From Wikipedia, the free encyclopedia
Macelignan
|
Names
|
IUPAC name
(8
S
,8′
R
)-3-Methoxy-3′,4′-[methylenebis(oxy)]lignan-4-ol
|
Systematic IUPAC name
4-[(2
S
,3
R
)-4-(2
H
-1,3-Benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol
|
Other names
Anwulignan
|
Identifiers
|
|
|
|
|
ChemSpider
|
|
|
|
UNII
|
|
|
|
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
|
|
C
20
H
24
O
4
|
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).
|
Chemical compound
Macelignan
(
Anwulignan
) is a
lignan
. It can be found in
Myristica fragrans
, the nutmeg.
Medical research
[
edit
]
One study has shown that macelignan may exert antimicrobial and anti
cariogenic
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]
and upregulate adipocyte gene expression
[4]
Macelignan may contain antioxidant and anti-inflammatory properties
[5]
[4]
and is marketed in breast enhancement creams for its anti-aging properties.
[6]
References
[
edit
]
- ^
Dental Caries and Medicinal Plants ?An Overview. B. Parimala Devi and R. Ramasubramaniaraj, Journal of Pharmacy Research 2009, 2(11),1669-1675
"Dental Caries and Medicinal Plants ?An Overview - B.Parimala Devi*, R.Ramasubramaniaraja - Journal of Pharmacy Research"
. Archived from
the original
on 2011-07-23
. Retrieved
2011-08-27
.
- ^
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
- ^
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
- ^
a
b
Paul S, Hwang JK, Kim HY, Jeon WK, Chung C, Han JS (March 2013). "Multiple biological properties of macelignan and its pharmacological implications".
Archives of Pharmacal Research
.
36
(3): 264?72.
doi
:
10.1007/s12272-013-0048-z
.
PMID
23435944
.
S2CID
27489770
.
- ^
Lee, Kyung-Eun; Mun, Sukyeong; Pyun, Hee-Bong; Kim, Myung-Suk; Hwang, Jae-Kwan (2012).
"Effects of macelignan isolated from Myristica fragrans (Nutmeg) on expression of matrix metalloproteinase-1 and type I procollagen in UVB-irradiated human skin fibroblasts"
.
Biological & Pharmaceutical Bulletin
.
35
(10): 1669?1675.
doi
:
10.1248/bpb.b12-00037
.
ISSN
1347-5215
.
PMID
23037157
.
- ^
says, Tee O.
"Best Breast Enlargement Creams Reviewed [UPDATED]"
.
BreastEnlargement.name
. Retrieved
2020-08-07
.