Luteolin
From Wikipedia, the free encyclopedia
| Luteolin | |
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| IUPAC name |
2-(3,4-Dihydroxyphenyl)- 5,7-dihydroxy-4-chromenone
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| Other names | Luteolol Digitoflavone Flacitran Luteoline |
| Identifiers | |
| CAS number | 491-70-3  |
| PubChem | 5280445 |
| SMILES |
C1=CC(=C(C=C1C2=CC (=O)C3=C(C=C(C=C3O2)O)O)O)O
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| Properties | |
| Molecular formula | C15H10O6 |
| Molar mass | 286.24 g/mol |
| Exact mass | 286.047738 |
| (what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Luteolin is a flavonoid; more specifically, it is one of the more common flavones.[1] It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an agent in the prevention of inflammation, a promoter of carbohydrate metabolism, and an immune system modulator. These characteristics of luteolin are also believed to play an important part in the prevention of cancer. Multiple research experiments describe luteolin as a biochemical agent that can dramatically reduce inflammation[2] and the symptoms of septic shock.
Luteolin is most often found in leaves, but it is also seen in celery, thyme, dandelion, rinds, barks, clover blossom and ragweed pollen.[1] It has also been isolated from Salvia tomentosa.[3] Dietary sources include celery, green pepper, thyme, perilla, camomile tea, carrots, olive oil, peppermint, rosemary and oregano.[4][5]
Contents |
[edit] Glycosides
- Orientin, the 8-C glucoside of luteolin
- Isoorientin, the 6-C glucoside
- Luteolin-7-glucoside (Cynaroside) and Luteolin-7-diglucoside found in dandelion coffee
- Luteolin-7-rutinoside (Veronicastroside)
[edit] See also
[edit] Side Effects
Luteolin is a PDE4 inhibitor Phosphodiesterase inhibitor-4 [6]
http://www.ncbi.nlm.nih.gov/pubmed/19853596
... significantly reversed the xylazine/ketamine-induced anesthesia in mice.
Gastrointestinal adverse effects such as nausea, vomiting and gastric hypersecretion should be carefully monitored, whenever luteolin is used for treating allergies, asthma or chronic obstructive pulmonary disease.
[edit] References
- ^ a b Mann, John (1992). Secondary Metabolism (2nd. ed.). Oxford, UK: Oxford University Press. pp. 279–280. ISBN 0-19-855529-6.
- ^ Luteolin reduces IL-6 production in microglia by inhibiting JNK phosphorylation and activation of AP-1 — PNAS
- ^ A. Ulubelen, M. Miski, P. Neuman, and T. J. Mabry (1979). "Flavonoids of Salvia tomentosa (Labiatae)". Journal of Natural Products 42 (4): 261–263. doi:.
- ^ Kayoko Shimoi, Hisae Okada, Michiyo Furugori, Toshinao Goda, Sachiko Takase, Masayuki Suzuki, Yukihiko Hara, Hiroyo Yamamoto, Naohide Kinae (1998). "Intestinal absorption of luteolin and luteolin 7-O-[beta]-glucoside in rats and humans". FEBS Letters 438 (3): 220–224. doi:.
- ^ López-Lázaro M. (2009). "Distribution and biological activities of the flavonoid luteolin". Mini Rev Med Chem. 9 (1): 31–59. PMID 19149659.
- ^ Eur J Pharmacol. 2009 Oct 22. [Epub ahead of print] Luteolin, a non-selective competitive inhibitor of phosphodiesterases 1-5, displaced [(3)H]-rolipram from high-affinity rolipram binding sites and reversed xylazine/ketamine-induced anesthesia. Yu MC, Chen JH, Lai CY, Han CY, Ko WC. PMID: 19853596
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