ABSTRACT
Objective: To investigate the diarylheptanoids from the flower of Juglans regia. Methods: The compounds were isolated and purified by various column chromatographies, and their structures were identified by physiochemical properties and spectroscopic data. And MTT assays were performed to detect the in vitro cytotoxicity of compounds. Results: A total of 11 diarylheptanoids were isolated from the EtOH extract of the flower of J. regia, which were identified as tsaokoarylone (1), rhoiptelol C (2), (3S,7S)-3,7-dihydroxy-1-(4-hydroxyphenyl)-7-(3-methoxy-4-hydroxyphenyl)-heptane (3), 3-hydroxy-1-(3-methoxy-4-hydroxyphenyl)-7- (4-hydroxyphenyl) heptane (4), 1-(4-hydroxyphenyl)-7-(3-methoxy-4-hydroxyphenyl)-4-heptene-3-one (5), juglanin A (6), 2-oxatrycyclo[13.2.2.13,7]eicosa-3,5,7-(20),15,17,18-hexane-10,16-diol (7), 2-oxatrycyclo[13.2.2.13,7]eicosa-3,5,7-(20),15,17,18-hexane- 10-one (8), pterocarine (9), (8R)-32-methoxy-2-oxa-1(1,3),3(1,4)-dibenzenacyclodecaphane-16,8-diol (10), and juglanin B (11). Conclusion: Compounds 1-2, 4-5, and 7-8 are isolated from this genus for the first time. Compounds 1-11 are isolated from this plant for the first time, and compound 8 inhibited the proliferation of HCT-116, HepG2, BGC-823, NCI-H1650, and A2780 cancer cell lines in vitro, with IC50 values of 3.56, 2.26, 1.39, 2.62, and 1.18 μmol/L, respectively.
ABSTRACT
Objective To study the chemical constituents of the n-butanol part which extracted from green walnut husks of Juglans mandshurica with antitumor activity. Methods The chemical constituents from 95% EtOH extract of green walnut husks of J. mandshurica at room temperature were isolated and prepared by silica gel column, reversed-phase ODS, and pre-HPLC after n-butanol extraction, and their structures were elucidated by a variety of spectral and spectroscopic techniques. Results Eight compounds were isolated and identified as 4-hydroxy-4-(3’-hydroxyphenol) butanoic acid-4-O-β-D-glucopyranoside ethyl ester (1), 4-hydroxy- 4-(3’-hydroxyphenyl) butyric acid-4-O-β-D-glucopyranoside methyl ester (2), 1,4,8-trihydroxynaphthalene-1-O-β-D-glucopyranoside (3), 1,4,8-trihydroxy-3-naphthoic acid ethyl ester-1-O-β-D-glucopyranoside (4), (4S)-4,5,8-trihydroxy-α-tetralone-4-O-β-D- glucopyranoside (5), (4S)-4,5,8-trihydroxy-α-tetralone-5-O-β-D-[6’-O-(3″,4″,5″-trihydroxybenzoyl)] glucopyranoside (6), (4S)-4- hydroxy-α-tetralone-4-O-β-D-(6’-O-4’’-hydroxylbenzoyl)-glucopyranoside (7), and (4S)-4,5-dihydroxy-α-tetralone-4-O-β-D-(6’-O- 4’’-hydroxylbenzoyl)-glucopyranoside (8). Conclusion Compound 1 named juglanoside P and compound 2 namded juglanoside Q are both new compounds.
ABSTRACT
Objective: To study the chemical constituents from the exocarps of Juglans mandshurica which was an anti-tumor herb. Methods: The chemical constituents were isolated from the EtOAc and CHCl3 extracts by solvent extraction, repeated silica gel, Sephadex LH-20 column chromatography, and preparative high performance liquid chromatography. Their structures were elucidated by physicochemical properties and spectral data analysis. Results: Thirteen compounds were identified as 4(R)-ethoxy-8- hydroxy-α-tetralone (1), 4(R)-regiolone (2), ethyl gallate (3), Methyl 4-hydroxyphenylacetate (4), 8-hydroxyl anthraquinone-1- carboxylic acid (5), 4(R),5-dihydroxy-α-tetralone (6), myricanol (7), Juglanin B (8), 5-deoxymyricanone (9), 5-hydroxy-1- (4'-hydroxyphenyl)-7-(4″-hydroxy-3″-methoxyphenyl)-3-heptanone (10), broussonol E (11), Kaempferol-3-O-α-L-rhamnoside (12), quercetin-3-O-α-L-rhamnoside (13). Conclusion: Compounds 3-5, 7, and 9-13 are isolated from the exocarps of J. mandshurica for the first time, and the prenylated flavonoids were firstly reported in this genus.