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Macelignan

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Macelignan
Chemical structure of macelignan
Names
IUPAC name
(8R, 8′S)-7-(3,4-methylenedioxyphenyl)-7′-(4-hydroxy-3-methoxyphenyl)-8,8′-dimethybutane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1 ☒N
    Key: QDDILOVMGWUNGD-UONOGXRCSA-N ☒N
  • InChI=1/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1
    Key: QDDILOVMGWUNGD-UONOGXRCBH
  • C[C@H](CC1=CC2=C(C=C1)OCO2)[C@@H](C)CC3=CC(=C(C=C3)O)OC
Properties
C20H24O4
Molar mass 328.40 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Macelignan is a lignan. It can be found in Myristica fragrans, the nutmeg.

Medical research

One study has shown that macelignan may exert antimicrobial and anticariogenic activity against Streptococcus mutans, but this is not a currently used treatment.[1][2]

Macelignan may also act as an antidiabetic molecule via PPAR signaling. [3]

References

  1. ^ Dental Caries and Medicinal Plants –An Overview. B. Parimala Devi and R. Ramasubramaniaraj, Journal of Pharmacy Research 2009, 2(11),1669-1675 "Archived copy". Archived from the original on 2011-07-23. Retrieved 2011-08-27. {{cite web}}: Unknown parameter |deadurl= ignored (|url-status= suggested) (help)CS1 maint: archived copy as title (link)
  2. ^ Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans. J.Y. Chung, J.H. Choo, M.H. Lee and J.K. Hwang, Phytomedicine, Volume 13, Issue 4, 13 March 2006, Pages 261-266, doi:10.1016/j.phymed.2004.04.007
  3. ^ Therapeutic Potential of Peroxisome Proliferators–Activated Receptor-α/γ Dual Agonist With Alleviation of Endoplasmic Reticulum Stress for the Treatment of Diabetes http://diabetes.diabetesjournals.org/content/57/3/737.long


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