New lignans from Dacrydium intermedium: PMR and CMR spectroscopy of phenyltetralin lactones and acetals

Cambie, R. C.; Parnell, John; Rodrigo, R.

doi:10.1016/s0040-4039(01)87198-7

Cited by 7 publications

(2 citation statements)

References 6 publications

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“…Lignans containing β-and α-ethoxy groups at C-9 have been isolated previously from some Piper 7-10 and Dacrydium [11][12] species. The structures of two diastereomeric lignans (3 and 4) [13][14][15][16][17] , neolignan eupomatenoid-7 (5) 6 and α-tocopherylquinone (6) 18-21 were established on the basis of their spectral data and comparison with those of the analogous compounds recorded in previous reports.…”

Section: Resultsmentioning

confidence: 99%

Two Dibenzylbutyrolactol Derivatives and Other Chemical Constituents from Aristolochia peltato-deltoidea

Silva¹,

Palmeira²,

Conserva³

et al. 1999

J. Braz. Chem. Soc.

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Do extrato hexânico das partes aéreas de Aristolochia peltato-deltoidea Hoehne (Aristolochiaceae) foram isolados duas novas lignanas epiméricas do tipo dibenzilbutirolactol, rel-(8R, 8'S, 9S)-3,4-dimetoxi-3',4'-metilenodioxi-9β-etoxi-e rel-(8R, 8'S, 9R)-3,4-dimetoxi-3',4'-metilenodioxi-9α-etoxi-lignanas-8.8',9.O.9', além da neolignana benzofurânica eupomatenóide-7, α-tocoferilquinona, β-sitosterol e estigmasterol. Do extrato clorofórmico foram isoladas duas lignanas dibenzilbutirolactonas diasteroisoméricas:lenodioxi-9-oxo-lignanas-8.8',9.O.9'. A composição química das frações apolares do extrato hexânico também foi analisada por CG/EM. Dentre os componentes detectados, dez foram identificados. As estruturas dos compostos isolados foram elucidadas utilizando-se métodos espectrométricos.The hexane extract from the aerial parts of Aristolochia peltato-deltoidea Hoehne (Aristolochiaceae) afforded two new epimeric lignans dibenzylbutyrolactol type, rel-(8R, 8'S, 9S)-3,4-dimethoxy-3',4'-methylenodioxy-9β-ethoxy-and rel-(8R, 8'S, 9R)-3,4-dimethoxy-3',4'-methylenodioxy-9α-ethoxy-lignans-8.8',9.O.9', besides a benzofuran neolignan, known as eupomatenoid-7, α-tocopherylquinone, β-sitosterol and stigmasterol. From chloroform extract were isolated two diastereomeric dibenzylbutyrolactone lignans : rel-(8R, 8'R)-and rel-(8R, 8'S)-3,4-dimethoxy-3',4'-methylenodioxy-9-oxo-lignans-8.8',9.O.9'. Chemical composition analysis by GC/MS of the non polar fractions from hexane extract also was carried out and ten components were identified. The structures of the isolated compounds were elucidated utilizing spectrometric methods.

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Section: Resultsmentioning

confidence: 99%

Two Dibenzylbutyrolactol Derivatives and Other Chemical Constituents from Aristolochia peltato-deltoidea

Silva¹,

Palmeira²,

Conserva³

et al. 1999

J. Braz. Chem. Soc.

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show abstract

“…Synthesis was covered in a very substantial paper published in 1982 (161). (17,23), futoenone (18,24), porosin (19), burchellin (25), and megaphone (20,21) Thus conformational preferences determined by NMR (163) and computermodelling were used in the verification of structure-activity relationships (15). Indeed, precisely the opposite has happened due to the powerful stimulus provided by the discovery of new and potentially exciting applications.…”

Section: Chemistrymentioning

confidence: 99%