Podophyllotoxin

Min.Order / FOB Price:Get Latest Price

10 Milligram	Negotiable

10 Milligram

Negotiable

Min.Order :10 Milligram
Purity: ≥98%
Payment Terms : T/T

Keywords

Podophyllotoxin 518-28-5 standard supplier in China

Quick Details

Appearance:detailed see specifications
Application:analysis,activity test,Botanical Reference Materials,Standard materials
PackAge:According to the clients requirement.
ProductionCapacity:1|Metric Ton|Day
Storage:Store at 2~8°C
Transportation:by air or by ocean shipping

Superiority:

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers.
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.

Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

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.

Details:

Chemical Properties of Podophyllotoxin

Cas No.	518-28-5
PubChem ID	10607	Appearance	White powder
Formula	C₂₂H₂₂O₈	M.Wt	414.41
Type of Compound	Lignans	Storage	Desiccate at -20°C
Synonyms	Podofilox; PPT;4354-76-1;Condyline;477-47-4
Solubility	DMSO : ≥ 100 mg/mL (241.31 mM) *"≥" means soluble, but saturation unknown.
Chemical Name	(5R,5aR,8aR,9R)-5-hydroxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one
SMILES	COC1=CC(=CC(=C1OC)OC)C2C3C(COC3=O)C(C4=CC5=C(C=C24)OCO5)O
Standard InChIKey	YJGVMLPVUAXIQN-XVVDYKMHSA-N
Standard InChI	InChI=1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/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 Podophyllotoxin

1 Juniperus sp. 2 Podophyllum sp.

Biological Activity of Podophyllotoxin

Description

Podophyllotoxin(Podofilox ) is a potent inhibitor of microtubule assembly and DNA topoisomerase II. Podophyllotoxin has antitumor and antiviral properties, but it also shows cytotoxicity for normal cells and hence side effects derived from its lack of selectivity against tumoral cells.

Targets

Topoisomerase | MMP(e.g.TIMP)

In vitro

Recent Developments Towards Podophyllotoxin Congeners as Potential Apoptosis Inducers.[Pubmed: 25469512]

Anticancer Agents Med Chem. 2014 Nov 30.

Podophyllotoxin, a lignan extracted from rhizomes of Podophyllum species, is a well established lead in the development of new chemical agents for the treatment of cancer. Its semi-synthetic variant, etoposide is an anticancer drug which inhibits DNA topoisomerase II causing cell cycle arrest in the S the phase. Its clinical success and intriguing mode of action made it a much sought after skeleton for the development of better antitumor agents. Modifications were made at several positions of its skeleton with the aim to either improve its potency or to overcome drug resistance. In recent years, the structurally modified Podophyllotoxins have been investigated for their apoptosis inducing ability. Although numerous reviews emphasized the occurrence, synthesis and applications of Podophyllotoxins, the recent progress towards development of structurally modified Podophyllotoxins possessing apoptosis inducing ability has not been previously reviewed.
CONCLUSIONS:
Therefore the present review focuses on the studies carried out in the design and synthesis of new Podophyllotoxin derivatives and their evaluation as apoptosis inducers.

Apoptosis of human gastric cancer SGC-7901 cells induced by podophyllotoxin.[Pubmed: 24940431]

Exp Ther Med. 2014 May;7(5):1317-1322. Epub 2014 Mar 6.

Numerous studies have demonstrated that Podophyllotoxin and its derivatives exhibit antitumor effects. The aim of the present study was to investigate SGC-7901 cell apoptosis and the underlying mechanism induced by Podophyllotoxin. SGC-7901 cells were treated with varying concentrations of Podophyllotoxin.
METHODS AND RESULTS:
MTT assays and flow cytometry were used to evaluate the effects of Podophyllotoxin on the proliferation and apoptosis of SGC-7901 cells, while fluorescence inverted microscopy was used to observe the morphology of SGC-7901 cells that had been dyed with Hoechst 33258. In addition, laser scanning confocal microscopy was used to analyze the mitochondrial membrane potential (MMP) of SGC-7901 cells dyed with Rhodamine 123. Western blotting was performed to analyze the expression levels of cytochrome c (cyt-c), caspase-9 and caspase-3 in the SGC-7901 cells. The results indicated that Podophyllotoxin was capable of inhibiting growth and inducing the apoptosis of SGC-7901 cells in a dose-dependent manner, causing cell cycle arrest at the G2/M phase. After 48 h of treatment, the apoptotic morphology of SGC-7901 cells was clear, exhibiting cell protuberance, concentrated cytoplasms and apoptotic bodies. Following 24 h of treatment, the MMP of the SGC-7901 cells decreased. In addition, after 48 h, the expression of cyt-c was shown to be upregulated, while the expression levels of pro-caspase-9 and pro-caspase-3 in the SGC-7901 cells were shown to be downregulated.
CONCLUSIONS:
In conclusion, apoptosis can be induced in SGC-7901 cells by Podophyllotoxin, potentially via a mitochondrial pathway, indicating that Podophyllotoxin may be a potent agent for cancer treatment.

Protocol of Podophyllotoxin

Structure Identification

Curr Pharm Des. 2000 Dec;6(18):1811-39.

Antitumor properties of podophyllotoxin and related compounds.[Pubmed: 11102564]

The lignan family of natural products includes compounds with important antineoplastic and antiviral properties such as Podophyllotoxin and two of their semisynthetic derivatives, etoposide and teniposide. The latter are included in a wide variety of cancer chemotherapy protocols. Due to these biological activities, lignans, and especially cyclolignans, have been the objective of numerous studies focused to prepare better and safer anticancer drugs. The mechanism by which Podophyllotoxin blocks cell division is related to its inhibition of microtubule assembly in the mitotic apparatus. However, etoposide and teniposide were shown not to be inhibitors of microtubule assembly which suggested that their antitumor properties were due to another mechanism of action, via their interaction with DNA and inhibition of DNA topoisomerase II.
METHODS AND RESULTS:
Other Podophyllotoxin derivatives has also been reported which retained or even improved the cytotoxic activity, but these were weak inhibitors of topoisomerase II in vitro; the data revealed that such analogs exhibit a different, as yet unknown, mechanism of action. The main deficiency of these compounds is their cytotoxicity for normal cells and hence side effects derived from their lack of selectivity against tumoral cells. In this regard it is necessary to investigate and prepare new more potent and less toxic analogs, that is, with better therapeutic indices. It is well accepted from structure-activity studies in this field that the trans-lactones are more potent as antineoplastics than the cis-lactones. Not only the configuration of the D ring is an important factor for high cytotoxic activity, but also a quasi-axial arrangement of the E ring is necessary. On this basis, studies on lignans have been addressed to modify the lactone moiety and prepare analogs with heteroatoms at different positions of the cyclolignan skeleton. Our group has been working during the last few years on chemical transformations of Podophyllotoxin and analogs and we have prepared a large number of cyclolignan derivatives some of which display potent antiviral, immunosuppressive and cytotoxic activities. We have reported several new cytotoxic agents with nitrogen atoms at C-7 or C-9 or at both C-7 and C-9: imine derivatives, oxime derivatives, pyrazoline-, pyrazo- and isoxazoline-fused cyclolignans.
CONCLUSIONS:
At present, we are preparing mainly new compounds by modifications of the A and E cyclolignan-rings. They are being tested on cultures of different tumoral cell lines (P-388 murine leukemia, A-549 human lung carcinoma, HT-29 human colon carcinoma and MEL-28 human melanoma) and some of them have shown an interesting and selective cytotoxicity.

Preparing Stock Solutions of Podophyllotoxin

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.4131 mL	12.0653 mL	24.1307 mL	48.2614 mL	60.3267 mL
5 mM	0.4826 mL	2.4131 mL	4.8261 mL	9.6523 mL	12.0653 mL
10 mM	0.2413 mL	1.2065 mL	2.4131 mL	4.8261 mL	6.0327 mL
50 mM	0.0483 mL	0.2413 mL	0.4826 mL	0.9652 mL	1.2065 mL
100 mM	0.0241 mL	0.1207 mL	0.2413 mL	0.4826 mL	0.6033 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.

References on Podophyllotoxin

Apoptosis of human gastric cancer SGC-7901 cells induced by podophyllotoxin.[Pubmed:24940431]

Exp Ther Med. 2014 May;7(5):1317-1322.

Numerous studies have demonstrated that Podophyllotoxin and its derivatives exhibit antitumor effects. The aim of the present study was to investigate SGC-7901 cell apoptosis and the underlying mechanism induced by Podophyllotoxin. SGC-7901 cells were treated with varying concentrations of Podophyllotoxin. MTT assays and flow cytometry were used to evaluate the effects of Podophyllotoxin on the proliferation and apoptosis of SGC-7901 cells, while fluorescence inverted microscopy was used to observe the morphology of SGC-7901 cells that had been dyed with Hoechst 33258. In addition, laser scanning confocal microscopy was used to analyze the mitochondrial membrane potential (MMP) of SGC-7901 cells dyed with Rhodamine 123. Western blotting was performed to analyze the expression levels of cytochrome c (cyt-c), caspase-9 and caspase-3 in the SGC-7901 cells. The results indicated that Podophyllotoxin was capable of inhibiting growth and inducing the apoptosis of SGC-7901 cells in a dose-dependent manner, causing cell cycle arrest at the G2/M phase. After 48 h of treatment, the apoptotic morphology of SGC-7901 cells was clear, exhibiting cell protuberance, concentrated cytoplasms and apoptotic bodies. Following 24 h of treatment, the MMP of the SGC-7901 cells decreased. In addition, after 48 h, the expression of cyt-c was shown to be upregulated, while the expression levels of pro-caspase-9 and pro-caspase-3 in the SGC-7901 cells were shown to be downregulated. In conclusion, apoptosis can be induced in SGC-7901 cells by Podophyllotoxin, potentially via a mitochondrial pathway, indicating that Podophyllotoxin may be a potent agent for cancer treatment.

Recent developments towards podophyllotoxin congeners as potential apoptosis inducers.[Pubmed:25469512]

Anticancer Agents Med Chem. 2015;15(5):565-74.

Podophyllotoxin, a lignan extracted from rhizomes of Podophyllum species, is a well established lead in the development of new chemical agents for the treatment of cancer. Its semi-synthetic variant, etoposide is an anticancer drug which inhibits DNA topoisomerase II causing cell cycle arrest in the S the phase. Its clinical success and intriguing mode of action made it a much sought after skeleton for the development of better antitumor agents. Modifications were made at several positions of its skeleton with the aim to either improve its potency or to overcome drug resistance. In recent years, the structurally modified Podophyllotoxins have been investigated for their apoptosis inducing ability. Although numerous reviews emphasized the occurrence, synthesis and applications of Podophyllotoxins, the recent progress towards development of structurally modified Podophyllotoxins possessing apoptosis inducing ability has not been previously reviewed. Therefore the present review focuses on the studies carried out in the design and synthesis of new Podophyllotoxin derivatives and their evaluation as apoptosis inducers.

Antitumor properties of podophyllotoxin and related compounds.[Pubmed:11102564]

Curr Pharm Des. 2000 Dec;6(18):1811-39.

The lignan family of natural products includes compounds with important antineoplastic and antiviral properties such as Podophyllotoxin and two of their semisynthetic derivatives, etoposide and teniposide. The latter are included in a wide variety of cancer chemotherapy protocols. Due to these biological activities, lignans, and especially cyclolignans, have been the objective of numerous studies focused to prepare better and safer anticancer drugs. The mechanism by which Podophyllotoxin blocks cell division is related to its inhibition of microtubule assembly in the mitotic apparatus. However, etoposide and teniposide were shown not to be inhibitors of microtubule assembly which suggested that their antitumor properties were due to another mechanism of action, via their interaction with DNA and inhibition of DNA topoisomerase II. Other Podophyllotoxin derivatives has also been reported which retained or even improved the cytotoxic activity, but these were weak inhibitors of topoisomerase II in vitro; the data revealed that such analogs exhibit a different, as yet unknown, mechanism of action. The main deficiency of these compounds is their cytotoxicity for normal cells and hence side effects derived from their lack of selectivity against tumoral cells. In this regard it is necessary to investigate and prepare new more potent and less toxic analogs, that is, with better therapeutic indices. It is well accepted from structure-activity studies in this field that the trans-lactones are more potent as antineoplastics than the cis-lactones. Not only the configuration of the D ring is an important factor for high cytotoxic activity, but also a quasi-axial arrangement of the E ring is necessary. On this basis, studies on lignans have been addressed to modify the lactone moiety and prepare analogs with heteroatoms at different positions of the cyclolignan skeleton. Our group has been working during the last few years on chemical transformations of Podophyllotoxin and analogs and we have prepared a large number of cyclolignan derivatives some of which display potent antiviral, immunosuppressive and cytotoxic activities. We have reported several new cytotoxic agents with nitrogen atoms at C-7 or C-9 or at both C-7 and C-9: imine derivatives, oxime derivatives, pyrazoline-, pyrazo- and isoxazoline-fused cyclolignans. At present, we are preparing mainly new compounds by modifications of the A and E cyclolignan-rings. They are being tested on cultures of different tumoral cell lines (P-388 murine leukemia, A-549 human lung carcinoma, HT-29 human colon carcinoma and MEL-28 human melanoma) and some of them have shown an interesting and selective cytotoxicity.

Description

Podofilox (Podophyllotoxin) is a potent inhibitor of microtubule assembly and DNA topoisomerase II.

Keywords:

Podophyllotoxin,518-28-5,Podofilox; PPT;4354-76-1;Condyline;477-47-4,Natural Products,Microtubule/Tubulin, buy Podophyllotoxin , Podophyllotoxin supplier , purchase Podophyllotoxin , Podophyllotoxin cost , Podophyllotoxin manufacturer , order Podophyllotoxin , high purity Podophyllotoxin

View All

Visit Store