Isopteropodine | CAS:5171-37-9 | Manufacturer ChemFaces

Isopteropodine

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Description:

Isopteropodine has antimicrobial activity, it shows strong apoptotic effects on acute leukaemic lymphoblasts, it also shows an ability to stimulate the immune system.

Targets:

Antifection

In vitro:

Br J Haematol. 2006 Mar;132(5):615-22.

Oxindole alkaloids from Uncaria tomentosa induce apoptosis in proliferating, G0/G1-arrested and bcl-2-expressing acute lymphoblastic leukaemia cells.[Pubmed: 16445836 ]

Natural products are still an untapped source of promising lead compounds for the generation of antineoplastic drugs.
METHODS AND RESULTS:
Here, we investigated for the first time the antiproliferative and apoptotic effects of highly purified oxindole alkaloids, namely Isopteropodine (A1), pteropodine (A2), isomitraphylline (A3), uncarine F (A4) and mitraphylline (A5) obtained from Uncaria tomentosa, a South American Rubiaceae, on human lymphoblastic leukaemia T cells (CCRF-CEM-C7H2). Four of the five tested alkaloids inhibited proliferation of acute lymphoblastic leukaemia cells. Furthermore, the antiproliferative effect of the most potent alkaloids pteropodine (A2) and uncarine F (A4) correlated with induction of apoptosis. After 48 h, 100 micromol/l A2 or A4 increased apoptotic cells by 57%. CEM-C7H2 sublines with tetracycline-regulated expression of bcl-2, p16ink4A or constitutively expressing the cowpox virus protein crm-A were used for further studies of the apoptosis-inducing properties of these alkaloids. Neither overexpression of bcl-2 or crm-A nor cell-cycle arrest in G0/G1 phase by tetracycline-regulated expression of p16INK4A could prevent alkaloid-induced apoptosis.
CONCLUSIONS:
Our results show the strong apoptotic effects of pteropodine and uncarine F on acute leukaemic lymphoblasts and recommend the alkaloids for further studies in xenograft models.

Z Naturforsch C. 2005 May-Jun;60(5-6):385-8.

Antimicrobial activity of isopteropodine.[Pubmed: 16042336 ]

METHODS AND RESULTS:
Bioassay-directed fractionation for the determination of antimicrobial activity of Uncaria tomentosa, has led to the isolation of Isopteropodine (0.3%), a known Uncaria pentacyclic oxindol alkaloid that exhibited antibacterial activity against Gram positive bacteria.

In vivo:

Sidahora. 1995 Apr-May:35-6.

Cat's Claw: an herb from the Peruvian Amazon.[Pubmed: 11363206]

Uncaria tomentosa, also known as cat's claw, an herb from the highlands of the Peruvian Amazon, has been used by natives for hundreds of years to treat immunologic and digestive disorders. Research began in the 1970s to discover the benefits of this plant in relieving symptoms of cancers, arthritis, and other ailments.
METHODS AND RESULTS:
It has the ability to cleanse the digestive tract, aiding victims of Crohn's, colitis, gastritis and more. In a 1989 study by Klaus Keplinger, several alkaloid oxidants found in the plant's roots showed an ability to stimulate the immune system. The principal alkaloids are Isopteropodine and rynchophyiline.
CONCLUSIONS:
Extracts of cat's claw mixed with AZT in an experimental drug, called Krallendom, were effective in reducing symptoms in AIDS patients in Austria. The plant has been useful in reducing secondary effects of radiation and chemotherapy in cancer victims as well.

Isopteropodine Description

Source:	The herbs of Uncaria rhynchophylla
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Biomed Chromatogr. 2017 Aug;31(8).

Rapid determination of oxindole alkaloids in cat's claw by HPLC using ionic liquid-based microwave-assisted extraction and silica monolithic column.[Pubmed: 28009448]

Cat's claw is a large woody vine with hook-like thorns, and has been traditionally used to treat inflammatory disorders in South and Central America.
METHODS AND RESULTS:
In this study, a rapid, validated high-performance liquid chromatographic (HPLC) method using a silica monolithic column was developed for the simultaneous determination of oxindole alkaloids, namely rhynchophylline, pteropodine, isomitraphylline and Isopteropodine, in cat's claw. The ionic liquid-based microwave-assisted extraction (ILMAE), considered as an environmentally friendly and powerful tool, was first applied in the extraction of oxindole alkaloids. To optimize the HPLC method, the stationary phases, pH values of mobile phase and flow rates were investigated. The validated HPLC method using a Monolithic RP18e column (100 × 4.6 mm) enables these analytes to be separated almost twice as fast as with a conventional particulate column (~16 vs ~30 min) with limits of quantification and detection of 0.5 and 0.15 μg/mL, respectively. The ILMAE conditions were optimized by the Taguchi orthogonal array design. In comparison with conventional water boiling extraction, ILMAE offers almost four times higher yields within an extremely short extraction time.
CONCLUSIONS:
The developed HPLC coupled with ILMAE method could be efficient and practical for rapid determination of oxindole alkaloids in cat's claw.

Product Name	Isopteropodine
Price:
CAS No.:	5171-37-9
Catalog No.:	CFN93350
Molecular Formula:	C₂₁H₂₄N₂O₄
Molecular Weight:	368.43 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The herbs of Uncaria rhynchophylla
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS
Similar structural:	Comparison
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Alkaloids Compound Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.7142 mL	13.5711 mL	27.1422 mL	54.2844 mL	67.8555 mL
5 mM	0.5428 mL	2.7142 mL	5.4284 mL	10.8569 mL	13.5711 mL
10 mM	0.2714 mL	1.3571 mL	2.7142 mL	5.4284 mL	6.7855 mL
50 mM	0.0543 mL	0.2714 mL	0.5428 mL	1.0857 mL	1.3571 mL
100 mM	0.0271 mL	0.1357 mL	0.2714 mL	0.5428 mL	0.6786 mL

CFN99905	Sennoside C	37271-16-2	848.76	C₄₂H₄₀O₁₉
CFN91173	Comanthosid A	70938-59-9	504.5	C₂₄H₂₄O₁₂
CFN00381	17-Methylparsonsianidine	135637-68-2	469.53	C₂₃H₃₅NO₉
CFN90803	16 alpha-Hydroxytrametenolic acid	176390-68-4	472.7	C₃₀H₄₈O₄