Flavonoid and other constituents of Bauhinia manca

Achenbach, Hans; Stöcker, Markus; Constenla, Manuel A.

doi:10.1016/0031-9422(88)80455-2

Cited by 169 publications

(91 citation statements)

References 9 publications

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“…O fracionamento cromatográfico em sílica gel dos extratos em AcOEt e n-BuOH das folhas de B. forficata levou ao isolamento do (2) foi obtido a partir do fracionamento cromatográfico do extrato em n-BuOH das flores.…”

Section: Resultsunclassified

“…Algumas espécies do gênero Bauhinia são utilizadas na medicina folclórica da África, Ásia e América para o tratamento de várias doenças 2 . A infusão das folhas de Bauhina forficata é utilizada na medicina popular brasileira como agente diurético, hipoglicemiante, tônico, depurativo, no combate à elefantíase e na redução da glicosúria 1 .…”

Section: Introductionunclassified

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Flavonóides glicosilados das folhas e flores de Bauhinia forficata (Leguminosae)

Pizzolatti¹,

Cunha²,

Szpoganicz³

et al. 2003

Quím. Nova

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Section: Resultsunclassified

Section: Introductionunclassified

Flavonóides glicosilados das folhas e flores de Bauhinia forficata (Leguminosae)

Pizzolatti¹,

Cunha²,

Szpoganicz³

et al. 2003

Quím. Nova

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“…Steroid glycosides of B. candicans were isolated and identifi ed as: sitosterol 3-O-α-D-riburonofuranoside (Irribarren and Pomilio, 1985). In a phytochemical study of B. manca, Achenbach et al (1988) isolated 3-O-galloylepicatechin, one of its primary components. They also identifi ed gallic acid, cinnamic acid, β-sitosterol and β-D-glucosyl-sitosterol in signifi cant concentrations.…”

Section: Discussionmentioning

confidence: 99%

“…They are widely used in Brazil and in other countries to treat various diseases, especially infections, pain processes and diabetes. Particularly prominent are aqueous extracts of the leaves, stalks and roots of B. cheilantha, B. forfi cata, B. monandra, B. glabra, B. rufescens, B. splendens and B. ungulata (Achenbach et al, 1988;Ritter et al, 2002;Pereira et al, 2004;Macedo and Ferreira, 2004;Morais et al, 2005;Silva et al, 2006;Agra et al, 2007;Agra et al, 2008).…”

Section: Introductionmentioning

confidence: 99%

Determining the genotoxicity of an aqueous infusion of Bauhinia monandra leaves

Macêdo¹,

Sisenando²,

Queiroz³

et al. 2008

Rev. bras. farmacogn.

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“…8) It was isolated from the stem of Bauhinia manca 8) and reported to have inhibitory activity against aromatase, 9) but there has been no report on allergy-preventive activity.…”

Section: Compound 4 Was Isolated As Colorless Needles and Ei-ms Showementioning

confidence: 99%

Allergy-Preventive Flavonoids from Xanthorrhoea hastilis

et al. 2007

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Xanthorrhoea hastilis R. BR. (Xanthorrhoeaceae), commonly called grass trees, is an Australian native plant genus. A commercially available resin commonly obtained from Xanthorrhoea trees is gum accoroides, but no medical uses have been described for this plant. In our continuing search for allergy-preventive substances from natural sources 1) we found that extracts of X. hastilis exhibited allergy-preventive activity. Known extracts from X. hastilis include benzoic acid, 2) fragrant oil 3) and C-methylated flavonoid, 4) but no detailed chemical study had been reported. In the present study, we isolated from X. hastilis, a new flavanone, 3Ј,5Ј-dihydroxy-7,4Ј-dimethoxyflavanone (1) and two new chalcones, 3,5,2Ј-trihydroxy-4,4Ј-dimethoxychalcone (2) and 5,2Ј-dihydroxy-3,4,4Ј-trimethoxychalcone (3). We report their structures and also the isolation of five known compounds. Finally, we describe the allergy-preventive effects of these compounds isolated from X. hastilis. Results and DiscussionCompound 1 was obtained as colorless needles and its HR-EI-MS showed the [M] ϩ ion at m/z 316.0942 which established the molecular formula as C 17 H 16 O 6 (Calcd 316.0947). The IR spectrum indicated the presence of hydroxy (3500-3200 cm Ϫ1) and conjugated carbonyl (1670 cm Ϫ1 ) groups. The UV spectrum showed l max at 237, 272 and 310 nm, indicating a phenolic nature.1 H-NMR of 1 showed the presence of a methylene (d 2.75, 2.96), an oxymethine (d 5.32), two methoxy groups (d 3.81, 3.84) and five aromatic protons, in which two protons appeared as a singlet at d 6.49, suggesting a symmetrical structure and the other three protons indicated a typical ABX spin system (d 6.54, 6.62, 7.77).13 C-NMR showed the signals for a carbonyl carbon at d 193.1, twelve aromatic carbons between d 102.1 and 168.2, an oxygenated methine at d 80.9, two methoxy groups at d 56.3 and 60.8 and a methylene at d 48.5. These data suggested that 1 is dihydroxy-dimetoxyflavanone. EI-MS showed fragment peaks at m/z 151, 166, which indicated the presence of one methoxy group in the A ring, one methoxy and two hydroxy groups in the B ring.5) The methoxy group of the B ring should be placed at position 4Ј to form the B ring symmetry. The positions of methoxy groups were established at 7 and 4Ј by correlation with the HMBC spectrum ( Table 1). The absolute configuration at C-2 was confirmed by a positive Cotton effect at 331 nm and a negative Cotton effect at 304 nm in the CD spectrum, which is characteristic for the 2S configuration of flavanones. 6)Based on these observations, the new compound 1 was established to be (2S)-3Ј,5Ј-dihydroxy-7,4Ј-dimethoxyflavanone.Compound 2 was isolated as yellow needles. HR-EI-MS showed the [M] ϩ ion at m/z 316.0949 corresponding to the ; 11-68 Koshien, Kyuban-cho, Nishinomiya 663-8179, Japan: and b Gifu Pharmaceutical University; 5-6-1 Mitahora-higashi, Gifu 502-8585, Japan. Received November 22, 2006; accepted January 9, 2007; published online January 12, 2007 Allergy-preventive activity was demonstrated for an ext...

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Flavonoid and other constituents of Bauhinia manca

Cited by 169 publications

References 9 publications

Flavonóides glicosilados das folhas e flores de Bauhinia forficata (Leguminosae)

Flavonóides glicosilados das folhas e flores de Bauhinia forficata (Leguminosae)

Determining the genotoxicity of an aqueous infusion of Bauhinia monandra leaves

Allergy-Preventive Flavonoids from Xanthorrhoea hastilis

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