The chloroform extract of the leaves of Caesalpinia pyramidalis (Caesalpinioidea , Fabaceae) yielded the new biflavonoid named caesalflavone, as well as. Recebido em 17/9/09; aceito em 2/2/10; publicado na web em 18/6/10 The chloroform partition of methanol extract of leaves of Caesalpinia. PDF | The chloroform extract of the leaves of Caesalpinia pyramidalis ( Caesalpinioidea, Fabaceae) yielded the new biflavonoid named caesalflavone, as well as.
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Biflavonoids and other phenolics from Caesalpinia pyramidalis Fabaceae. The chloroform extract of the leaves of Caesalpinia pyramidalis Caesalpinioidea, Fabaceae yielded the new biflavonoid named caesalflavone, as well as podocarpusflavone A, agathisflavone, apigenin and kaempferol. The chloroform extract of the trunk wood gave 4,4′-dihydroxy-2′-methoxychalcone, – -syringaresinol, and methyl gallate. Biflavonoids were not found in trunk wood.
Caesalpinia pyramidalis, Fabaceae, biflavonoids, flavonoids. The genus Caesalpinia Caesalpinioideae, Fabaceaecomprised of tropical or subtropical trees or shrubs, contains more than species worldwide.
Caesalpinia pyramidalis Tul is an endemic tree of northeastern region and one of the predominant species in the “caatinga” vegetation. In Bahia State, it is popularly known as “catingueiro” or “pau-de-rato”, and its leaves are employed in traditional medicine as diuretic, dyspeptic, digestive, and antipyretic.
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In a previous work 8 on organic extracts from C. The present work describes the phytochemical reexamination of the chloroform extract from leaves and trunk wood of C. A new biflavonoid named caesalflavone 1 was isolated, along with the known compounds podocarpusflavona A 2agathisflavone 3apigenin, and kaempferol.
From the chloroform extract trunk wood were obtained the known compounds 4,4′-dihydroxy-2′-methoxychalcone 4syringaresinol 5and methyl gallate. NMR data is in agreement with mass spectrum and showed that the biflavonoid is made up of flavanone and flavone units Table 1. The flavone unit was identified by the signals at d On the other hand, the flavanone unit was recognized by its characteristic 13 C signals, which were attributed to a carbonyl group as well as to the C-2 and oxybenzylic carbon of ring C.
However, the biflavonoid structure of caesalflavone 1 was corroborated mainly through the presence of two nonhydrogenated carbon resonances pyramidalie d Thus, the linkage at C-6 of the flavone unit was established due to the presence of methine carbon signals at d The C-6 flavone linkage was also suggested by the shielded peak of the methine carbon C-8 d The 1 H NMR spectrum of 1 also corroborated pyramudalis propose the biflavonoid structure and the linkage between the flavanone and flavone units.
Thus, this spectrum showed single hydroxyl bounded group signals at d Besides, the double doublet signals at d 5. Thus, the single signal at d 5. The existence of a pyramifalis ring B was shown by characteristic doublets d 7.
Caesalpinia pyramidalis – Wikipedia
The HMQC spectrum was elucidative because it was possible to verify the correlations of two hydrogen signals and two carbon resonances each. Thus, the correlations observed between the peaks displayed at d 7. However, the analysis of HMBC spectrum data for the linkage between the flavonoid units was conclusive. On the other hand, the bonded hydroxyl d The correlation of H-8 and C of unity I was conclusive to identify this unit as being the flavone linked with C-3′ of the flavanone unit II Figure 2.
To date, there are no reports in literature regarding compound 1. Comparison with literature data 9 permitted to re-assign some peaks. Other slight differences in resonances observed between compound 2 and literature data were attributed to the solvent employed.
Agathisflavone and other biflavone derivatives have been tested as topoisomerase inhibitors. Compound 4 4,4′-dihydroxy-2′-methoxy-chalcone was identified by NMR analysis.
The position of the methoxyl group was established by UV spectral analysis with the AlCl 3 reagent shift. The absence of bathochromic effect permitted to localize the methoxyl group in the C-2′. This chalcone was previously found in C. Optical rotations were pyrqmidalis in a Carl Zeiss polarimeter.
Botanical material of C.
Species identification was kindly provided by Prof. Dry trunk wood 5. The hexane partition 7. The chloroform partition The chloroform extract We were indebted to Prof.
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Nova27 New York,pp. June 10, Published on the web: All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License. Services on Demand Journal. Introduction The genus Caesalpinia Caesalpinioideae, Fabaceaecomprised of tropical or subtropical trees or shrubs, contains more than species worldwide.
Isolation of constituents Dry trunk wood 5. How to cite this article.