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Molecules 2010, 15(11), 8193-8204; doi:10.3390/molecules15118193
Article

Chemical Constituents of the Bark of Dipteryx alata Vogel, an Active Species against Bothrops jararacussu Venom

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Received: 25 September 2010; in revised form: 4 November 2010 / Accepted: 10 November 2010 / Published: 12 November 2010
(This article belongs to the Section Metabolites)
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Abstract: The effect of four sub-extracts prepared from the lyophilized hydroalcoholic bark of Dipteryx alata (Leguminosae-Papilionoideae) dissolved in a methanol-water (80:20) mixture through a liquid-liquid partition procedure has been investigated against the neuromuscular blockade of the venom of the snake Bothrops jararacussu. The active CH2Cl2 sub-extract has been extensively analyzed for its chemical constituents, resulting in the isolation of four lupane-type triterpenoids: lupeol (1), lupenone (2), 28-hydroxylup-20(29)-en-3-one (3), betulin (4), nine isoflavonoids: 8-O-methylretusin (5), 7-hydroxy-5,6,4’-trimethoxyisoflavone (6), afrormosin (8), 7-hydroxy-8,3’,4’-trimethoxyisoflavone (9), 7,3’-dihydroxy-8,4’-dimethoxyisoflavone (10), odoratin (11), 7,8,3’-trihydroxy-4’-methoxyisoflavone (13), 7,8,3’-trihydroxy-6,4’-dimethoxyisoflavone (15), dipteryxin (17), one chalcone: isoliquiritigenin (7), one aurone: sulfuretin (14) and three phenolic compounds: vanillic acid (12), vanillin (16), and protocatechuic acid (18). Their chemical structures were elucidated on the basis of spectroscopic analysis, including HRMS, 1D- and 2D-NMR techniques.
Keywords: Dipteryx alata; Leguminosae-Papilionoideae; isoflavone; Bothrops jararacussu; snake venom; neutralization Dipteryx alata; Leguminosae-Papilionoideae; isoflavone; Bothrops jararacussu; snake venom; neutralization
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Puebla, P.; Oshima-Franco, Y.; Franco, L.M.; Santos, M.G.D.; Silva, R.V.; Rubem-Mauro, L.; Feliciano, A.S. Chemical Constituents of the Bark of Dipteryx alata Vogel, an Active Species against Bothrops jararacussu Venom. Molecules 2010, 15, 8193-8204.

AMA Style

Puebla P, Oshima-Franco Y, Franco LM, Santos MGD, Silva RV, Rubem-Mauro L, Feliciano AS. Chemical Constituents of the Bark of Dipteryx alata Vogel, an Active Species against Bothrops jararacussu Venom. Molecules. 2010; 15(11):8193-8204.

Chicago/Turabian Style

Puebla, Pilar; Oshima-Franco, Yoko; Franco, Luiz M.; Santos, Marcio G. Dos; Silva, Renata V. da; Rubem-Mauro, Leandro; Feliciano, Arturo San. 2010. "Chemical Constituents of the Bark of Dipteryx alata Vogel, an Active Species against Bothrops jararacussu Venom." Molecules 15, no. 11: 8193-8204.



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