Lignans with inhibitory effect on 5α-reductase from Urtica cannabina.
10.19540/j.cnki.cjcmm.20210519.201
- Author:
Yan CHEN
1
;
Zi-Xian GUO
1
;
Xiao-Bo LI
1
;
Chen-Jie SUN
1
;
Meng-Yue WANG
1
Author Information
1. School of Pharmacy, Shanghai Jiao Tong University Shanghai 200240, China.
- Publication Type:Journal Article
- Keywords:
5α-reductase;
Urtica cannabina;
lignan;
trans-urticol-7-O-β-D-glucopyranoside
- MeSH:
5-alpha Reductase Inhibitors;
Cholestenone 5 alpha-Reductase/pharmacology*;
Chromatography, High Pressure Liquid;
Lignans/pharmacology*;
Magnetic Resonance Spectroscopy;
Molecular Structure;
Urticaceae/enzymology*
- From:
China Journal of Chinese Materia Medica
2021;46(15):3846-3852
- CountryChina
- Language:Chinese
-
Abstract:
The lignans in Urtica cannabina were isolated by preparative HPLC, silica, and ODS column chromatographies, and identified by NMR and HR-MS. The inhibitory activities on 5α-reductase were evaluated in vitro. As a result, ten secolignans,(2R,4S)-2,4-bis(3-methoxyl-4-hydroxyphenyl)-3-butoxypropanol(1), 3,4-trans-3-hydroxymethyl-4-[bis(3,4-dimethoxyphenyl)methyl] butyrolactone(2), 3,4-trans-3-hydroxymethyl-4-[(3,4-dimethoxyphenyl)(3-methoxyl-4-hydroxyphenyl)methyl] butyrolactone(3), 3,4-trans-3-hydroxymethyl-4-[bis(3-methoxyl-4-hydroxyphenyl)methyl] butyrolactone(trans urticol, 4), 3,4-trans-3-hydroxymethyl-4-[bis(3,4-dimethoxyphenyl)methyl] butyrolactone-3-O-β-D-glucopyranoside(5), 3,4-trans-3-hydroxymethyl-4-[(3,4-dimethoxyphenyl)(3-methoxyl-4-hydroxyphenyl)methyl]butyrolactone-3-O-β-D-glucopyranoside(6), 3,4-trans-3-hydroxymethyl-4-[bis(3-methoxyl-4-hydroxyphenyl)methyl]butyrolactone-3-O-β-D-glucopyranoside(trans-urticol-7-O-β-D-glucopyranoside, 7), cycloolivil-4-O-β-D-glucopyranoside(8), isolariciresinol-4'-O-β-D-glucopyranoside(9), and olivil-4'-O-β-D-glucopyranoside(10), together with a polyphenol [α-viniferin(11)], were isolated from U. cannabina for the first time. Compound 1 was a new lignan. Compound 7 was potent in inhibiting 5α-reductase.
