Chemistry:Matricin

From HandWiki

Matricin is a colorless sesquiterpene found in the flowers of chamomille (Matricaria chamomilla).[1] Steam distillation during the processing of chamomille can convert matricin to chamazulene, a blue-violet derivative of azulene.[2][3] Oral ingestion of matricin results in chamazulene being found in blood plasma and artificial gastric fluid is able to convert matricin to chamazulene.[1]

Degradation of matricin (1) to chamazulene (3) via chamazulene carboxylic acid (2).

References

  1. 1.0 1.1 Ramadan, Mai; Goeters, Susanne; Watzer, Bernhard; Krause, Eva; Lohmann, Klaus; Bauer, Rudolf; Hempel, Bernd; Imming, Peter (2006-07-01). "Chamazulene Carboxylic Acid and Matricin: A Natural Profen and Its Natural Prodrug, Identified through Similarity to Synthetic Drug Substances". Journal of Natural Products 69 (7): 1041–1045. doi:10.1021/np0601556. ISSN 0163-3864. PMID 16872141. Bibcode2006JNAtP..69.1041R. https://doi.org/10.1021/np0601556. 
  2. Safayhi, H; Sabieraj, J; Sailer, ER; Ammon, HP (1994). "Chamazulene: An antioxidant-type inhibitor of leukotriene B4 formation". Planta Medica 60 (5): 410–3. doi:10.1055/s-2006-959520. PMID 7997466. Bibcode1994PlMed..60..410S. 
  3. Sah, Amit; Naseef, Punnoth Poonkuzhi; Kuruniyan, Mohammed S.; Jain, Gaurav K.; Zakir, Foziyah; Aggarwal, Geeta (2022-10-19). "A Comprehensive Study of Therapeutic Applications of Chamomile" (in en). Pharmaceuticals 15 (10): 1284. doi:10.3390/ph15101284. ISSN 1424-8247. PMID 36297396.