Α-hederina

α-Hederina
General
Fórmula estructural
Fórmula molecular	C; 42H; 68O; 12
Identificadores
Número CAS	27013-91-8
ChEBI	69370
UNII	4H15F0GLV2
KEGG	C08954
	SMILES [H][C@@]1(O[C@@H]2[C@@H](O)[C@H](O)[C@H](C)O[C@@]2([H])O[C@H]2CC[C@@]3(C)[C@@]([H])(CC[C@]4(C)[C@]3([H])CC=C3[C@]5([H])CC(C)(C)CC[C@@]5(CC[C@@]43C)C(O)=O)[C@]2(C)CO)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O
	[editar datos en Wikidata]

La α-hederina (Alfa-hederina) es una saponina triterpenoide pentacíclica hidrosoluble descubierta en las semillas de la ranunculacea Nigella sativa.^[2]^[3]^[4]

Propiedades anticancerosas[editar]

La α-hederina y también su derivado, la kalopanaxsaponina-I, han sido estudiadas para evaluar sus propiedades anticancerosas.^[5]^[2] La α-hederina ha sido capaz de potenciar la citotoxicidad de un agente quimioterapéutico establecido: el 5-fluorouracilo; en un modelo animal de cáncer de colon.^[5]

Esta saponina protege los linfocitos cultivados in vitro contra la mutación causada por la doxorrubicina, así como inhibe el crecimiento de células de melanoma B16 de ratón y fibroblastos 3T3 no cancerosos de ratón cultivados in vitro. También modifica el contenido celular y la membrana celular de Candida albicans después de 24 horas de exposición.^[6]

Véase también[editar]

Referencias[editar]

↑ Número CAS
↑ ^a ^b «Nigella sativa: reduces the risk of various maladies». Critical Reviews in Food Science and Nutrition 50 (7): 654-65. 2010. PMID 20694927. doi:10.1080/10408390902768797. Consultado el 21 de mayo de 2016. «
• N. sativa seeds also contain proteins, alkaloids (nigellicines and nigelledine), and saponins (alpha-hederin) in substantial amounts.
• Some of its components, especially α-Hederin, have shown some significant effects in mitigating the cancerous cell growth (Salem, 2005; Ramadan, 2007).».
↑ «Cardio-protective and anti-cancer therapeutic potential of Nigella sativa». Iranian Journal of Basic Medical Sciences 17 (12): 967-79. 2014. PMC 4387232. PMID 25859300. Consultado el 21 de mayo de 2016. «N. sativa seed composition shows that it is the blessing of nature and it contains and many bioactive compounds like thymoquinone, α-hederin, alkaloids, flavonoids, antioxidants, fatty acids many other compounds that have positive effects on curing of different diseases.».
↑ «Preclinical and clinical effects of Nigella Sativa and its constituent, thymoquinone: A review». Journal of Ethnopharmacology. 2016. PMID 27364039. doi:10.1016/j.jep.2016.06.061. Consultado el 4 de julio de 2016. «The seeds of the plant also contain many non-oily and non-caloric components in trace amounts, including pyrazole alkaloids (nigellidine and nigellicine, Fig. 1d), isoquinoline alkaloids (nigellicimine and nigellicimine-N-oxide, Fig. 1e), alpha-hederin (a water-soluble pentacyclic triterpene, Fig. 1f), saponin (a potential anticancer agent), vitamins (riboflavin, thiamin, niacin, pyridoxine, folic acid, and vitamin E), and minerals (potassium, sodium, calcium, phosphorus, magnesium, copper, and iron) (Nergiz and Ötleş, 1993).».
↑ ^a ^b «Anticancer activity of Nigella sativa (black seed) - a review». The American Journal of Chinese Medicine 39 (6): 1075-91. 2011. PMID 22083982. doi:10.1142/S0192415X1100941X. Consultado el 21 de mayo de 2016. «
• A literature search has revealed that a lot more studies have been recently carried out related to the anticancer activities of N. sativa and some of its active compounds, such as thymoquinone and alpha-hederin.
• Another important active compound that has been shown to possess anticancer effects is alpha-hederin, a pentacycline triterpene and a saponin, which is water soluble perhaps the major active component in the aqueous extract of N. sativa.
• One of the derivatives of alpha-hederin, kalopanaxsaponin-I, was found to possess anticancer activity.
• Alpha-hederin also, in sub-IC50 cytotoxic concentrations, was shown to enhance the cytotoxicity of 5-fluorouracil in a human colon carcinoma model, HT-29 cells, 3.3-fold (Bun et al. , 2008).
• Moreover, N. saliva seed, its oil, thymoquinone, alpha-hederin or their analogs could be used in suitable combinations with already established as chemotherapeutic agents.».
↑ Wiart, Christophe (11 de enero de 2006). Medicinal Plants of the Asia-Pacific: Drugs for the Future? (en inglés). World Scientific. ISBN 9789814480338. Consultado el 4 de noviembre de 2016.

Datos: Q25105925

[1] Número CAS

[pmid20694927-2] «Nigella sativa: reduces the risk of various maladies». Critical Reviews in Food Science and Nutrition 50 (7): 654-65. 2010. PMID 20694927. doi:10.1080/10408390902768797. Consultado el 21 de mayo de 2016. «
• N. sativa seeds also contain proteins, alkaloids (nigellicines and nigelledine), and saponins (alpha-hederin) in substantial amounts.
• Some of its components, especially α-Hederin, have shown some significant effects in mitigating the cancerous cell growth (Salem, 2005; Ramadan, 2007).».

[pmid25859300-3] «Cardio-protective and anti-cancer therapeutic potential of Nigella sativa». Iranian Journal of Basic Medical Sciences 17 (12): 967-79. 2014. PMC 4387232. PMID 25859300. Consultado el 21 de mayo de 2016. «N. sativa seed composition shows that it is the blessing of nature and it contains and many bioactive compounds like thymoquinone, α-hederin, alkaloids, flavonoids, antioxidants, fatty acids many other compounds that have positive effects on curing of different diseases.».

[pmid27364039-4] «Preclinical and clinical effects of Nigella Sativa and its constituent, thymoquinone: A review». Journal of Ethnopharmacology. 2016. PMID 27364039. doi:10.1016/j.jep.2016.06.061. Consultado el 4 de julio de 2016. «The seeds of the plant also contain many non-oily and non-caloric components in trace amounts, including pyrazole alkaloids (nigellidine and nigellicine, Fig. 1d), isoquinoline alkaloids (nigellicimine and nigellicimine-N-oxide, Fig. 1e), alpha-hederin (a water-soluble pentacyclic triterpene, Fig. 1f), saponin (a potential anticancer agent), vitamins (riboflavin, thiamin, niacin, pyridoxine, folic acid, and vitamin E), and minerals (potassium, sodium, calcium, phosphorus, magnesium, copper, and iron) (Nergiz and Ötleş, 1993).».

[pmid22083982-5] «Anticancer activity of Nigella sativa (black seed) - a review». The American Journal of Chinese Medicine 39 (6): 1075-91. 2011. PMID 22083982. doi:10.1142/S0192415X1100941X. Consultado el 21 de mayo de 2016. «
• A literature search has revealed that a lot more studies have been recently carried out related to the anticancer activities of N. sativa and some of its active compounds, such as thymoquinone and alpha-hederin.
• Another important active compound that has been shown to possess anticancer effects is alpha-hederin, a pentacycline triterpene and a saponin, which is water soluble perhaps the major active component in the aqueous extract of N. sativa.
• One of the derivatives of alpha-hederin, kalopanaxsaponin-I, was found to possess anticancer activity.
• Alpha-hederin also, in sub-IC50 cytotoxic concentrations, was shown to enhance the cytotoxicity of 5-fluorouracil in a human colon carcinoma model, HT-29 cells, 3.3-fold (Bun et al. , 2008).
• Moreover, N. saliva seed, its oil, thymoquinone, alpha-hederin or their analogs could be used in suitable combinations with already established as chemotherapeutic agents.».

[:0-6] Wiart, Christophe (11 de enero de 2006). Medicinal Plants of the Asia-Pacific: Drugs for the Future? (en inglés). World Scientific. ISBN 9789814480338. Consultado el 4 de noviembre de 2016.

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