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Key Documents

D4196

Sigma-Aldrich

Dehydroleucodine

≥98% (HPLC)

Synonym(s):

11,13-Dehydroleucodin, Dehydroleucodin, Leucodin, Lidbeckialactone, Mesatlantin E, NSC 180034, [3aS-(3aalpha,9aalpha,9bbeta)]-3,3a,4,5,9a,9b-hexahydro-6,9-dimethyl-3-methylene-azuleno[4,5-b]furan-2,7-dione, dehydro-

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About This Item

Empirical Formula (Hill Notation):
C15H16O3
CAS Number:
Molecular Weight:
244.29
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to off-white

solubility

DMSO: ≥30 mg/mL

storage temp.

room temp

SMILES string

CC1=C2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3CC1)C(C)=CC2=O

InChI

1S/C15H16O3/c1-7-4-5-10-9(3)15(17)18-14(10)13-8(2)6-11(16)12(7)13/h6,10,13-14H,3-5H2,1-2H3/t10-,13-,14-/m0/s1

InChI key

SKNVIAFTENCNGB-BPNCWPANSA-N

Biochem/physiol Actions

Dehydroleucodine is a sesquiterpene lactone isolated from Artemisia douglasiana Besser; mast cell stabilizers.
Dehydroleucodine is a sesquiterpene lactone isolated from Artemisia douglasiana Besser; mast cell stabilizers. An extract from the plant is widely used in Cuyo region (Argentina) as folk medicine for the treatment of gastric ailments. The compound prevents gastric and duodenal damages in response to necrosis-inducing agents. Stabilization of mast cells may be a key mechanism to protect the gastrointestinal tract from injury and ulceration. Recently, it was established that dehydroleucodine and xanthatin inhibit mast cell degranulation induced by compound 48/80.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Alicia B Penissi et al.
Biocell : official journal of the Sociedades Latinoamericanas de Microscopia Electronica ... et. al, 27(2), 163-172 (2003-09-27)
The purpose of this review, based on studies from our laboratory as well as from others, is to summarize salient features of mast cell immunobiology and to describe their associations with gastrointestinal mucosal defense. Gastrointestinal mast cells are involved in
Liliana Elizabeth Moreno et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(3-4), 672-674 (2012-01-14)
The dehydroleucodine is a sesquiterpene lactone isolated from Artemisia douglasiana Besser which is used in popular medicine. Toxicity tests using embryos of amphibian have been widely used in order to predict toxic effects of different compounds. However, to our knowledge
Verónica Jimenez-Ortiz et al.
The Journal of parasitology, 91(1), 170-174 (2005-04-29)
Sesquiterpene lactones constitute a large group of biologically active compounds obtained from plants. The lactones, mexicanin (MXN) and helenalin (HLN), were reported recently as active against the infective form of Trypanosoma cruzi. In this work, we studied the effects of
T Guardia et al.
Journal of ethnopharmacology, 88(2-3), 195-198 (2003-09-10)
The effect of Dehydroleucodine (DhL) on gastric acid secretion in rats was investigated at a dose of 40 mg/kg, while its anti-inflammatory effect was investigated in two experimental models: arthritis induced by Freund's adjuvant carrageenan- and cotton pellet-induced granuloma. DhL
M G Repetto et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 35(5), 523-534 (2002-05-16)
There is evidence concerning the participation of reactive oxygen species in the etiology and physiopathology of human diseases, such as neurodegenerative disorders, inflammation, viral infections, autoimmune pathologies, and digestive system disorders such as gastrointestinal inflammation and gastric ulcer. The role

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