Chemistry of Natural Compounds最新文献

Twenty-six compounds, including one new 2-(2-phenylethyl)chromone derivative, (R)-2-(1-hydroxy-2- phenylethyl)chromone (1), and one new resorcylic acid lactone, (S)-de-O-methylhispidulactone A (2), were isolated from the nonresinous heartwood of Aqualaria sinensis (Lour.) Spreng. Among these compounds, (S)-de-O-methylhispidulactone A (2), 2-(2-phenylethyl)chromone (4), 2-[2-(4-hydroxyphenyl)ethyl]chromone (7), 6-methoxy-2-(2-phenylethyl)chromone (8), 6-methoxy-2-[2-(3-methoxyphenyl)ethyl]chromone (9), 2-[2-(3-methoxyphenyl)ethyl]chromone (10), 6,7-dimethoxy-2-(2-phenylethyl)chromone (11), 8-chloro-6- hydroxy-2-[2-(4-methoxyphenyl)ethyl]chromon-4-one (13), (+)-(R)-de-O-methyllasiodiplodin (14), lasiodiplodin (15), and (3R)-(–)-melliein (20) exhibited antifungal activity against Epidermophyton floccosum, Trichophyton rubrum, and Microsporum gypseum, with MIC values ranging from 5.8 to 51.6 μM. Furthermore, (R)-2-(2-hydroxy-2-phenylethyl)chromone (3b), 7, 8, 9, 14, 15, 5-hydroxy-7,3′,4′- trimethoxyflavone (17), and velutin (18) demonstrated antibacterial effects against Staphylococcus aureus, with MIC values ranging from 20.2 to 96.0 μM.

Two new lignans, named (7′R)-7′-hydroxy-5′-methoxylariciresinol (1) and (7′S)-7′-hydroxy-5′- methoxylariciresinol (2) were isolated from the stems of Cinnamomum tenuifolium (Lauraceae) and the roots of Coix lacryma-jobi L., along with five known compounds, (+)-syringaresinol (3), (+)-medioresinol (4), (+)-pinoresinol (5), (+)-lariciresinol (6), and (+)-5,5′-dimethoxylariciresinol (7). The structure of the new lignan was elucidated by spectroscopic and physical evidence.

Adamantyl-containing derivatives of lappaconitine were prepared via reactions of N-20-norlappaconitine, N-deacetyllappaconitine, and their derivatives with 1-adamantylisocyanate and 1-adamantylisothiocyanate.

One new coumaronochromone named 5,7,2′-trihydroxy-6-methoxycoumaronochromone (1), and six known compounds named benzyl-O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside (2), chikusetsusaponin V (3), crotonine (4), ayamenin A (5), achyranthoside A (6), 5-hydroxypyridine-2-carboxylic acid methyl ester (7), were obtained from Achyranthes bidentata. The antihyperuricemic acid activities of these isolated compounds (1–7) were assayed by an HK-2 cell model induced by adenosine combined with xanthine oxidase. The contents of uric acid produced by the HK-2 cell model were determined by HPLC analysis. As the results show, compound 3 was the most effective and was almost in line with the positive drug of febuxostat, whereas compounds 1, 4, 5, and 6 showed moderate antihyperuricemic acid activities at a concentration of 50.0 μM.

A new 2,3-dihydrofuran, synsedulcifuran (1) was isolated from the fruits of Synsepalum dulcificum (Schumach. & Thonn.) Daniell (Sapotaceae). The structure of the new 2,3-dihydrofuran was elucidated by chemical and physical evidence.

Apigenin 7-O-sophoroside, chrysoeriol 7-O-sophoroside, and four new flavonoids 1–4 were observed in leaves of Carduus nutans ssp. leiophyllus (Petrovic) Stoj. & Stef. (syn. C. thoermeri Weinm.). The structures of the new compounds were determined using UV and NMR spectroscopy and mass spectrometry as luteolin 7-O-[2′′-O-(4′′′-O-acetyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (carduleioside A, 1), chrysoeriol 7-O-[2′′-O-(4′′′-O-acetyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (carduleioside B, 2), apigenin 7-O-[2′′-O-(2′′′-O-acetyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (carduleioside C, 3), and apigenin 7-O-[2′′-O-(6′′′-O-acetyl)-β-D-glucopyranosyl]-β-D-glucopyranoside (carduleioside D, 4). Compounds 1 and 2 inhibited the activity of monoamine oxidases A and B.

One previously undescribed flavone analogue, 5,4′-dihydroxy-7,6-(2′′,3′′-furano)flavone (14), together with 13 known ones, were isolated from the unripe fruits of Ficus religiosa L. (Moraceae). The structures of all isolates were elucidated on the basis of extensive analyses of spectroscopic data and comparison with data from the literature.