20554-84-1 Usage
Description
Parthenolide is a sesquiterpene lactone and active principle found in Feverfew (Tanacetum parthenium), a plant known for its medicinal properties. It is a white solid substance with potent anti-inflammatory, MAP kinase inhibitor, and anti-tumor activities.
Uses
Used in Pharmaceutical Industry:
Parthenolide is used as an anti-inflammatory agent for treating conditions like ischemic injury. Its ability to inhibit signaling through NF-κB makes it a potential candidate for managing inflammation-related disorders.
Used in Oncology Research:
Parthenolide is used as an anti-tumor and anti-leukemia agent, particularly targeting acute myeloid leukemia. It induces apoptosis in cancer cells by inhibiting NF-κBand STAT-mediated anti-apoptotic gene transcription, making it a promising compound in cancer therapy.
Used in Parasitology:
Parthenolide has demonstrated its potential as an anti-parasitic agent by inhibiting the growth of the promastigote form of L. amazonensis, a causative agent of leishmaniasis.
Used in Allergen Research:
As an allergen found in feverfew, Parthenolide is used in studies to understand its role in allergic reactions and to develop potential treatments for allergy-related conditions.
Used in Chemical Reference:
Parthenolide serves as a primary reference substance with assigned absolute purity, making it valuable for research and quality control purposes in the chemical and pharmaceutical industries.
Biological Activity
The active principle of feverfew (Chrysanthemum parthenium), widely used as a herbal remedy for arthritis and migraine and as a febrifuge. Parthenolide is antisecretory, anti-inflammatory, spasmolytic and inhibits the release of 5-HT from blood platelets. Also inhibits generation of leukotriene B 4 and thromboxane B 2 .
Biochem/physiol Actions
Parthenolide is a sesquiterpene lactone present abundantly in the leaves and flowers of Tanacetum parthenium. It exhibits anti-cancer properties for the treatment of invasive cancers. Parthenolide exhibits therapeutic effects against inflammation and migraine. It plays a role in signal transduction and activation of transcription (STAT)-inhibition-mediated transcriptional repression of pro-apoptotic genes.
Contact allergens
Parthenolide is a sesquiterpene lactone found Asteraceae-
Compositae such as feverfew (Tanacetum parthenium
Schultz-Bip.) or congress grass (Parthenium hysterophorus
L.).
References
1) Kwok et al. (2001), The anti-inflammatory natural product parthenolide from the medicinal herb Feverfew directly binds to and inhibits IkappaB kinase; Chem. Biol., 8 759
2) Hwang et al. (1996), Inhibition of the expression of inducible cyclooxygenase and proinflammatory cytokines by sequiterpene lactones in macrophages correlates with the inhibition of MAP kinases; Biochem. Biophys. Res. Commun., 226 810
3) Barsby et al. (1992), Feverfew extracts and parthenolide irreversibly inhibit vascular responses of the rabbit aorta; J. Pharm. Pharmacol., 44 737
4) Sumner et al. (1992), Inhibition of 5-lipoxygenase and cyclo-oxygenase in leukocytes by feverfew. Involvement of sesquiterpene lactones and other components; Biochem. Pharmacol., 43 2313
5) Groenewegen et al. (1990), A comparison of the effects of an extract of feverfew and parthenolide, a component of feverfew, on human platelet activity in-vitro; J. Pharm. Pharmacol., 42 553
Check Digit Verification of cas no
The CAS Registry Mumber 20554-84-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,5,5 and 4 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 20554-84:
(7*2)+(6*0)+(5*5)+(4*5)+(3*4)+(2*8)+(1*4)=91
91 % 10 = 1
So 20554-84-1 is a valid CAS Registry Number.
InChI:InChI=1/C15H20O3/c1-9-5-4-8-15(3)13(18-15)12-11(7-6-9)10(2)14(16)17-12/h5,11-13H,2,4,6-8H2,1,3H3/b9-5+/t11?,12-,13-,15+/m0/s1