Biological Activity of Some Coumarins from Sri Lankan Rutaceae

Aa, Gunatilaka; Kingston, David G. I.; Em, Wijeratne; Bm, Bandara; Ga, Hofmann; Johnson, Richard K.

doi:10.1021/np50106a013

Cited by 70 publications

(29 citation statements)

References 8 publications

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“…It has been isolated from plants particularly those belonging to the Rutaceae family (Keating and O'Kennedy, 1997;Borges et al, 2005). It has several activities including vasodilatory (Lima et al, 2006); antitumor and anti-HIV (Huang et al, 1994);antifungal (Bandara et al, 1991;Cardenas-Ortega et al, 2007); ovicidal against Tetranynchus urticae (red spider mite) (Tanaka et al, 1985); weak to moderate cytotoxicity (Gunatilaka et al, 1994); peripheral anti-inflammatory and antinociceptive (Lima et al, 2006); inhibits phytohemagglutinin-stimulated cell proliferation in human blood mononuclear cells (Tsai et al, 2008); inhibitory activity in both indole acetic acid oxidase and peroxidase enzyme systems (Goren and Tomer, 1971) and autotoxicity in citrus trees (Singh et al, 1999). However this is the first report on seselin having mosquito larvicidal activity.…”

Section: Discussionmentioning

confidence: 99%

Larvicidal activity of leaf extracts and seselin from Clausena anisata (Rutaceae) against Aedes aegypti

Mukandiwa

Eloff

Naidoo

2015

South African Journal of Botany

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Highlights• Hexane leaf extracts of Clausena anisata cause A. eagypti mosquito larval mortality.• The larvicidal activity is partially attributed to the pyranocoumarin, seselin.• The hexane leaf extract retains larvicidal activity after 2 months of storage. AbstractThe Aedes aegypti mosquito is a vector of various diseases in both humans and livestock.Mosquito control focuses on reducing the longevity as well as the population of mosquitoes to lessen their damage on human and animal health. It entails several strategies such as environmental management, insecticide treatments, and molecular entomological approaches.Environmental management centres on elimination of breeding sites, however mosquitoes can breed in sites that cannot be eliminated. Resultantly, focus is turned onto mosquito larvae control. The objective of this study was to evaluate the larvicidal activity of extracts and compounds from Clausena anisata against A. aegypti. The World Health Organization guidelines for testing of mosquito larvicides were used. The acetone, dichloromethane and hexane crude leaf extracts were evaluated in a preliminary screening for larvicidal activity at 2 the concentrations of 12.5, 25, 50, 100 and 200 ppm. Batches of 25 third-instar larvae were transferred into cups each containing test solutions and larval mortality was recorded 24 h and 48 h after exposure. Acetone was used as the solvent control while permethrin was used as a positive control. Only the n-hexane extract caused mortality at the tested concentrations, thus it was further tested at 40, 60, 80, 100, and 120 ppm and had LC 50 values of 68.30 and 59.65 ppm after 24h and 48h respectively. A stored hexane extract, of 2 months, was also evaluated under simulated field conditions to establish stability of extract. It caused about 90% mortality when tested at 100 ppm. The n-hexane extract was subjected to open column chromatography on silica gel to isolate the active compound. The isolated compound was identified as the pyranocoumarin, seselin. Dose dependent mortality was observed in the larvae exposed to seselin. The LC 50 values at 24 and 48 h were 13.90 and 9.96 ppm respectively. Results obtained from this study indicate a potential of the incorporation of C.anisata extracts into the control of mosquito populations.

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Section: Discussionmentioning

confidence: 99%

Larvicidal activity of leaf extracts and seselin from Clausena anisata (Rutaceae) against Aedes aegypti

Mukandiwa

Eloff

Naidoo

2015

South African Journal of Botany

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“…Moreover, the inhibitory effects of several simple coumarins, synthesized or isolated from plants, on cytotoxic activity have also been reported [26,72,74,102,[287][288][289][290][291][292][293][294][295][296][297][298][299][300].…”

Section: Enzyme Inhibitionmentioning

confidence: 99%

Simple Coumarins and Analogues in Medicinal Chemistry: Occurrence, Synthesis and Biological Activity

Borges¹,

Roleira²,

Milhazes³

et al. 2005

CMC

883

458

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Coumarins, also known as benzopyrones, are present in remarkable amounts in plants, although their presence has also been detected in microorganisms and animal sources. The structural diversity found in this family of compounds led to the division into different categories, from simple coumarins to many other kinds of policyclic coumarins, such as furocoumarins and pyranocoumarins. Simple coumarins and analogues are a large class of compounds that have attracted their interest for a long time due to their biological activities: they have shown to be useful as antitumoural, anti-HIV agents and as CNS-active compounds. Furthermore, they have been reported to have multiple biological activities (anticoagulant, anti-inflammatory), although all these properties have not been evaluated systematically. In addition, their enzyme inhibition properties, antimicrobial and antioxidant activities are other foremost topics of this field of research. The present work is to survey the information published or abstracted from 1990 till 2003, which is mainly related to the occurrence, synthesis and biological importance of simple coumarins and some analogues, such as biscoumarins and triscoumarins. Data are also highlighted, concerning the development of new synthetic strategies that could help in drug design and in the work on SAR or QSAR.

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“…A xantiletina é uma piranocumarina reportada pela atividade antiplaquetária (Teng et al, 1992) e anticancerígena (Gljnatilau & Kingston, 1994), apresenta potencial herbicida (Anaya et al, 2005) e mostrou inibição à fungos simbióticos de formiga cortadeira (Godoy et al, 2005). O interesse nesta cumarina é também para uso como intermediário na síntese de compostos biologicamente ativos, como relatado por Magiatis e colaboradores (1998) que na busca de drogas antitumorais em produtos naturais, sintetizaram derivados mais potentes contra linhagens de células de leucêmicas (L-1210).…”

Section: Brosimum Rubescens Taubert [Sin Brosimum Paraenseunclassified

Proposta de aproveitamento em resíduos de pau-rainha (Brosimum rubescens) descartados pelo setor madeireiro

et al. 2008

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A indústria da madeira do estado de Amazonas (Brasil) contribui com a produção de uma quantidade grande de resíduos. Este trabalho visa indicar o uso final para espécie florestal pau-rainha (Brosimum rubescens Taubert, Moraceae). Os resíduos descartados durante o processamento mecânico da madeira foram utilizados na confecção de artefatos como: instrumentos musicais e artigos decorativos gerando resíduos menores (serragens). Foram obtidos extratos das serragens do cerne e alburno por maceração com hexano e metanol. O teor extrativo no cerne foi 19,87% e a porcentagem (com relação a serragem) de xantiletina (2,2-dimetilcromeno cumarina) obtida foi 2,35%. Não foi detectada a cumarina nos extratos do alburno. A xantiletina é reportada pelas atividades antiplaquetária, antifúngica e herbicida e alguns derivados possuem atividade em linhagens de células leucêmicas. A proposta de uso final adequado dos resíduos de pau-rainha para confecção de artefatos tem uma grande importância social e a busca de metabólitos secundários é bastante promissora pois estes podem ser transformados em novos produtos. PalavRaS-chavE: Madeiras tropicais, Resíduos madeireiros, Metabólitos secundários, XantiletinaProposal of profite in residues of "pau-rainha" (Brosimum rubescens) discarded for the lumber sector aBSTRacT Timber industry of Amazonas state (Brazil) contribute with the production of great amount of residues. This paper aims to indicating end-uses for this forest species pau-rainha (Brosimum rubescens Taubert, Moraceae). The residues discharged during the mechanical processing in timber production were used as manufactured goods such as: musical instruments and decorative articles generating less wastes in sawmills. They were carried sawdust of the heartwood and sapwood and extraction by maceration with hexane and methanol. The heartwood extractive yield was 19.87% and content of xanthyletin (2,2-dimethylchromene coumarin) was 2.35% with basis dry mass. It was not detected the coumarin in extracts of sapwood. Xanthyletin is reported as antiplatelet, antifungal and herbicide and some its derivatives have a leukaemic cells lineage activities. The proposal of adequate end-uses of "pau-rainha" as manufacture-goods is a great social benefit and the search of secondary metabolites is quite promising it can be transformed into novel products.

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Biological Activity of Some Coumarins from Sri Lankan Rutaceae

Cited by 70 publications

References 8 publications

Larvicidal activity of leaf extracts and seselin from Clausena anisata (Rutaceae) against Aedes aegypti

Larvicidal activity of leaf extracts and seselin from Clausena anisata (Rutaceae) against Aedes aegypti

Simple Coumarins and Analogues in Medicinal Chemistry: Occurrence, Synthesis and Biological Activity

Proposta de aproveitamento em resíduos de pau-rainha (Brosimum rubescens) descartados pelo setor madeireiro

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