New spectral data of some flavonoids from Deguelia hatschbachii A.M.G. Azevedo

Abstract

Entre os flavonóides isolados de Deguelia hatschbachii 1 encontram-se escandenina (1), robustato de metila (2) e 4 ',5-diidroxi-6-(3,3-dimetilalila)-7-metoxiflavanona (3) que foram identificados pela comparação dos dados espectroscópicos previamente publicados. A obtenção de novos dados espectroscópicos (RMN, RMN-2D e EM/EM) permitiu a atribuição dos deslocamentos químicos de todos os hidrogênios e carbonos nos espectros de RMN 1 H e 13 C destas substâncias, assim como a elucidação dos caminhos de fragmentação de 1-3 no espectrômetro de massas.From the roots of Deguelia hatschbachii, the known flavonoids scandenin (1), methyl robustate (2) and 4 ',5-dihydroxy-6-(3,3-dimethylalyll)-7-methoxy flavanone (3) were isolated and characterized by comparison of their spectroscopic data with those found in the literature. Now the inclusion of 1D-and 2D-NMR and MS/MS data has allowed the complete assignment of all hydrogen and carbon chemical shifts in their NMR spectra, as well as the elucidation of the fragmentation pathways of 1-3 in the mass spectrometer.

Isolation of Flavonoids from Deguelia duckeana and Their Effect on Cellular Viability, AMPK, eEF2, eIF2 and eIF4E

“…Deguelia nitidula) [6]. Similar compounds have also been found in the roots of Deguelia hatschbachii [7]. Stilbenes with a slight effect on seed germination and plant growth have been described from the leaves of Deguelia refuescens var.…”

Anti-African trypanocidal and antimalarial activity of natural flavonoids, dibenzoylmethanes and synthetic analogues

“…Roots of Deguelia hatschbachii were collected at Universidade Estadual de Campinas, Campinas, SP, Brazil, and a voucher specimen was deposited in the Herbarium of Campinas State University, Campinas, SP, Brazil 20,21 . Dried roots were successively extracted with petrol (30–60°C), CH 2 Cl 2 and methanol for 60 h in a Soxhlet apparatus.…”

Anti-African trypanocidal and antimalarial activity of natural flavonoids, dibenzoylmethanes and synthetic analogues

“…Roots of Deguelia hatschbachii were collected at Universidade Estadual de Campinas, Campinas, SP, Brazil, and a voucher specimen was deposited in the Herbarium of Campinas State University, Campinas, SP, Brazil. [20,21] Dried roots were successively extracted with petrol (30-60 o C), CH 2 Cl 2 and methanol for 60 h in a Soxhlet apparatus. The concentrated CH 2 Cl 2 extract after repetitive chromatographic separation afforded 5,4 0 -dihydroxy-6-(3,3-dimethylallyl)-7-methoxyflavanone (5b), robustic acid (16), and scandenin (17).…”

“…Deguelia hatschbachii [21] Isolonchocarpin (6a) L. campestris [17] 6-Methoxy-6 00 ,6 00 -dimethylchromeno-[2 00 ,3 00 :7,8]-flavanone (6b) L. subglaucescens [19] 3 0 ,4 0 -Dimethoxy-7,8-(2 00 ,2 00 -dimethylpyrano)-flavanone (6c) L. subglaucescens [19] 2 0 ,5-Dihydroxy-3-methoxy-8-dimethylallyl-6,7-(2 00 ,2 00 -dimethylpyrano)-dihydroflavonol (7a) L. atropurpureus [22] 3-Acetylmundulinol (natural mundulinol, 7b) L. atropurpureus [22] 3,4-Methylenedioxy-2 0 -methoxy-[2 00 ,3 00 :4 0 ,3 0 ]-furanodihydrochalcone (10) L. subglaucescens [19] 7-Methoxypongamol (natural 1-OH, 11) L. latifolius [16] 3,4-Methylenedioxy-2 0 -methoxy-6 00 ,6 00 -dimethylchromeno[2 00 ,3 00 :4 0 ,3 0 ]-b-oxochalcone (12a) L. subglaucescens [19] 2 0 -Methoxy-6 00 ,6 00 -dimethylchromeno[2 00 ,3 00 :4 0 ,3 0 ]-b-oxochalcone (12b) L. subglaucescens [19] Robustic acid (16) D. hatschbachii [20] Scandenin (17) D. hatschbachii [20] (6ab,12ab)-12a-Hydroxy-4 0 ,5 0 -tetrahydro-2,3-dimethoxy-5 0 -isopronenylfuran-[2 0 ,3 0 :9,8]-6H-rotoxen-12-one (12-hydroxyrotenone; 19) L. subglaucescens [19] Medicarpin (20) L. montanus [18]…”