A new lignan from Aphanamixis polystachya

Abstract

A new lignan, polystachyol (1), two lignan glycosides, lyoniside (2) and nudiposide (3), and a sterol, ergosta-4,6,8(14),22-tetraen-3-one (4), with stigmasterol, and oleic and linoleic acids, have been isolated from an MeOH extract of the dried bark of Aphanamixis polystachya. The structures of the isolated compounds were elucidated by analysis of 1D and 2D NMR and mass spectroscopic data. The compounds did not have growth inhibitory activity against HeLa cells.

Triterpenoids and Sterones from the Stem Bark of Ailanthus altissima

“…Known compounds were identified as (4,4,14-trimethyl-3-oxo-24-nor-5α,13α,14β,17α,20S-chol-7-en-23-oic acid) (3), 16 hydroxydammarenone I (4), 17 ocotillone (5), 18 stigmasta-4-ene-3-one (6), 19 stigmasta-4,6,8(14),22-tetraen-3-one (7), 20 artelin (8), 21 polystachyol (9), 22 coniferyl alcohol (10), ferulic acid (11), 2,6-dimethoxyhydroquinone (12), antiarol (13), and 4-hydroxybenzaldehyde (14) by comparison with published literature data or direct identification by spectroscopic evidences. It was noted that compound 3 has been synthesized previously, 16 however, it was isolated from natural sources for the first time.…”

Two new tirucallane triterpenoids from Aphanamixis grandifolia

“…In recent years, a variety of compounds have been obtained from the genus Aphanamixis, such as triterpenes, 3 limonoids, 4 lignans, 5 and alkaloids. 6 As our ongoing research for novel structural and significant bioactive natural products from the Meliaceae family, 7 three triterpenoids (see Fig.…”

Complete assignments of 1H and 13C NMR data for rings A,B‐seco limonoids from the seed of Aphanamixis polystachya

“…The presence of a 1˛,14ˇ-oxide bridge in both polystachin (10) 23 and dregeana-1 (2) was established by a NOESY correlation between H-1 and the C-19 methyl group. 2D NMR of 2 enabled the full assignment of 1 H and 13 C NMR resonances to be completed (Tables 1 and 2). …”

“…23 Detailed comparison of 1 H NMR data for 6 with that of limonoids 1, 5, 7, rohituka-9 (8), 24 and 12 suggested that 6 was identical to rohituka-5. 24 The absence of 13 C NMR data for rohituka-5 prompted us to undertake an unambiguous assignment of its NMR data, which was achieved by the application of 2D NMR techniques and are listed in Tables 1 and 2.…”

“…It has been extensively investigated since the 1960s because of the anticancer, 1,2 antimicrobial and antifungal, 3 anti-inflammatory, 4 and insectidal potential, 5 and hepatoprotective properties 6 of the plant extracts. Earlier studies on this plant have disclosed the presence of alkaloids, 7 fatty acids, 8 flavonoids, 9 -12 lignans, 13 steroids, 14,15 diterpenoids, 16 sesquiterpenoids, 17 triterpenoids, 1,18 -20 and a series of complex tetranortriterpenoids (limonoids) (including dihydroamoorinin 21 and amoorinin, 22 and its glucosides, 9 aphanamixinin, 18 kihadalactone and polystachin, 23 rohituka 1-9, 24 -26 rohituka 12-14, 23 and rohitukin 27 ). Our early work on investigating the chemical constituents of the plant seed resulted in the isolation of a known dregeana-1 (2) and a novel limonoid rohituka-15 (3).…”