高良姜素

高良姜素
	IUPAC名; 3,5,7-Trihydroxy-2-phenylchromen-4-one
英文名	Galangin
别名	3,5,7-三羟基黄酮
识别
CAS号	548-83-4
PubChem	5281616
ChemSpider	4444935
SMILES	O=C1c3c(O/C(=C1/O)c2ccccc2)cc(O)cc3O;
InChI	1/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;
InChIKey	VCCRNZQBSJXYJD-UHFFFAOYAC
ChEBI	5262
KEGG	C10044
IUPHAR配体	410
性质
化学式	C15H10O5
摩尔质量	270.24 g·mol−1
密度	1.579 g/mL
熔点	214-215 °C（487-488 K）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

高良姜素（化学式C₁₅H₁₀O₅）是一种黄酮醇。

来源

植物高良姜^[1]和蜡菊中含有大量的高良姜素。^[2]除此之外，高良姜素还见于大高良姜的根茎^[3]和蜂胶中。^[4]

生物活性

研究发现，高良姜素在体外具有抗菌^[5]^[6]和抗病毒活性。^[7]同时，体外试验还发现高良姜素能抑制乳腺癌细胞的增殖。^[8]^[9]

参考资料

^ Ciolino, H. P.; Yeh, G. C. The flavonoid galangin is an inhibitor of CYP1A1 activity and an agonist/antagonist of the aryl hydrocarbon receptor. British Journal of Cancer. 1999, 79 (9/10): 1340–1346. PMC 2362711 . PMID 10188874. doi:10.1038/sj.bjc.6690216.
^ Afolayan AJ, Meyer JJ. The antimicrobial activity of 3,5,7-trihydroxyflavone isolated from the shoots of Helichrysum aureonitens. Journal of Ethnopharmacology. 1997, 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. Antileishmanial phenylpropanoids from Alpinia galanga (Linn.) Willd (PDF). Indian Journal of Experimental Biology. 2010, 48 (3): 314–317 [2021-04-10]. PMID 21046987. （原始内容存档 (PDF)于2020-01-25）.
^ Tosi, E; Re, E; Ortega, M; Cazzoli, A. Food preservative based on propolis: Bacteriostatic activity of propolis polyphenols and flavonoids upon Escherichia coli. Food Chemistry. 2007, 104: 1025. doi:10.1016/j.foodchem.2007.01.011.
^ Cushnie TP, Lamb AJ. Assessment of the antibacterial activity of galangin against 4-quinolone resistant strains of Staphylococcus aureus. Phytomedicine. 2006, 13 (3): 187–191. PMID 16428027. doi:10.1016/j.phymed.2004.07.003.
^ Cushnie TP, Lamb AJ. Detection of galangin-induced cytoplasmic membrane damage in Staphylococcus aureus by measuring potassium loss. Journal of Ethnopharmacology. 2005, 101 (1–3): 243–248. PMID 15985350. doi:10.1016/j.jep.2005.04.014.
^ Afolayan AJ, Meyer JJ, Taylor MB, Erasmus D. Antiviral activity of galangin isolated from the aerial parts of Helichrysum aureonitens. Journal of Ethnopharmacology. 1997, 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. Inhibition of human breast cancer cell proliferation and delay of mammary tumorigenesis by flavonoids and citrus juices. Nutrition and Cancer. 1996, 26 (2): 167–181. PMID 8875554. doi:10.1080/01635589609514473.
^ So, F.; Guthrie, N.; Chambers, A. F.; Carroll, K. K. 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. 1997, 112 (2): 127–133. PMID 9066718. doi:10.1016/S0304-3835(96)04557-0.

外部链接

Chemblink.com 上关于高良姜素的资料（页面存档备份，存于互联网档案馆）

[ciolino&yeh-1] Ciolino, H. P.; Yeh, G. C. The flavonoid galangin is an inhibitor of CYP1A1 activity and an agonist/antagonist of the aryl hydrocarbon receptor. British Journal of Cancer. 1999, 79 (9/10): 1340–1346. PMC 2362711 . PMID 10188874. doi:10.1038/sj.bjc.6690216.

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

[3] Kaur, A.; Singh, R.; Dey, C. S.; Sharma, S. S.; Bhutani, K. K.; Singh, I. P. Antileishmanial phenylpropanoids from Alpinia galanga (Linn.) Willd (PDF). Indian Journal of Experimental Biology. 2010, 48 (3): 314–317 [2021-04-10]. PMID 21046987. （原始内容存档 (PDF)于2020-01-25）.

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

[pmid16428027-5] Cushnie TP, Lamb AJ. Assessment of the antibacterial activity of galangin against 4-quinolone resistant strains of Staphylococcus aureus. Phytomedicine. 2006, 13 (3): 187–191. PMID 16428027. doi:10.1016/j.phymed.2004.07.003.

[pmid15985350-6] Cushnie TP, Lamb AJ. Detection of galangin-induced cytoplasmic membrane damage in Staphylococcus aureus by measuring potassium loss. Journal of Ethnopharmacology. 2005, 101 (1–3): 243–248. PMID 15985350. doi:10.1016/j.jep.2005.04.014.

[pmid9174978-7] Afolayan AJ, Meyer JJ, Taylor MB, Erasmus D. Antiviral activity of galangin isolated from the aerial parts of Helichrysum aureonitens. Journal of Ethnopharmacology. 1997, 56 (2): 165–169. PMID 917497. doi:10.1016/s0378-8741(97)01514-6.

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

[9] So, F.; Guthrie, N.; Chambers, A. F.; Carroll, K. K. 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. 1997, 112 (2): 127–133. PMID 9066718. doi:10.1016/S0304-3835(96)04557-0.

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