Description
Helenalin (6754-13-8) is a novel sesquiterpene lactone which inhibits NFκB1?and displays potent anti-inflammatory activity2. It suppresses essential immune functions of activated CD4+ T cells by multiple mechanisms.3 Helenalin also inhibits telomerase and this activity may be partially responsible for its anti-tumor effects.4
Uses
Helenalin is a highly toxic compound, with hepatic and lymphatic tissues particularly vulnerable to its effects. It is believed to be responsible for the toxicity and skin irritation associated with Arnica. If enough of the plant is ingested, the helenalin produces severe gastroenteritis and internal bleeding of the digestive tract.
Definition
ChEBI: Helenalin is a sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3 (the 3aS,4S,4aR,7aR,8R,9aR stereoisomer). It has a role as an anti-inflammatory agent, an antineoplastic agent, a plant metabolite and a metabolite. It is a gamma-lactone, a cyclic ketone, an organic heterotricyclic compound, a sesquiterpene lactone and a secondary alcohol.
in vivo
Helenalin (25 mg/kg; i.p.; 6 to 12 hours) administers to immature male ICR mice caused a rapid decrease in hepatic glutathione levels[2].
| Animal Model: | Immature male ICR mice[2] |
| Dosage: | 25 mg/kg |
| Administration: | i.p.; 6 to 12 hours |
| Result: | Caused a rapid decrease in hepatic glutathione levels. |
References
[1] G LYSS. The anti-inflammatory sesquiterpene lactone helenalin inhibits the transcription factor NF-kappaB by directly targeting p65.[J]. The Journal of Biological Chemistry, 1998, 273 50: 33508-33516. DOI:
10.1074/jbc.273.50.33508[2] G LYSS. Helenalin, an anti-inflammatory sesquiterpene lactone from Arnica, selectively inhibits transcription factor NF-kappaB.[J]. Biological Chemistry, 1997, 378 9: 951-961. DOI:
10.1515/bchm.1997.378.9.951[3] CARSTEN BERGES. Helenalin suppresses essential immune functions of activated CD4+ T cells by multiple mechanisms[J]. Molecular immunology, 2009, 46 15: Pages 2892-2901. DOI:
10.1016/j.molimm.2009.07.004[4] PEI-RONG HUANG Tzu C V W Yuan Ming Yeh. Potent inhibition of human telomerase by helenalin[J]. Cancer letters, 2005, 227 2: Pages 169-174. DOI:
10.1016/j.canlet.2004.11.045
