Advances in studies on naphthoquinones from green walnut husks of Juglans mandshurica and their anticancer activities / 中草药

Green walnut husks of Juglans mandshurica is the exocarp of the immature fruit of Juglans mandshurica. It has been used for thousands of years as a traditional Chinese herbal medicine. It is mainly used for antipyretic and detoxification, antibacterial and anti-inflammatory, analgesic and anti-malarial, and so on. In recent years, its anticancer activity has attracted widespread attention from domestic and foreign scientists. Modern pharmacological studies have shown that naphthoquinones are the main anticancer active ingredients of green walnut husks of J. mandshurica. In this review, we combed the naphthoquinone chemical components extracted from green walnut husks of J. mandshurica and described the chemical constituents of naphthoquinones with strong anticancer activity. It provides an important scientific basis for clarifying the pharmacodynamic basis of the anti-cancer effect of Chinese medicine green walnut husks of J. mandshurica.

Study on flavonoids from green walnut husks of Juglans mandshurica / 中草药

Objective: To study the chemical constituents from the green walnut husks of Juglans mandshurica. Methods: The chemical constituents from the green walnut husks of J. mandshurica were isolated and purified by repeated silica gel, Sephadex LH-20 column chromatography and ODS column chromatography, and their structures were identified by NMR spectral analysis. Results: A total of 14 compounds were isolated from the green walnut husks of J. mandshurica, and identified as apigenin (1), tricin (2), eupatilin (3), 3,7,8,3’-tetrahydroxy-4’-methoxyflavone (4), 3,5-dihydroxy-7-methoxy-3’,4-methylenedioxyflavone (5), taxifolin (6), quercetin-3-O-(6″-galloyl)-β-D-galactopyranoside (7), quercetin-3-O-(4″-O-acetyl)-α-L-rhamnopyranoside (8), engeletin (9), isoengeletin (10), kaempferol-3-O-β-D-glucopyranoside (11), quercetin-3-O-β-D-glucuronide (12), quercetin-3-O-β-D- glucopyranoside (13), and myricetin-3-O-β-D-glucuronide (14). Conclusion: Compounds 1-10, 12, and 14 are isolated from the green walnut husks of J. mandshurica for the first time.

Chemical constituents from green walnut husks and their antitumor activity in vitro / 中国中药杂志

Fourteen chemical constituents, including 5-hydroxy-4-methoxy-1-tetralone(1), 4,8-dihydroxy-1-tetralone(2), 4,5-dihydroxy-α-tetralone(3), blumenol B(4), dehydrovomifoliol(5), megastigm-5-ene-3,9-diol(6), juglanin B(7), blumenol C(8), loliolide(9), oleracone B(10), syringarsinol(11), pinoresinol(12), methyl 4-hydroxy-3-methoxybenzoate(13), and isovanillic acid(14), were isolated from the dichloromethane fraction of 95% methanol extract of green walnut husks by silica gel and MCI column chromatography, and Pre-HPLC. Their structures were determined by spectroscopic methods, such as NMR, MS and so on. Among them, compounds 1, 4-6, 8-13 were isolated from the green walnut husks for the first time, and compounds 4-6, 8, 10, 12, 13 were isolated from the Juglans genus for the first time. All of isolates were detected their inhibitory activities against HeLa, HGC-27 and Ht-29 cell lines by the MTT assay. The result showed that compounds 2, 3, 7, 9 and 11 exhibited inhibitory activity against the tested cell line. The IC_(50) of 7 were 26.5, 9.0, 25.4 μmol·L~(-1), respectively.

Chemical constituents of n-butanol fraction from green walnut husks of Juglans mandshurica / 中草药

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.

Chemical constituents in green walnut husks of Juglans regia / 中草药

Objective: To study the chemical constituents in green walnut husks of Juglans regia. Methods: The chemical constituents were separated and purified by silica gel column chromatography and HPLC. Their structures were determined on the basis of spectroscopic analyses. Results: Fifteen compounds were isolated and the structures were identified as epi-dihydrophaseic acid (1), 4-butoxy-5, 8-dihydroxy-3, 4-dihydronaphthalen-1-one (2), 4-ethoxy-5, 8-dihydroxy-3, 4-dihydronaphthalen-1-one (3), myricatomento-genin (4), nodulisporone (5), 5, 8-dihydroxy-4S-methoxy-β-tethalone (6), 5-hydroxy-4-methoxy-α-naphthalen-1-one (7), isosclerone (8), 4, 5, 8-trihydroxy-1, 2, 3, 4-tetrahydronaphthalene-1-one (9), 1-ethyl malate (10), 1-buthyl malate (11), succinic acid (12), ethyl-O-β-D-glucopyranoside (13), 1α, 2α, 4β-trihydroxy-1, 2, 3, 4-tetrahydronaphthalene (14), and L-2-O-methyl-chiroinosicol (15). Conclusion: Compounds 5 and 10-14 are isolated from the green walnut husks of J. regia for the first time, and compounds 1, 4, and 15 are isolated from this plant for the first time.