Pubescidin, an isoflavone glycoside from Centrosema pubescens

Tostes, João Batista de Freitas; Silva, Antônio J. R. da; Parente, José Paz

doi:10.1016/s0031-9422(97)00097-6

Cited by 11 publications

(7 citation statements)

References 17 publications

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“…The UV spectrum was consistent with a flavonoid . The 1 H and 13 C NMR data of ring A of the aglycone matched those reported for pubescidin, while rings B and C were comparable with those reported for ladanein . It showed two one-proton singlets at δ 6.91 and 6.97 assigned to H-3 10 and H-8, respectively.…”

Section: Resultssupporting

confidence: 81%

Nematicidal Constituents of the Aerial Parts of Lantana camara

et al. 2000

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Two new constituents, lantanoside (1) and lantanone (2), and the known compounds linaroside (3) and camarinic acid (4) were isolated from the aerial parts of Lantana camara. Compounds 1, 3, and 4 were tested for nematicidal activity against root-knot nematode Meloidogyne incognita and showed 90, 85, and 100% mortality, respectively, at 1.0% concentration. The results were comparable to those obtained with the conventional nematicide furadan (100% mortality at 1.0% concentration). Structures of the new compounds were elucidated by spectroscopic and chemical techniques.

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Section: Resultssupporting

confidence: 81%

Nematicidal Constituents of the Aerial Parts of Lantana camara

et al. 2000

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“…yielded the isoflavanones 193 and 194, which are the only examples in this survey with geranyl substitution in the A-ring. 250 New prenylated isoflavanones continue to be reported from the genus Sophora L., including phyllanones A (196) and B (197) from the root bark of Sophora microphylla Aiton, 251 tetrapterols G-I (198)(199)(200) from the roots of Sophora tetraptera J.F.Mill., 252 and tomentosanols A (201) and B (202) from Sophora tomentosa L. (roots and stems). 253 Tetrapterol F, a fourth compound obtained from Sophora tetraptera, 252 is the racemic form of the 3-hydroxyisoflavanone, phyllanone A (196).…”

Section: Isoflavanonesmentioning

confidence: 99%

“…253 Tetrapterol F, a fourth compound obtained from Sophora tetraptera, 252 is the racemic form of the 3-hydroxyisoflavanone, phyllanone A (196). 251 The CD data quoted for phyllanone B (197) indicate that the (3R)-configuration should be assigned. 62,251 Phyllanone A (196) was reported to have a similar CD spectrum to phyllanone B, 251 but here the (3S)-configuration must be assigned due to the change in priorities at C-3 according to the Cahn-Ingold-Prelog system.…”

Section: Isoflavanonesmentioning

confidence: 99%

Isoflavonoids of the Leguminosae

Veitch

2007

Nat. Prod. Rep.

208

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Isoflavonoids are found predominantly in subfamily Papilionoideae of the Leguminosae. This review describes more than 420 new examples of Leguminosae isoflavonoids, giving details of their source, identification, biological activity, synthesis, and ecological or chemosystematic significance. Other topics addressed include the application of hyphenated analytical techniques to the characterisation of legume-derived isoflavonoids, and advances made in biosynthetic studies. A checklist of new compounds by species is given, and 404 references are cited.

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“…The n-BuOH fraction of fruits (80 g) was subjected to a Diaion HP-20 resin eluting with H 2 O-MeOH (10:0-0:10) and obtained ten sub-fractions fr-I-fr-X. Compounds 5 (18 mg), 6 (19 mg), and 9 (50 mg) were obtained from fr-III (1.7 g) after applying LiChroprep RP-18 chromatography and eluting with H 2 O-MeOH (10:0-5:5 (Chang et al, 1994;Kazakov, 1973), irisolidone (Tostes et al, 1997), genistein (Chang et al, 1994;Markham, 1982), sissotrin (Vitor et al, 2004), sophorabioside (Markham, 1982;Tang et al, 2001), genistin (Lee et al, 2002;Vitor et al, 2004), tectoridin (Signab, 2004, apigenin (Markham, 1982), quercitrin (Lee at al., 2002;Lu and Foo, 1997) and rutin (Markham and Ternai, 1976), respectively by comparison of the spectral data (IR, UV, MS, 1 H-NMR and 13 C-NMR) with the literature values.…”

Section: Extraction and Isolationmentioning

confidence: 99%

Anti-platelet effects of flavonoids and flavonoid-glycosides from Sophora japonica

Kim

Yun‐Choi

2008

Arch. Pharm. Res.

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A methanol extract of Sophora japonica was subjected to anti-platelet activity guided fractionation affording the isolation of four flavonoids and six flavonoid-glycosides: biochanin A (1), irisolidone (2), genistein (3), sissotrin (4), sophorabioside (5), genistin (6), tectoridin (7), apigenin (8), quercitrin (9), and rutin (10). The structure of each compound was determined by a variety of spectroscopic methods. Among the compounds, 1, 3, and 7 showed approximately 2.5-6.5 fold greater inhibitory effects on arachidonic acid (AA) and U46619 induced platelet aggregation (IC50: 19.9 and 99.8 microM; 20.3 and 53.8 microM; 25.9 and 123.4 microM, respectively) than acetylsalicylic acid (ASA, IC50: 63.0 and 350.0 microM). Compound 2 was an approximately 22-40 fold stronger inhibitor than ASA on AA and U46619 induced aggregation (IC50: 1.6 and 15.6 microM, respectively).

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Pubescidin, an isoflavone glycoside from Centrosema pubescens

Cited by 11 publications

References 17 publications

Nematicidal Constituents of the Aerial Parts of Lantana camara

Nematicidal Constituents of the Aerial Parts of Lantana camara

Isoflavonoids of the Leguminosae

Anti-platelet effects of flavonoids and flavonoid-glycosides from Sophora japonica

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