Lignans with inhibitory effect on 5α-reductase from Urtica cannabina / 中国中药杂志

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.

Liposoluble Constituents of Urticae Rhizoma / 中国药学杂志

OBJECTIVE: To investigate the liposoluble constituents of Urticae Rhizoma. METHODS: The compounds were isolated and purified by silica gel, Sephadex LH-20, ODS gel column chromatographies, and semi-preparative HPLC. The structures were elucidated on the basis of spectral data and physiochemical properties. RESULTS: Twenty-one compounds were isolated from the ethyl acetate fraction of Urticae Rhizoma, and identified as(-)-urticol(1),(-)-secoisolariciresinol(2), 23-hydroxybetulinic acid(3), 2α,3β, 24-trihydroxy-12-oleanen-28-oic acid(4), cleomiscosin A (5), dihydro-4-hydroxy-5-hydroxymethyl-2(3H)-furanone(6), methyl chlorogenate(7), kaempferol(8), pinoresinol monomethyether-4'-O-β-D-glucopyranoside(9), martairesinol-4'-O-β-D-glucopyranoside(10), cycloolivil-6-O-β-D-glucopyranoside(11), stigmasterol-3-O-β-D-glucopyranoside(12), nicotinamide(13), trans-caffeic acid-4-O-β-D-glucopyranoside(14), esculin(15), 5-hydroxyl-7-methoxycoumarin-8-O-β-D-glucopyranoside(16), 6-oxymethyluteolin-7-O-β-D-glucopyranoside(17), luteolin-7-O-β-D-glucopyranoside(18), quercetin-3-O-(4″-methoxy)-α-L-rhamnopyranoside(19), 2'-deoxy uridine(20), and apigenin-6, 8-di-C-β-D-glycoside(21), respectively. CONCLUSION: All the compounds, except 8 and 12, are isolated from U. fissa for the first time. Meanwhile, compounds 5, 6, 9, 10, 11, 14, 16, 17, and 19 are all found in Urticaeae plants for the first time.