丹皮酚

丹皮酚
	IUPAC名; 1-(2-Hydroxy-4-methoxyphenyl)ethanone
識別
CAS號	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
性質
化學式	C9H10O3
摩爾質量	166.17 g·mol−1
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

丹皮酚（paeonol）是在芍藥屬^[2]植物（如牡丹）、 ^[3]一把傘南星^[4]和日本薯蕷中發現的一種酚類化合物。^[5]它是某些中藥中的成分。^[6]

生物學作用

已經觀察到丹皮酚在體外或動物模型中的許多生物學作用。丹皮酚可提高阿爾茨海默病大鼠模型的皮質細胞色素氧化酶和血管肌動蛋白水平，並改善其行為。^[7]

丹皮酚具有抗突變活性。^[3]^[5]它還在卡拉膠引起的痛覺過敏中具有抗炎和鎮痛作用。^[8]丹皮酚可通過調節組胺和TNF-α抑制過敏反應。^[9]

金屬配合物

丹皮酚的金屬配合物分別在不存在和存在吡啶溶劑的情況下表現出四面體和八面體的幾何配形。^[10]

參考資料

^ CAS # 552-41-0, Paeonol, 2'-Hydroxy-4'-methoxyacetophenone, 1-(2-hydroxy-4-methoxyphenyl)ethan-1-one. [2020-07-17]. （原始內容存檔於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（法語：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（法語：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. （原始內容存檔 (PDF)於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]. （原始內容存檔於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（法語：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（法語：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. （原始內容存檔 (PDF)於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.

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丹皮酚

IUPAC名 1-(2-Hydroxy-4-methoxyphenyl)ethanone
識別
CAS號	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
性質
化學式	C₉H₁₀O₃
摩爾質量	166.17 g·mol⁻¹
若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。