New diterpenoids from Caesalpinia species and their cytotoxic activity

Das, Biswanath; Srinivas, Yallamalla; Sudhakar, Chithaluri; Mahender, I.; Laxminarayana, Keetha; Reddy, Parigi Raghavendar; Raju, Tuniki Venugopal; Jakka, N. M.; Rao, J. Venkateswara

doi:10.1016/j.bmcl.2010.03.048

Cited by 31 publications

(18 citation statements)

References 13 publications

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“…In the present study, we observed that this extract also showed high concentrations of phenolics and flavonoids, classes of metabolites already widely described and isolated from the genus Libidibia, as gallic acid and methyl-3,4,5-trihydroxybenzoate (Nakamura et al 2002;Das et al 2010). From stem extract of L. ferra chalcone pauferrol A, a topoisomerase II inhibitor, was isolated (Nozaki et al 2007).…”

Section: Discussionmentioning

confidence: 51%

Antileishmanial activity of extracts from Libidibia ferrea: development of in vitro and in vivo tests

et al. 2017

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Treatment of cutaneous leishmaniasis (CL) is difficult due to the scarce number of drugs able to eliminate completely the intracellular form of the parasite. In the present study, the aim was to evaluate: i) phytochemical properties of extracts from Libidibia ferrea; ii) antileishmanial activity of extracts from L. ferrea against promastigotes and amastigotes of Leishmania (Leishmania) amazonensis and Leishmania (Viannia) guyanensis; iii) the effects of topical treatment using hydrogel containing active extract of L. ferrea on golden hamsters infected with L. (L.) amazonensis. Extracts from leaves, branches and fruits of L. ferrea were obtained with hexane and methanol and were tested by in vitro assays in promastigotes and murine macrophages J774 experimentally infected with amastigotes of Leishmania. Groups of hamsters with CL received topical treatment with a formulation of extract (10%) hydrogels, 50 mg.day ) e baixa citotoxicidade em células de macrófagos J774. Os resultados destacaram que as lesões cutâneas de animais que receberam tratamento com hidrogel + extrato (GelFrMeOH) apresentaram redução significativa (42,78%), menos úlceração e redução da carga parasitária detectada por RT-qPCR, microscopia e análise em cultura e alterações histopatológicas, como menor infiltrado inflamatório após 40 dias de tratamento. A análise química demonstrou que FrMeOH contém altos níveis de compostos fenólicos. Os resultados apontam para uma possível terapia alternativa para CL utilizando fitoterápicos. PALAVRAS-CHAVE: leishmaniose cutânea, formulações tópicas, produtos naturais, tratamento experimental

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Section: Discussionmentioning

confidence: 51%

Antileishmanial activity of extracts from Libidibia ferrea: development of in vitro and in vivo tests

et al. 2017

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“…The HMBC spectrum revealed that H-6 ( 3.84, d, J=7.2 Hz) was related to the carbonyl group ( 166.1) of a benzoyloxy moiety while H-7 ( 4.1, dd, J=7.2 Hz) to another carbonyl group of the second benzoyloxy moiety ( 171.1). The C NMR spectral data which indicated it to be 6 , 7 -dibenzoyloxyvouacapen-5-ol previously isolated from C. pulcherrina [11].…”

Section: Hreimsmentioning

confidence: 89%

“…We have investigated and reported extraction and isolation of two compounds, caesanol 1 and 6 , 7 -dibenzoyloxyvouacapen-5 -ol 2 isolated from aerial part and fruit of plant respectively. 2 is previously isolated from C. pulcherrina [11].…”

Section: Introductionmentioning

confidence: 99%

Studies on Chemical Constituents of Caesalpinia bonduc L. Roxb

Mobasher

Saied

Naz

et al. 2014

J. Basic Appl. Sci.

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“…Indeed, previous studies on the composition of Caesalpinia spp. have led to the isolation of several compounds, such as diterpenes [47-49], flavonoids [50], biflavonoids [51] and tannins [52]. Analyses of 480 plant-derived compounds have revealed that diterpenoids and flavonoids isolated from Caesalpiniaceae family are associated with anti-malarial activity against P. falciparum [53].…”

Section: Discussionmentioning

confidence: 99%

In vitro and in vivo assessment of the anti-malarial activity of Caesalpinia pluviosa

Kayano

Lopes

Bueno

et al. 2011

Malar J

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BackgroundTo overcome the problem of increasing drug resistance, traditional medicines are an important source for potential new anti-malarials. Caesalpinia pluviosa, commonly named "sibipiruna", originates from Brazil and possess multiple therapeutic properties, including anti-malarial activity.MethodsCrude extract (CE) was obtained from stem bark by purification using different solvents, resulting in seven fractions. An MTT assay was performed to evaluate cytotoxicity in MCF-7 cells. The CE and its fractions were tested in vitro against chloroquine-sensitive (3D7) and -resistant (S20) strains of Plasmodium falciparum and in vivo in Plasmodium chabaudi-infected mice. In vitro interaction with artesunate and the active C. pluviosa fractions was assessed, and mass spectrometry analyses were conducted.ResultsAt non-toxic concentrations, the 100% ethanolic (F4) and 50% methanolic (F5) fractions possessed significant anti-malarial activity against both 3D7 and S20 strains. Drug interaction assays with artesunate showed a synergistic interaction with the F4. Four days of treatment with this fraction significantly inhibited parasitaemia in mice in a dose-dependent manner. Mass spectrometry analyses revealed the presence of an ion corresponding to m/z 303.0450, suggesting the presence of quercetin. However, a second set of analyses, with a quercetin standard, showed distinct ions of m/z 137 and 153.ConclusionsThe findings show that the F4 fraction of C. pluviosa exhibits anti-malarial activity in vitro at non-toxic concentrations, which was potentiated in the presence of artesunate. Moreover, this anti-malarial activity was also sustained in vivo after treatment of infected mice. Finally, mass spectrometry analyses suggest that a new compound, most likely an isomer of quercetin, is responsible for the anti-malarial activity of the F4.

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New diterpenoids from Caesalpinia species and their cytotoxic activity

Cited by 31 publications

References 13 publications

Antileishmanial activity of extracts from Libidibia ferrea: development of in vitro and in vivo tests

Antileishmanial activity of extracts from Libidibia ferrea: development of in vitro and in vivo tests

Studies on Chemical Constituents of Caesalpinia bonduc L. Roxb

In vitro and in vivo assessment of the anti-malarial activity of Caesalpinia pluviosa

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