Magnolol

Magnolol[1]
Names
IUPAC name
4-Allyl-2-(5-allyl-2-hydroxy-phenyl)phenol
Other names
Dehydrodichavicol
5,5'-Diallyl-2,2'-dihydroxybiphenyl
5,5'-Diallyl-2,2'-biphenyldiol
Identifiers
528-43-8 Yes
ChEMBL ChEMBL180920 
ChemSpider 65251 
Jmol-3D images Image
KEGG C10651 
PubChem 72300
Properties
C18H18O2
Molar mass 266.334
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Magnolol is an organic compound that is classified as lignan. It is a bioactive compound found in the bark of the Houpu magnolia (Magnolia officinalis) or in M. grandiflora.[2] The compound exists at the level of a few percent in the bark of species of magnolia, the extracts of which have been used in traditional Chinese and Japanese medicine. In addition to magnolol, related lignans occur in the extracts including honokiol, which is an isomer of magnolol.

Bioactivity

It is known to act on the GABAA receptors in rat cells in vitro[3] as well as having antifungal properties.[4] It is also known to act as agonist of PPARgamma, nuclear receptor that is current pharmacological target for the treatment of diabetes type 2.[5] Magnolol has a number of osteoblast-stimulating and osteoclast-inhibiting activities in cell culture and has been suggested as a candidate for screening for anti-osteoporosis activity.[6] It has anti-periodontal disease activity in a rat model.[7] Structural analogues has been studied and found to be strong allosteric modulators of GABAA.[8]

References

  1. ↑ Magnolol at Sigma-Aldrich
  2. ↑ Lee, Young-Jung; Lee, Yoot Mo; Lee, Chong-Kil; Jung, Jae Kyung; Han, Sang Bae; Hong, Jin Tae (2011). "Therapeutic applications of compounds in the Magnolia family". Pharmacology & Therapeutics 130 (2): 157–76. doi:10.1016/j.pharmthera.2011.01.010. PMID 21277893.
  3. ↑ Ai, Jinglu; Wang, Xiaomei; Nielsen, Mogens (2001). "Honokiol and Magnolol Selectively Interact with GABAA Receptor Subtypes in vitro". Pharmacology 63 (1): 34–41. doi:10.1159/000056110. PMID 11408830.
  4. ↑ Bang, Kyu Ho; Kim, Yoon Kwan; Min, Byung Sun; Na, Min Kyun; Rhee, Young Ha; Lee, Jong Pill; Bae, Ki Hwan (2000). "Antifungal activity of magnolol and honokiol". Archives of Pharmacal Research 23 (1): 46–9. doi:10.1007/BF02976465. PMID 10728656.
  5. ↑ Wang, Limei; Waltenberger, Birgit; Pferschy-Wenzig, Eva-Maria; Blunder, Martina; Liu, Xin; Malainer, Clemens; Blazevic, Tina; Schwaiger, Stefan; Rollinger, Judith M.; Heiss, Elke H.; Schuster, Daniela; Kopp, Brigitte; Bauer, Rudolf; Stuppner, Hermann; Dirsch, Verena M.; Atanasov, Atanas G. (2014). "Natural product agonists of peroxisome proliferator-activated receptor gamma (PPARγ): A review". Biochemical Pharmacology 92: 73–89. doi:10.1016/j.bcp.2014.07.018. PMC 4212005. PMID 25083916.
  6. ↑ Kwak, Eun Jung; Lee, Young Soon; Choi, Eun Mi (2012). "Effect of Magnolol on the Function of Osteoblastic MC3T3-E1 Cells". Mediators of Inflammation 2012: 1–7. doi:10.1155/2012/829650. PMC 3306956. PMID 22474400.
  7. ↑ Lu, Sheng-Hua; Huang, Ren-Yeong; Chou, Tz-Chong (2013). "Magnolol Ameliorates Ligature-Induced Periodontitis in Rats and Osteoclastogenesis: In Vivo and in Vitro Study". Evidence-Based Complementary and Alternative Medicine 2013: 1–12. doi:10.1155/2013/634095. PMC 3618931. PMID 23573141.
  8. ↑ "Structural analogues of the natural products magnolol and honokiol as potent allosteric potentiators of GABAA receptors.". Bioorg Med Chem. 22: 6908–17. Dec 15, 2014. doi:10.1016/j.bmc.2014.10.027. PMID 25456080.

Further reading