高良姜素

高良姜素（化学式C₁₅H₁₀O₅）是一种黄酮醇。

高良姜素 Galangin
IUPAC名 3,5,7-Trihydroxy-2-phenylchromen-4-one
别名	Norizalpinin 3,5,7-Trihydroxyflavone 3,5,7-triOH-Flavone
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（272 K）
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

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

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. 
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 (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. 
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. 
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. 
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. 

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）