Cucurbitin
 | |
| Names | |
|---|---|
| IUPAC name
(3R)-3-Aminopyrrolidine-3-carboxylic acid | |
| Other names
(+)-Cucurbitin; Cucurbitine | |
| Identifiers | |
6807-92-7  | |
| ChemSpider | 390997 |
| |
| Jmol-3D images | Image |
| PubChem | 442634 |
| |
| Properties | |
| Molecular formula |
C5H10N2O2 |
| Molar mass | 130.15 g·mol−1 |
| Density | 1.263 g/mL |
| Boiling point | 279 °C (534 °F; 552 K) |
| Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| Infobox references | |
Cucurbitin is an amino acid and a carboxypyrrolidine that can eliminate parasitic worms.[1] It is found in Cucurbita seeds.[2][3] In 1992, a patent was filed to use the (-)-enantiomer in cosmetics and pharmaceuticals.[4] Cucurbitin is found in uncooked pumpkin seeds.[5]
Cucurbitin is an inhibitor of histidine decarboxylase, which is associated with inhibition of the biosynthesis of histamine responsible, among other things, for the formation of the inflammatory response.[6] It is used in cosmetics for dry and sensitive skin and for the treatment of schistosomiasis. Cucurbitin causes degenerative changes in the reproductive organs of parasitic flatworms called flukes.[7][8]
References
- ↑ Pierce, Andrea (1999). The Apha Practical Guide to Natural Medicines. New York: Stonesong Press, William Morrow & Company. pp. 212–214. ISBN 0-688-16151-0.
- ↑ "Pumpkin". Drugs.com. Retrieved November 22, 2014.
- ↑ Mihranian, Valentine H; Abou-Chaar, Charles I (1968). Theodor Karl Just; American Society of Pharmacognosy, ed. "Extraction, detection, and estimation of cucurbitin in Cucurbita seeds". Lloydia vol 31 (Lloyd Library and Museum) (issue 1): pp 23‑29.
- ↑ "(WO1992015563) USE OF CUCURBITIN FOR THE PREPARATION OF A COSMETIC OR PHARMACEUTICAL, PARTICULARLY DERMATOLOGICAL, ANTIALLERGENIC COMPOSITION AND METHOD INVOLVING APPLICATION THEREOF". Retrieved 18 March 2013.
- ↑ "Pumpkin Seed". South Towne Surgery Center. Retrieved November 22, 2014.
- ↑ Andre, Patrice; Thiery, Valérie; Guillaumet, Gérald. "Reacting 1-Benzyl-3-Pyrrolidinone with Ammoniacal Solutions;Hydrolysis; Reduction US 5696273 A". United States Patent Office. Retrieved November 22, 2014.
- ↑ Annual Reports in Medicinal Chemistry, Cornelius Kennedy Cain, 1966, Academic Press, ISBN 0120405016
- ↑ Austin, Daniel F. (2004). Florida Ethnobotany. Boca Raton, FL: CRC Press. pp. 411–412. ISBN 0-8493-2332-0.