Shipping to United States We Offer Worldwide Shipping
Login Wishlist

Periplogenin

$288

  • Brand : BIOFRON

  • Catalogue Number : BD-D1222

  • Specification : 98%(HPLC)

  • CAS number : 514-39-6

  • Formula : C23H34O5

  • Molecular Weight : 390.51

  • PUBCHEM ID : 10574

  • Volume : 20MG

Available on backorder

Quantity
Checkout Bulk Order?

Catalogue Number

BD-D1222

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

390.51

Appearance

White crystalline powder

Botanical Source

Periploea sepium/" Isol. from seeds of Strophanthus preussii, from Castilla elastica, Pentopetia androsaernifolia, Antiaris africana, Antiaris toxicaria and others. Isol. from defence secretion of Chrysolina coerulans"

Structure Type

Steroids

Category

Standards;Natural Pytochemical;API

SMILES

CC12CCC(CC1(CCC3C2CCC4(C3(CCC4C5=CC(=O)OC5)O)C)O)O

Synonyms

Desoxostrophanthidin/Bio-0181/Periplogenin

IUPAC Name

3-[(3S,5S,8R,9S,10R,13R,14S,17R)-3,5,14-trihydroxy-10,13-dimethyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Applications

Density

Solubility

Methanol; Chloroform; Ethyl Acetate

Flash Point

Boiling Point

Melting Point

245-248℃

InChl

InChI=1S/C23H34O5/c1-20-7-3-15(24)12-22(20,26)9-5-18-17(20)4-8-21(2)16(6-10-23(18,21)27)14-11-19(25)28-13-14/h11,15-18,24,26-27H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,20+,21+,22-,23-/m0/s1

InChl Key

QJPCKAJTLHDNCS-FBAXFMHRSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:514-39-6) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

30466613

Abstract

BACKGROUND:
During a screening of Chinese plants traditionally used for the treatment of cancer and related diseases, extracts of the root bark of Periploca sepium Bunge showed strong cytotoxic activity.

PURPOSE:
Isolate and identify cytotoxic compounds from P. sepium and investigate the effects and mechanism of action on different cancer cell lines.

METHODS:
Extracts obtained with solvents of different polarities of the root bark of P. sepium were tested for their anti-proliferative effects. The most active extract was subjected to activity-guided fractionation using different chromatographic methods. The most active compound was further investigated on sarcoma cell lines regarding its effects concerning apoptosis, DNA damage and death receptor expression.

RESULTS:
We isolated the cardiac glycosides periplocin, glucosyl divostroside, periplogenin, periplocymarin and periplocoside M with periplocin exhibiting the lowest IC50 value against leukemia and liposarcoma cells. Liposarcomas are rare tumors within the heterogeneous group of soft tissue sarcomas and respond poorly to conventional treatments. Periplocin led to growth inhibition and apoptosis induction by changing the expression of death receptors and inducing DNA double strand breaks in SW-872 cells.

CONCLUSION:
Periplocin displays a promising mechanism of action in sarcoma cells because altering the death receptor expression is an interesting target in sarcoma treatment especially to overcome TRAIL resistance.

Copyright © 2018. Published by Elsevier GmbH.

KEYWORDS

Apoptosis; Death receptors; Liposarcoma; Periploca sepium; Periplocin

Title

Periplocin, the most anti-proliferative constituent of Periploca sepium, specifically kills liposarcoma cells by death receptor mediated apoptosis.

Author

Lohberger B1, Wagner S2, Wohlmuther J1, Kaltenegger H1, Stuendl N1, Leithner A1, Rinner B3, Kunert O4, Bauer R5, Kretschmer N2.

Publish date

2018 Dec 1

PMID

29809276

Abstract

Periplocin is a cardiac glycoside and has been used widely in the clinic for its cardiotonic, anti-inflammatory and anti-tumor effects. Although it is taken frequently by oral administration in the clinic, there have been no reports demonstrating that periplocin could be detected in vivo after an oral administration, so there is an urgen need to determine the characteristics of periplocin in vivo after oral administration. In this study, a sensitive and reliable liquid chromatography-tandem mass spectrometry method was developed and validated to identify and quantify periplocin and its two metabolites in rat tissue after a single dosage of perplocin at 50 mg/kg. The results demonstrated that periplocin and its two metabolites were detected in all of the selected tissues; periplocin could reach peak concentration quickly after administration, while periplocymarin and periplogenin reached maximum concentration > 4.83 h after administration. The tissue distribution of analytes tended to be mostly in the liver, and higher analyte concentrations were found in the heart, liver, spleen, lung and kidney, but a small amount of chemical constituents was distributed into the brain. The consequences obtained using this method might provide a meaningful insight for clinical investigations and applications.

© 2018 John Wiley & Sons, Ltd.

KEYWORDS

metabolites; periplocin; periplocymarin; periplogenin; tissue distribution

Title

Tissue distribution study of periplocin and its two metabolites in rats by a validated LC-MS/MS method.

Author

Liu H1, Zhang D1, Tang Z1, Sun M1, Azietaku JT1, Ouyang H2, Chang Y1, Wang M1, He J1, Gao X1.

Publish date

2018 Oct

PMID

26974139

Abstract

The seeds of Strophanthus kombe Oliv. are known to contain high levels of cardioactive compounds. However, the therapeutic use of Strophanthus in the treatment of cardiopathy requires more detailed knowledge of the compound profile to profit from the full potential of Strophanthus preparations. Therefore, the objective was to characterize the cardenolide profile and lipophilic constituents in S. kombe seeds using methods applicable in routine quality control. Freshly prepared S. kombe seed extracts were analyzed without previous sample clean-up using a novel HPLC-DAD-MSn method. In addition, seed oils were analyzed by GC-MS following derivatization of the lipids. More than 20 cardenolides were tentatively assigned in the seed extracts including strophanthidin, strophanthidol, periplogenin and strophanthidinic acid aglycones, carrying various saccharide moieties. The findings revealed the presence of eight novel cardenolides, which have not been described for S. kombe so far. The occurrence of strophanthidinic acid derivatives was verified by comparison with synthesized strophanthidinic acid-cymaropyranoside. GC-MS characterization of the oils mainly revealed the presence of fatty acids, especially oleic acid and linoleic acid, as well as phytosterols, the latter representing intermediates of cardenolide biosynthesis. In summary, these findings broaden our knowledge on the secondary metabolism of Strophanthus.

Title

Characterization of the cardiac glycoside and lipid profiles of Strophanthus kombe Oliv. seeds.

Author

Knittel DN, Lorenz P, Huber U, Stintzing FC, Kammerer DR.

Publish date

2016 Mar