2) with IC50 values of 3.39 ± 0.32, 2.16 ± 0.91, 5.32 ± 1.68 μg/mL, respectively. Mechanism studies revealed that Dendrobine inhibited early steps in the viral replication cycle. Notably, Dendrobine could bind to the highly conserved region of viral nucleoprotein (NP), subsequently restraining nuclear export of viral NP and its oligomerization.
CONCLUSIONS:
In conclusion, Dendrobine shows potential to be developed as a promising agent to treat influenza virus infection. More importantly, the results provide invaluable information for the full application of the Traditional Chinese Medicine named "Shi Hu".

Protocol of Dendrobine

Kinase Assay

Postgraduate Thesis: Study on the therapeutic effect of dendrobine from dendrobium officinale on non-small cell lung carcinoma.[Reference: WebLink]

The HKU Scholars Hub, 2016.

Lung cancer is the major cause of cancer deaths around the world, including about 15% of small cell lung cancer (SCLC) and approximately 85% non-small cell lung cancer (NSCLC). Although clinical outcomes of early-stages of lung cancer have made great progress by advancements in surgery, chemo or radiotherapy and development of molecular targeted therapy, toxicity limits their anticancer efficancy. Chinese medicine with the merits of multi-targets, low toxicity and low risk of drug resistance, has been widely applied for lung cancer treatment in China. Traditional Chinese Medicine (TCM) has well established theoretical system, large amount of case reports, thousands years history, TCM still confront much negative, pessimism and skepticism due to lack of laboratory evidences and quality assurance.
METHODS AND RESULTS:
In this study, I aim to screen bioactive compounds in an herb Dendrobium nobile (D. nobile) on the treatment of NSCLC. Apoptosis as a crucial mechanism involved in lung cancer therapy has been studied. Annexin V/PI staining was applied to detect whether bioactive compounds of D. nobile could trigger apoptosis in NSCLC A549 cells. Our results demonstrated that Dendrobine inhibited the growth of A549 cells through inducing apoptosis, which was partially dependent on mitochondrial-mediated pathway. Dendrobine treatment decreased mitochondrial membrane potential (MMP), improved the expression of Bax and inhibited the expression of Bcl-2, therefore it was supposed that Dendrobine treatment decreased the MMP through regulating the expression of Bcl-2 and Bax. Dendrobine released cytochrome c and promoted caspase 9 activation indicating that Dendrobine-induced apoptosis is partially caspase-dependent. In TCM theory, blood stasis and Qi stagnation partly result in cancer formation, which is correlated to tumor microenvironment. Tumor spread and metastasis are closely related to tumor cell water permeability and aquaporin 5 (AQP5) expression. Consequently, the therapeutic role of AQP5 on lung cancer treatment was evaluated. AQP5 expression was found to be correlated with lung cancer size. AQP5 silencing in the lung cancer resulted in an inhibition of A549 cells, mitochondrial pathway apoptosis and limited tumorigenic ability. AQP5 inhibition provided a promising therapeutic and preventive strategy for NSCLC. In clinic, in order to avoid unacceptable side effects of the drugs, two or more drugs are usually combined applied to increase therapeutic efficacy while. In this regard, the combination of Dendrobine and cisplatin on the treatment in NSCLC were studied. The combination treatment of cisplatin and Dendrobine displayed enhanced cancer-inhibition toxicity without aggravating more side effects. This study provided a valuable strategy to perfect the anticancer activity of commonly used chemotherapy drugs. Drug combination treatment can make out the full ability of the anticancer efficacy of anticancer drugs and enlarge the using of the drugs to many kinds of cancer types.
CONCLUSIONS:
In this study, preliminary laboratory evidences for applying Dendrobine in lung cancer therapy has been provided. However, its metabolism, synergistic effects with chemodrug and clinical efficacy is needed in further research.

Dendrobine Dilution Calculator

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Preparing Stock Solutions of Dendrobine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.7968 mL 18.984 mL 37.968 mL 75.9359 mL 94.9199 mL
5 mM 0.7594 mL 3.7968 mL 7.5936 mL 15.1872 mL 18.984 mL
10 mM 0.3797 mL 1.8984 mL 3.7968 mL 7.5936 mL 9.492 mL
50 mM 0.0759 mL 0.3797 mL 0.7594 mL 1.5187 mL 1.8984 mL
100 mM 0.038 mL 0.1898 mL 0.3797 mL 0.7594 mL 0.9492 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Dendrobine

Anti-influenza A Virus Activity of Dendrobine and Its Mechanism of Action.[Pubmed:28417634]

J Agric Food Chem. 2017 May 10;65(18):3665-3674.

Dendrobine, a major component of Dendrobium nobile, increasingly draws attention for its wide applications in health care. Here we explore potential effects of Dendrobine against influenza A virus and elucidate the underlying mechanism. Our results indicated that Dendrobine possessed antiviral activity against influenza A viruses, including A/FM-1/1/47 (H1N1), A/Puerto Rico/8/34 H274Y (H1N1), and A/Aichi/2/68 (H3N2) with IC50 values of 3.39 +/- 0.32, 2.16 +/- 0.91, 5.32 +/- 1.68 mug/mL, respectively. Mechanism studies revealed that Dendrobine inhibited early steps in the viral replication cycle. Notably, Dendrobine could bind to the highly conserved region of viral nucleoprotein (NP), subsequently restraining nuclear export of viral NP and its oligomerization. In conclusion, Dendrobine shows potential to be developed as a promising agent to treat influenza virus infection. More importantly, the results provide invaluable information for the full application of the Traditional Chinese Medicine named "Shi Hu".

Dendrobine, an antagonist of beta-alanine, taurine and of presynaptic inhibition in the frog spinal cord.[Pubmed:6405832]

Br J Pharmacol. 1983 Apr;78(4):709-15.

1 The effects of Dendrobine and nobiline, alkaloids isolated from Dendrobium nobile, on the electrical activity and on amino acid-induced depolarizations of primary afferent terminals were tested on the frog isolated spinal cord and were compared with those of picrotoxinin and strychnine. 2 Dendrobine (3 X 10(-5) M) caused a slight hyperpolarization in both dorsal and ventral roots and this hyperpolarization was accompanied by the augmentation of the dorsal root potential (DR-DRP) and the ventral root potential and reflex (DR-VRP and DR-VRR). The amplitude of the dorsal root reflex (DR-DRR) however, was reduced significantly. Nobiline (3 X 10(-5) M) had no significant effect on either the root potentials or the reflexes. 3 Dendrobine (3 X 10(-5) M) reduced the dorsal root potential induced by repetitive antidromic stimulation of ventral root (VR-DRP) as well as diminishing the maximum rate of rise of the dorsal root potential induced by the stimulation of adjacent dorsal roots (DR-DRP), during which time the amplitude of the DR-DRP was seen to be augmented. 4 Dendrobine (3 X 10(-5) M) reduced the beta-alanine- and taurine-induced depolarizations of primary afferent terminals, while having little effect upon GABA- and glycine-induced depolarizations. 5 Dendrobine (10(-5) M) reversibly blocked the presynaptic inhibition caused by antidromic conditioning stimulation of the ventral root. 6 These effects of Dendrobine were qualitatively similar to those of strychnine but were somewhat different from those of picrotoxinin, a molecule having the same picrotoxane skeleton. 7 The present results are discussed with reference to the likely neurotransmitters involved in presynaptic inhibition in the frog spinal cord, and with respect to the structure-activity relationship of picrotoxane compounds as amino acid antagonists.

Description

Dendrobine is an alkaloid isolated from Dendrobium nobile. Dendrobine possesses antiviral activity against influenza A viruses, with IC50s of 3.39 μM, 2.16 μM and 5.32 μM for A/FM-1/1/47 (H1N1), A/Puerto Rico/8/34 H274Y (H1N1) and A/Aichi/2/68 (H3N2), respectively.

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