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Short description: Group of chemical compounds
Chemical structure of 12-O-tetradecanoylphorbol-13-acetate, a phorbol ester
Phorbol esters are a class of chemical compounds found in a variety of plants, particularly in the families Euphorbiaceae and Thymelaeaceae.[1][2] Chemically, they are ester derivatives of the tetracyclic diterpenoid phorbol.
Biological activity
Protein kinase C (PKC) is a phorbol ester receptor.[2][3] Phorbol esters can stimulate PKC in a similar way to diglycerides.[2][3]
Phorbol esters are known for their ability to promote tumors.[2] In particular, 12-O-tetradecanoylphorbol-13-acetate (TPA) is used as a biomedical research tool in models of carcinogenesis.[4][5]
Plants that contain phorbol esters are often poisonous.[5]
References
- ↑ Goel, G; Makkar, H. P.; Francis, G; Becker, K (2007). "Phorbol esters: Structure, biological activity, and toxicity in animals". International Journal of Toxicology 26 (4): 279–88. doi:10.1080/10915810701464641. PMID 17661218.
- ↑ 2.0 2.1 2.2 2.3 Evans, Gerald A.; Farrar, William L. (1998-01-01), Delves, Peter J., ed. (in en), Phorbol Esters, Oxford: Elsevier, pp. 1940–1942, doi:10.1006/rwei.1999.0488, ISBN 978-0-12-226765-9, http://www.sciencedirect.com/science/article/pii/B012226765600503X, retrieved 2020-11-26
- ↑ 3.0 3.1 Weimer, R.; Richmond, J. (2015-01-01), "Munc13 and Associated Molecules☆" (in en), Reference Module in Biomedical Sciences (Elsevier), doi:10.1016/b978-0-12-801238-3.04674-2, ISBN 978-0-12-801238-3, http://www.sciencedirect.com/science/article/pii/B9780128012383046742, retrieved 2020-11-26
- ↑ Emerit, Ingrid; Cerutti, Peter A. (1981). "Tumour promoter phorbol-12-myristate-13-acetate induces chromosomal damage via indirect action". Nature 293 (5828): 144–6. doi:10.1038/293144a0. PMID 7266668. Bibcode: 1981Natur.293..144E.
- ↑ 5.0 5.1 Abdel-Fatta Rizk (1990). Poisonous Plant Contamination of Edible Plants. CRC Press. pp. 43–44. ISBN 9780849363696.
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TRPA | Activators |
- 4-Hydroxynonenal
- 4-Oxo-2-nonenal
- 4,5-EET
- 12S-HpETE
- 15-Deoxy-Δ12,14-prostaglandin J2
- α-Sanshool (ginger, Sichuan and melegueta peppers)
- Acrolein
- Allicin (garlic)
- Allyl isothiocyanate (mustard, radish, horseradish, wasabi)
- AM404
- Bradykinin
- Cannabichromene (cannabis)
- Cannabidiol (cannabis)
- Cannabigerol (cannabis)
- Cinnamaldehyde (cinnamon)
- CR gas (dibenzoxazepine; DBO)
- CS gas (2-chlorobenzal malononitrile)
- Curcumin (turmeric)
- Dehydroligustilide (celery)
- Diallyl disulfide
- Dicentrine (Lindera spp.)
- Farnesyl thiosalicylic acid
- Formalin
- Gingerols (ginger)
- Hepoxilin A3
- Hepoxilin B3
- Hydrogen peroxide
- Icilin
- Isothiocyanate
- Ligustilide (celery, Angelica acutiloba)
- Linalool (Sichuan pepper, thyme)
- Methylglyoxal
- Methyl salicylate (wintergreen)
- N-Methylmaleimide
- Nicotine (tobacco)
- Oleocanthal (olive oil)
- Paclitaxel (Pacific yew)
- Paracetamol (acetaminophen)
- PF-4840154
- Phenacyl chloride
- Polygodial (Dorrigo pepper)
- Shogaols (ginger, Sichuan and melegueta peppers)
- Tear gases
- Tetrahydrocannabinol (cannabis)
- Thiopropanal S-oxide (onion)
- Umbellulone (Umbellularia californica)
- WIN 55,212-2
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Blockers | |
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TRPC | |
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TRPM | |
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TRPML | |
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TRPP | |
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TRPV | Activators |
- 2-APB
- 5',6'-EET
- 9-HODE
- 9-oxoODE
- 12S-HETE
- 12S-HpETE
- 13-HODE
- 13-oxoODE
- 20-HETE
- α-Sanshool (ginger, Sichuan and melegueta peppers)
- Allicin (garlic)
- AM404
- Anandamide
- Bisandrographolide (Andrographis paniculata)
- Camphor (camphor laurel, rosemary, camphorweed, African blue basil, camphor basil)<!--TRPV1 and TRPV3-->
- Cannabidiol (cannabis)
- Cannabidivarin (cannabis)
- Capsaicin (chili pepper)
- Carvacrol (oregano, thyme, pepperwort, wild bergamot, others)
- DHEA
- Diacyl glycerol
- Dihydrocapsaicin (chili pepper)
- Estradiol
- Eugenol (basil, clove)
- Evodiamine (Euodia ruticarpa)
- Gingerols (ginger)
- GSK1016790A
- Heat
- Hepoxilin A3
- Hepoxilin B3
- Homocapsaicin (chili pepper)
- Homodihydrocapsaicin (chili pepper)
- Incensole (incense)
- Lysophosphatidic acid
- Low pH (acidic conditions)
- Menthol (mint)
- N-Arachidonoyl dopamine
- N-Oleoyldopamine
- N-Oleoylethanolamide
- Nonivamide (PAVA) (PAVA spray)
- Nordihydrocapsaicin (chili pepper)
- Paclitaxel (Pacific yew)
- Paracetamol (acetaminophen)
- Phorbol esters (e.g., 4α-PDD)
- Piperine (black pepper, long pepper)
- Polygodial (Dorrigo pepper)
- Probenecid
- Protons
- RhTx
- Rutamarin (Ruta graveolens)
- Resiniferatoxin (RTX) (Euphorbia resinifera/pooissonii)
- Shogaols (ginger, Sichuan and melegueta peppers)
- Tetrahydrocannabivarin (cannabis)
- Thymol (thyme, oregano)
- Tinyatoxin (Euphorbia resinifera/pooissonii)
- Tramadol
- Vanillin (vanilla)
- Zucapsaicin
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Blockers | |
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