木蘭醇
化合物
木蘭醇(英語:Magnolol),又稱厚朴酚,是一種有機化合物。是從木蘭屬厚朴(學名:Houpu magnolia)和荷花玉蘭(學名:Magnolia grandiflora)樹皮中提取到的一種木脂素[2]。並非所有木蘭屬植物存在木蘭醇,其僅存在於少部分木蘭屬植物樹皮中。此外,同樣從木蘭屬植物樹皮中提取的木脂素還有和厚朴酚,其為木蘭醇的同分異構體。
木蘭醇[1] | |
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IUPAC名 3,3′-Neoligna-8,8′-diene-4,4′-diol | |
系統名 5,5′-Di(prop-2-en-1-yl)[1,1′-biphenyl]-2,2′-diol | |
別名 | 木蘭酚 厚朴酚 5,5'-二烯丙基-2,2'-聯苯酚 |
識別 | |
CAS號 | 528-43-8 ![]() |
PubChem | 72300 |
ChemSpider | 65251 |
SMILES |
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InChI |
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InChIKey | VVOAZFWZEDHOOU-UHFFFAOYAE |
KEGG | C10651 |
性質 | |
化學式 | C18H18O2 |
摩爾質量 | 266.33 g·mol−1 |
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
生物活性
在大鼠的體外研究表明木蘭醇是一種GABAA受體抑制劑[3],同時具有抗真菌活性[4]。木蘭醇在細胞培養中具有多種成骨細胞刺激和破骨細胞抑制活性,並已被建議作為篩選預防骨質疏鬆的候選藥物[5]。它在大鼠模型中具有抗牙周病活性[6]。木蘭醇的結構類似物已被研究並發現是GABAA受體強效的別構調節劑[7]。
參考文獻
- ^ Magnolol (頁面存檔備份,存於網際網路檔案館) at Sigma-Aldrich
- ^ Lee, Young-Jung; Lee, Yoot Mo; Lee, Chong-Kil; Jung, Jae Kyung; Han, Sang Bae; Hong, Jin Tae. Therapeutic applications of compounds in the Magnolia family. Pharmacology & Therapeutics. 2011, 130 (2): 157–76. PMID 21277893. doi:10.1016/j.pharmthera.2011.01.010.
- ^ Ai, Jinglu; Wang, Xiaomei; Nielsen, Mogens. Honokiol and Magnolol Selectively Interact with GABAA Receptor Subtypes in vitro. Pharmacology. 2001, 63 (1): 34–41. PMID 11408830. S2CID 19327464. doi:10.1159/000056110.
- ^ Bang, Kyu Ho; Kim, Yoon Kwan; Min, Byung Sun; Na, Min Kyun; Rhee, Young Ha; Lee, Jong Pill; Bae, Ki Hwan. Antifungal activity of magnolol and honokiol. Archives of Pharmacal Research. 2000, 23 (1): 46–9. PMID 10728656. S2CID 22754315. doi:10.1007/BF02976465.
- ^ Kwak, Eun Jung; Lee, Young Soon; Choi, Eun Mi. Effect of Magnolol on the Function of Osteoblastic MC3T3-E1 Cells. Mediators of Inflammation. 2012, 2012: 1–7. PMC 3306956 . PMID 22474400. doi:10.1155/2012/829650 .
- ^ Lu, Sheng-Hua; Huang, Ren-Yeong; Chou, Tz-Chong. Magnolol Ameliorates Ligature-Induced Periodontitis in Rats and Osteoclastogenesis: In Vivo and in Vitro Study. Evidence-Based Complementary and Alternative Medicine. 2013, 2013: 1–12. PMC 3618931 . PMID 23573141. doi:10.1155/2013/634095 .
- ^ Fuchs, Alexander; Baur, Roland; Schoeder, Clara; Sigel, Erwin; Müller, Christa E. Structural analogues of the natural products magnolol and honokiol as potent allosteric potentiators of GABAA receptors. Bioorganic & Medicinal Chemistry. December 2014, 22 (24): 6908–6917. PMID 25456080. doi:10.1016/j.bmc.2014.10.027.
- ^ Dreier, Dominik; Latkolik, Simone; Rycek, Lukas; Schnürch, Michael; Dymáková, Andrea; Atanasov, Atanas G.; Ladurner, Angela; Heiss, Elke H.; Stuppner, Hermann; Schuster, Daniela; Mihovilovic, Marko D.; Dirsch, Verena M. Linked magnolol dimer as a selective PPARγ agonist – Structure-based rational design, synthesis, and bioactivity evaluation. Scientific Reports. 20 October 2017, 7 (1): 13002. PMC 5651862 . PMID 29057944. S2CID 256897195. doi:10.1038/s41598-017-12628-5.
- ^ Rempel, Viktor; Fuchs, Alexander; Hinz, Sonja; Karcz, Tadeusz; Lehr, Matthias; Koetter, Uwe; Müller, Christa E. Magnolia Extract, Magnolol, and Metabolites: Activation of Cannabinoid CB 2 Receptors and Blockade of the Related GPR55. ACS Medicinal Chemistry Letters. 10 January 2013, 4 (1): 41–45. PMC 4027495 . PMID 24900561. doi:10.1021/ml300235q.