Galangina

Galangina
Nombre IUPAC
	3,5,7-trihydroxy-2-phenylchromen-4-one
General
Otros nombres	Norizalpinin; 3,5,7-Trihydroxyflavone; 3,5,7-triOH-Flavone
Fórmula estructural
Fórmula molecular	C15H10O5
Identificadores
Número CAS	548-83-4
ChEBI	5262
ChEMBL	309490
ChemSpider	4444935
PubChem	5281616
UNII	142FWE6ECS
KEGG	C10044
	SMILES O=C1c3c(O/C(=C1/O)c2ccccc2)cc(O)cc3O }
	InChI InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H; Key: VCCRNZQBSJXYJD-UHFFFAOYSA-N
Propiedades físicas
Densidad	1,579 kg/m³; 0,001579 g/cm³
Masa molar	270,24 g/mol
Punto de fusión	214 °C (487 K)
	Valores en el SI y en condiciones estándar; (25 ℃ y 1 atm), salvo que se indique lo contrario.
	[editar datos en Wikidata]

Galangina es un flavonol, un tipo de flavonoide. Se encuentra en altas concentraciones en Alpinia officinarum^[2] y Helichrysum aureonitens.^[3] También se encuentra en el rizoma de Alpinia galanga^[4] y en los propóleos.^[5] Galangina ha demostrado in vitro que tiene actividad antibacterial^[6]^[7] y actividad antiviral.^[8] El flavonol también inhibe el crecimiento células de cáncer de mama in vitro.^[9]^[10]

Referencias

↑ Número CAS
↑ Ciolino, H. P.; Yeh, G. C. (1999). "The flavonoid galangin is an inhibitor of CYP1A1 activity and an agonist/antagonist of the aryl hydrocarbon receptor". British Journal of Cancer 79 (9/10): 1340–1346. doi:10.1038/sj.bjc.6690216.
↑ Afolayan AJ, Meyer JJ (1997). «The antimicrobial activity of 3,5,7-trihydroxyflavone isolated from the shoots of Helichrysum aureonitens». Journal of Ethnopharmacology 57 (3): 177-181. PMID 9292410. doi:10.1016/s0378-8741(97)00065-2.
↑ Kaur, A.; Singh, R.; Dey, C. S.; Sharma, S. S.; Bhutani, K. K.; Singh, I. P. (2010). "Antileishmanial phenylpropanoids from Alpinia galanga (Linn.) Willd" (PDF). Indian Journal of Experimental Biology 48 (3): 314–317. PMID 21046987.
↑ Tosi, E; Re, E; Ortega, M; Cazzoli, A (2007). "Food preservative based on propolis: Bacteriostatic activity of propolis polyphenols and flavonoids upon Escherichia coli". Food Chemistry 104: 1025. doi:10.1016/j.foodchem.2007.01.011.
↑ Cushnie TPT, Lamb AJ (2006). «Assessment of the antibacterial activity of galangin against 4-quinolone resistant strains of Staphylococcus aureus». Phytomedicine 13 (3): 187-191. PMID 16428027. doi:10.1016/j.phymed.2004.07.003.
↑ Cushnie TPT, Lamb AJ (2005). «Detection of galangin-induced cytoplasmic membrane damage in Staphylococcus aureus by measuring potassium loss». Journal of Ethnopharmacology 101 (1-3): 243-248. PMID 15985350. doi:10.1016/j.jep.2005.04.014.
↑ Afolayan AJ, Meyer JJ, Taylor MB, Erasmus D (1997). «Antiviral activity of galangin isolated from the aerial parts of Helichrysum aureonitens». Journal of Ethnopharmacology 56 (2): 165-169. PMID 917497. doi:10.1016/s0378-8741(97)01514-6.
↑ So, F. V.; Guthrie, N.; Chambers, A. F.; Moussa, M.; Carroll, K. K. (1996). "Inhibition of human breast cancer cell proliferation and delay of mammary tumorigenesis by flavonoids and citrus juices". Nutrition and Cancer 26 (2): 167–181. doi:10.1080/01635589609514473. PMID 8875554.
↑ So, F.; Guthrie, N.; Chambers, A. F.; Carroll, K. K. (1997). "Inhibition of proliferation of estrogen receptor-positive MCF-7 human breast cancer cells by flavonoids in the presence and absence of excess estrogen". Cancer Letters 112 (2): 127–133. doi:10.1016/S0304-3835(96)04557-0. PMID 9066718.

Enlaces externos

Galangin on Chemblink.com
Esta obra contiene una traducción derivada de «Galangin» de Wikipedia en inglés, publicada por sus editores bajo la Licencia de documentación libre de GNU y la Licencia Creative Commons Atribución-CompartirIgual 4.0 Internacional.

Datos: Q2456591
Multimedia: Galangin / Q2456591

[1] Número CAS

[ciolino&yeh-2] Ciolino, H. P.; Yeh, G. C. (1999). "The flavonoid galangin is an inhibitor of CYP1A1 activity and an agonist/antagonist of the aryl hydrocarbon receptor". British Journal of Cancer 79 (9/10): 1340–1346. doi:10.1038/sj.bjc.6690216.

[pmid9292410-3] Afolayan AJ, Meyer JJ (1997). «The antimicrobial activity of 3,5,7-trihydroxyflavone isolated from the shoots of Helichrysum aureonitens». Journal of Ethnopharmacology 57 (3): 177-181. PMID 9292410. doi:10.1016/s0378-8741(97)00065-2.

[4] Kaur, A.; Singh, R.; Dey, C. S.; Sharma, S. S.; Bhutani, K. K.; Singh, I. P. (2010). "Antileishmanial phenylpropanoids from Alpinia galanga (Linn.) Willd" (PDF). Indian Journal of Experimental Biology 48 (3): 314–317. PMID 21046987.

[5] Tosi, E; Re, E; Ortega, M; Cazzoli, A (2007). "Food preservative based on propolis: Bacteriostatic activity of propolis polyphenols and flavonoids upon Escherichia coli". Food Chemistry 104: 1025. doi:10.1016/j.foodchem.2007.01.011.

[pmid16428027-6] Cushnie TPT, Lamb AJ (2006). «Assessment of the antibacterial activity of galangin against 4-quinolone resistant strains of Staphylococcus aureus». Phytomedicine 13 (3): 187-191. PMID 16428027. doi:10.1016/j.phymed.2004.07.003.

[pmid15985350-7] Cushnie TPT, Lamb AJ (2005). «Detection of galangin-induced cytoplasmic membrane damage in Staphylococcus aureus by measuring potassium loss». Journal of Ethnopharmacology 101 (1-3): 243-248. PMID 15985350. doi:10.1016/j.jep.2005.04.014.

[pmid9174978-8] Afolayan AJ, Meyer JJ, Taylor MB, Erasmus D (1997). «Antiviral activity of galangin isolated from the aerial parts of Helichrysum aureonitens». Journal of Ethnopharmacology 56 (2): 165-169. PMID 917497. doi:10.1016/s0378-8741(97)01514-6.

[9] So, F. V.; Guthrie, N.; Chambers, A. F.; Moussa, M.; Carroll, K. K. (1996). "Inhibition of human breast cancer cell proliferation and delay of mammary tumorigenesis by flavonoids and citrus juices". Nutrition and Cancer 26 (2): 167–181. doi:10.1080/01635589609514473. PMID 8875554.

[10] So, F.; Guthrie, N.; Chambers, A. F.; Carroll, K. K. (1997). "Inhibition of proliferation of estrogen receptor-positive MCF-7 human breast cancer cells by flavonoids in the presence and absence of excess estrogen". Cancer Letters 112 (2): 127–133. doi:10.1016/S0304-3835(96)04557-0. PMID 9066718.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]

[10]