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高良姜素

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高良姜素
高良姜素的键线式
高良姜素分子式的球棒模型
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  checkY
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

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植物高良姜[1]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根茎[3]蜂胶中。[4]

生物活性

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研究发现,高良姜素在体外具有抗菌[5][6]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

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  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可免费查阅. 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. 
  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

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