Parthenolide

Parthenolide
Identifiers
CAS number 20554-84-1 Y
PubChem 5353864
UNII 2RDB26I5ZB N
ChEMBL CHEMBL540445 N
RTECS number LY4220000
Properties
Molecular formula C15H20O3
Molar mass 248.32 g mol−1
Melting point

113-115

 N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Parthenolide is a sesquiterpene lactone of the germacranolide class which occurs naturally in the plant feverfew (Tanacetum parthenium), after which it is named. It is found in highest concentration in the flowers and fruit.

The plant is well known in natural medicine. Tablets and tinctures are used for the relief of migraine, to help prevent blood clots,[1] as an anti-inflammatory providing relief in cases of arthritis, to relieve some types of menstrual problems, and as a digestive aid. Parthenolide is the main active ingredient.

Many vendors of feverfew remedies specify the content of parthenolide in their products. Lack of solubility in water limits the benefits of parthenolide as a drug, and now motivates drug researchers to develop synthetic analogs that will be easier to absorb.

Biological activities

References

  1. ^ López-Franco, O; Hernández-Vargas, P; Ortiz-Muñoz, G; Sanjuán, G; Suzuki, Y; Ortega, L; Blanco, J; Egido, J et al. (2006). "Parthenolide modulates the NF-kappaB-mediated inflammatory responses in experimental atherosclerosis". Arteriosclerosis, thrombosis, and vascular biology 26 (8): 1864–70. doi:10.1161/01.ATV.0000229659.94020.53. PMID 16741149. 
  2. ^ Guzman, ML; Rossi, RM; Karnischky, L; Li, X; Peterson, DR; Howard, DS; Jordan, CT (2005). "The sesquiterpene lactone parthenolide induces apoptosis of human acute myelogenous leukemia stem and progenitor cells". Blood 105 (11): 4163–9. doi:10.1182/blood-2004-10-4135. PMC 1895029. PMID 15687234. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1895029. 
  3. ^ Tiuman, TS; Ueda-Nakamura, T; Garcia Cortez, DA; Dias Filho, BP; Morgado-Díaz, JA; De Souza, W; Nakamura, CV (2005). "Antileishmanial Activity of Parthenolide, a Sesquiterpene Lactone Isolated from Tanacetum parthenium". Antimicrobial agents and chemotherapy 49 (1): 176–82. doi:10.1128/AAC.49.11.176-182.2005. PMC 538891. PMID 15616293. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=538891. 
  4. ^ Miglietta, A; Bozzo, F; Gabriel, L; Bocca, C (2004). "Microtubule-interfering activity of parthenolide". Chemico-biological interactions 149 (2–3): 165–73. doi:10.1016/j.cbi.2004.07.005. PMID 15501437. 
  5. ^ Feltenstein, MW; Schühly, W; Warnick, JE; Fischer, NH; Sufka, KJ (2004). "Anti-inflammatory and anti-hyperalgesic effects of sesquiterpene lactones from Magnolia and Bear's foot". Pharmacology, biochemistry, and behavior 79 (2): 299–302. doi:10.1016/j.pbb.2004.08.008. PMID 15501305. 
  6. ^ Yip, KH; Zheng, MH; Feng, HT; Steer, JH; Joyce, DA; Xu, J (2004). "Sesquiterpene lactone parthenolide blocks lipopolysaccharide-induced osteolysis through the suppression of NF-kappaB activity". Journal of Bone and Mineral Research 19 (11): 1905–16. doi:10.1359/JBMR.040919. PMID 15476591. 

External links