trans-Caryophyllene

Catalogue number C108030
Chemical nametrans-Caryophyllene
CAS Number87-44-5
Synonyms(1R,4E,9S)-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-4-ene
Molecular WeightC15H24
Formula204.4
Purity98%
Physical DescriptionOil
SolventChloroform, Dichloromethane,DMSO
StorageStored at 2-8°C, Protected from air and light, refrigerate or freeze
ApplicationsOur results revealed that oral treatment with alpha-humulene and (-)-trans-caryophyllene displayed marked inhibitory effects in different inflammatory experimental models in mice and rats. alpha-humulene and (-)-trans-caryophyllene were effective in reducing platelet activating factor-, bradykinin- and ovoalbumin-induced mouse paw oedema, while only alpha-humulene was able to diminish the oedema formation caused by histamine injection. Also, both compounds had important inhibitory effects on the mouse and rat carrageenan-induced paw oedema. Systemic treatment with alpha-humulene largely prevented both tumor necrosis factor-alpha (TNF-alpha) and interleukin-1beta (IL-1beta) generation in carrageenan-injected rats, whereas (-)-trans-caryophyllene diminished only TNFalpha release. Furthermore, both compounds reduced the production of prostaglandin E(2) (PGE(2)), as well as inducible nitric oxide synthase (iNOS) and cyclooxygenase (COX-2) expression, induced by the intraplantar injection of carrageenan in rats. The anti-inflammatory effects of alpha-humulene and (-)-trans-caryophyllene were comparable to those observed in dexamethasone-treated animals, used as positive control drug. All these findings indicate that alpha-humulene and (-)-trans-caryophyllene might represent important tools for the management and/or treatment of inflammatory diseases.
References1. European Journal of Pharmacology, 2007, 569(3), 228-236.
2. Environ. Sci. Technol., 1993, 27(13), 2754-2758.
3. J. Am. Chem. Soc., 1990, 112(24), 8980-8982.
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trans-Caryophyllene
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