丹皮酚

丹皮酚
	IUPAC名; 1-(2-Hydroxy-4-methoxyphenyl)ethanone
识别
CAS号	552-41-0
PubChem	11092
ChemSpider	10621
SMILES	CC(=O)C1=C(C=C(C=C1)OC)O;
InChI	1/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3;
InChIKey	UILPJVPSNHJFIK-UHFFFAOYAG
性质
化学式	C9H10O3
摩尔质量	166.17 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

丹皮酚（paeonol）是在芍药属^[2]植物（如牡丹）、 ^[3]一把伞南星^[4]和日本薯蓣中发现的一种酚类化合物。^[5]它是某些中药中的成分。^[6]

生物学作用

已经观察到丹皮酚在体外或动物模型中的许多生物学作用。丹皮酚可提高阿尔茨海默病大鼠模型的皮质细胞色素氧化酶和血管肌动蛋白水平，并改善其行为。^[7]

丹皮酚具有抗突变活性。^[3]^[5]它还在卡拉胶引起的痛觉过敏中具有抗炎和镇痛作用。^[8]丹皮酚可通过调节组胺和TNF-α抑制过敏反应。^[9]

金属配合物

丹皮酚的金属配合物分别在不存在和存在吡啶溶剂的情况下表现出四面体和八面体的几何配形。^[10]

参考资料

^ CAS # 552-41-0, Paeonol, 2'-Hydroxy-4'-methoxyacetophenone, 1-(2-hydroxy-4-methoxyphenyl)ethan-1-one. [2020-07-17]. （原始内容存档于2020-08-11）.
^ Zhang, L., Li, D. C., & Liu, L. F. (2019). Paeonol: pharmacological effects and mechanisms of action. International immunopharmacology, 72, 413-421. PMID 31030097 doi:10.1016/j.intimp.2019.04.033
^ ^3.0 ^3.1 Paeonol: a bio-antimutagen isolated from a crude drug, moutan cortex. Agricultural and Biological Chemistry. 1987, 51 (5): 1441–1442. doi:10.1271/bbb1961.51.1441. INIST（法语：Institut de l'information scientifique et technique）:7609719.
^ Isolation of paeonol from Arisaema erubescens. Planta Medica. 1995, 61 (6): 586–587. PMID 8824957. doi:10.1055/s-2006-959390. INIST（法语：Institut de l'information scientifique et technique）:2920867.
^ ^5.0 ^5.1 Miyazawa, Mitsuo; Shimamura, Hideo; Nakamura, Sei-Ichi; Kameoka, Hiromu. Antimutagenic Activity of (+)-β-Eudesmol and Paeonol fromDioscorea japonica. Journal of Agricultural and Food Chemistry. 1996, 44 (7): 1647–1650. doi:10.1021/jf950792u.
^ Deng, Chunhui; Yao, Ning; Wang, Ben; Zhang, Xiangmin. Development of microwave-assisted extraction followed by headspace single-drop microextraction for fast determination of paeonol in traditional Chinese medicines. Journal of Chromatography A. 2006, 1103 (1): 15–21. PMID 16309693. doi:10.1016/j.chroma.2005.11.023.
^ Zhou, Jun; Zhou, Li; Hou, Deren; Tang, Jiaochun; Sun, Juanjuan; Bondy, Stephen C. Paeonol increases levels of cortical cytochrome oxidase and vascular actin and improves behavior in a rat model of Alzheimer's disease (PDF). Brain Research. 2011, 1388: 141–7 [2020-07-17]. PMID 21377451. doi:10.1016/j.brainres.2011.02.064. （原始内容存档 (PDF)于2018-07-24）.
^ Chou, Tz-Chong. Anti-inflammatory and analgesic effects of paeonol in carrageenan-evoked thermal hyperalgesia. British Journal of Pharmacology. 2003, 139 (6): 1146–52. PMC 1573952  . PMID 12871833. doi:10.1038/sj.bjp.0705360.
^ Kim, Sung Hoon; Kim, Seung-Ae; Park, Mi-Kyung; Kim, Seung-Hyung; Park, Young-Doo; Na, Ho-Jeong; Kim, Hyung-Min; Shin, Min-Kyu; Ahn, Kyoo-Seok. Paeonol inhibits anaphylactic reaction by regulating histamine and TNF-α. International Immunopharmacology. 2004, 4 (2): 279–87. PMID 14996419. doi:10.1016/j.intimp.2003.12.013.
^ Patel, Mahesh kumar. Solvent effect on neutral Co(II) complexes of paeonol derivative equalitative and quantitative studies from energy frame work and Hirshfeld surface analysis. Journal of Molecular Structure. 2019, 1196: 119–131. Bibcode:2019JMoSt1196..119P. doi:10.1016/j.molstruc.2019.06.050.

[1] CAS # 552-41-0, Paeonol, 2'-Hydroxy-4'-methoxyacetophenone, 1-(2-hydroxy-4-methoxyphenyl)ethan-1-one. [2020-07-17]. （原始内容存档于2020-08-11）.

[2] Zhang, L., Li, D. C., & Liu, L. F. (2019). Paeonol: pharmacological effects and mechanisms of action. International immunopharmacology, 72, 413-421. PMID 31030097 doi:10.1016/j.intimp.2019.04.033

[Fukuhara-3] 3.0 ^3.1 Paeonol: a bio-antimutagen isolated from a crude drug, moutan cortex. Agricultural and Biological Chemistry. 1987, 51 (5): 1441–1442. doi:10.1271/bbb1961.51.1441. INIST（法语：Institut de l'information scientifique et technique）:7609719.

[4] Isolation of paeonol from Arisaema erubescens. Planta Medica. 1995, 61 (6): 586–587. PMID 8824957. doi:10.1055/s-2006-959390. INIST（法语：Institut de l'information scientifique et technique）:2920867.

[Miyazama-5] 5.0 ^5.1 Miyazawa, Mitsuo; Shimamura, Hideo; Nakamura, Sei-Ichi; Kameoka, Hiromu. Antimutagenic Activity of (+)-β-Eudesmol and Paeonol fromDioscorea japonica. Journal of Agricultural and Food Chemistry. 1996, 44 (7): 1647–1650. doi:10.1021/jf950792u.

[6] Deng, Chunhui; Yao, Ning; Wang, Ben; Zhang, Xiangmin. Development of microwave-assisted extraction followed by headspace single-drop microextraction for fast determination of paeonol in traditional Chinese medicines. Journal of Chromatography A. 2006, 1103 (1): 15–21. PMID 16309693. doi:10.1016/j.chroma.2005.11.023.

[7] Zhou, Jun; Zhou, Li; Hou, Deren; Tang, Jiaochun; Sun, Juanjuan; Bondy, Stephen C. Paeonol increases levels of cortical cytochrome oxidase and vascular actin and improves behavior in a rat model of Alzheimer's disease (PDF). Brain Research. 2011, 1388: 141–7 [2020-07-17]. PMID 21377451. doi:10.1016/j.brainres.2011.02.064. （原始内容存档 (PDF)于2018-07-24）.

[8] Chou, Tz-Chong. Anti-inflammatory and analgesic effects of paeonol in carrageenan-evoked thermal hyperalgesia. British Journal of Pharmacology. 2003, 139 (6): 1146–52. PMC 1573952  . PMID 12871833. doi:10.1038/sj.bjp.0705360.

[9] Kim, Sung Hoon; Kim, Seung-Ae; Park, Mi-Kyung; Kim, Seung-Hyung; Park, Young-Doo; Na, Ho-Jeong; Kim, Hyung-Min; Shin, Min-Kyu; Ahn, Kyoo-Seok. Paeonol inhibits anaphylactic reaction by regulating histamine and TNF-α. International Immunopharmacology. 2004, 4 (2): 279–87. PMID 14996419. doi:10.1016/j.intimp.2003.12.013.

[10] Patel, Mahesh kumar. Solvent effect on neutral Co(II) complexes of paeonol derivative equalitative and quantitative studies from energy frame work and Hirshfeld surface analysis. Journal of Molecular Structure. 2019, 1196: 119–131. Bibcode:2019JMoSt1196..119P. doi:10.1016/j.molstruc.2019.06.050.

[2]

[3]

[4]

[5]

[6]

[1]

[7]

[8]

[9]

[10]

丹皮酚

IUPAC名 1-(2-Hydroxy-4-methoxyphenyl)ethanone
识别
CAS号	552-41-0 ^[1]
PubChem	11092
ChemSpider	10621
SMILES	CC(=O)C1=C(C=C(C=C1)OC)O
InChI	1/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3
InChIKey	UILPJVPSNHJFIK-UHFFFAOYAG
性质
化学式	C₉H₁₀O₃
摩尔质量	166.17 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。