Determination of biologically active constituents in Centella asiatica

Inamdar, P. K.; Yeole, Ravindra; Ghogare, A.B.; Souza, N. J. De

doi:10.1016/0021-9673(96)00237-3

Cited by 156 publications

(85 citation statements)

References 2 publications

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“…From the ethyl acetate residue of methanolic extract of root bark from S. densiflora were characterized five novel hydrolysable tannins named ellagic acid 4 (5), along with the identification of the well known substances ellagic acid 4-O-α-L-4"-O-acetylrhamnopyranoside (7), 2 ellagic acid 4-O-α-L-rhamnopyranoside or eschweilenol C (8), 3 gallic acid (9), 4 syringic acid (10), 5 sitosterol (11), 6 sitosterol 3-O-β-D-glucopyranoside or daucosterol (12), 7 ellagic acid (13), 8 rhamnose (14), casuarinin (15) 9 and castalagin (16). 10 The fractionation of the ethyl acetate residue of the methanolic extract of leaves led to the isolation of the new triterpenoid 28-β-D-glucopyranosyl-6β-hydroxymaslinate or β-D-glucopyranosyl-2α,3β,6β-trihydroxyolean-12-en-28-ate (6), as well as six known compounds: syringic acid (10), 5 quercetin (17), quercitrin (18), quercetin-3-O-α-L-arabinopyranoside or guiajaverin (19), quercetin-3-O-β-D-xylopyranoside or reynoutrin (20), 11 and chebuloside II (21).…”

Section: Resultsmentioning

confidence: 99%

“…10 The fractionation of the ethyl acetate residue of the methanolic extract of leaves led to the isolation of the new triterpenoid 28-β-D-glucopyranosyl-6β-hydroxymaslinate or β-D-glucopyranosyl-2α,3β,6β-trihydroxyolean-12-en-28-ate (6), as well as six known compounds: syringic acid (10), 5 quercetin (17), quercitrin (18), quercetin-3-O-α-L-arabinopyranoside or guiajaverin (19), quercetin-3-O-β-D-xylopyranoside or reynoutrin (20), 11 and chebuloside II (21). 12 The dichloromethane residue of the methanolic extract of leaves led to the identification of six known triterpenes: α-amyrin (22), β-amyrin (23), lupeol (24), 13 terminolic (25), 14 madecassic (26) and asiatic (27) 15 acids. The structures of the compounds were determined by spectrometric methods, primarily from the 1 H, 13 C, 1D and 2D NMR and ESI-MS techniques and comparison of the data with those reported in the literature.…”

Section: Resultsmentioning

confidence: 99%

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New natural products from Siphoneugena densiflora Berg (Myrtaceae) and their chemotaxonomic significance

Gallo¹,

Silva²,

Vieira³

et al. 2006

J. Braz. Chem. Soc.

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Siphoneugena Berg (Myrtaceae) é um pequeno gênero eugenióide segregado de Eugenia por Berg. A investigação fitoquímica de Siphoneugena densiflora foi realizada com o objetivo de se descobrir metabólitos secundários que possam ser considerados marcadores quimiotaxonômicos e auxiliar na distinção entre os dois gêneros. Cinco taninos hidrolisáveis inéditos foram isolados do extrato metanólico da casca da raiz e caracterizados como 4-O-α-L-2"-O-e seu isômero 4-O-α-L-3"-O-acetilramnopiranosídeo do ácido elágico, siphoneugenina, constituído por uma nova aglicona de estrutura dibenzo-1,4-dioxínica, 4-O-β-D-6"-e 4-O-β-D-3",6"-di-O-acetilglucopiranosídeo do ácido 3,4'-di-O-metilelágico, juntamente com o 4-O-α-L-4"-O-acetilramnopiranosídeo do ácido elágico, eschweilenol C, sitosterol, daucosterol, ramnose, casuarinina, castalagina e ácidos elágico, gálico e siríngico. Do extrato metanólico das folhas, além dos compostos conhecidos como a quercetina, quercitrina, guiajaverina, reinoutrina, chebulosídeo II, ácidos terminólico, madecássico e asiático, lupeol, α-e β-amirina, foi isolado um novo triterpeno pentacíclico nomeado como 2α,3β,6β-triidroxiolean-12-en-28-ato de β-D-glucopiranosila. Todas as substâncias foram identificadas através da análise dos dados espectrais e químicos obtidos, além da comparação com dados relatados na literatura.Siphoneugena Berg (Myrtaceae) is a small eugenioid genus segregated from Eugenia by Berg. The phytochemical survey of Siphoneugena densiflora was carried out in order to find secondary metabolites which may be considered as chemotaxonomic characters and help to distinguish between the two genera. Five novel hydrolysable tannins were isolated from the methanolic extract of root bark and were characterized as ellagic acid 4-O-α-L-2"-O-and its isomer 4-O-α-L-3"-O-acetylrhamnopyranoside, siphoneugenin, that supports a new aglycone with a dibenzo-1,4-dioxin structure, 3,4'-di-O-methylellagic acid 4-O-β-D-6"-O-and 4-O-β-D-3",6"-diacetylglucopyranoside, accompanied by ellagic acid 4-O-α-L-4"-O-acetylrhamnopyranoside, eschweilenol C, sitosterol, daucosterol, rhamnose, casuarinin, castalagin, ellagic, gallic and syringic acids. From methanolic extract of leaves, in addition to the well known compounds quercetin, quercitrin, guiajaverin, reynoutrin, chebuloside II, terminolic, madecassic and asiatic acids, lupeol, α-and β-amyrin, a new pentacyclic triterpene was isolated and named as β-D-glucopyranosyl-2α,3β,6β-trihydroxyolean-12-en-28-ate. Structures were established on the basis of spectroscopic and chemical evidence, along with the comparison of the data reported in the literature. Keywords:Siphoneugena densiflora, Myrtaceae, chemotaxonomy, hydrolysable tannin, pentacyclic triterpene IntroductionThe genus Siphoneugena comprises only eight species and belongs to Myrtaceae family. It is one of the specialized genera segregated from Eugenia by Berg. 1 Siphoneugena densiflora Berg, commonly known as Uvatinga, occurs in montane grasslands ("campos rupestres"), deciduous forests ("cerradões") and gall...

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

New natural products from Siphoneugena densiflora Berg (Myrtaceae) and their chemotaxonomic significance

Gallo¹,

Silva²,

Vieira³

et al. 2006

J. Braz. Chem. Soc.

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“…A presença deste componente químico confere à droga propriedades farmacológicas como antiinflamatória, no tratamento de hemorróidas, e contra insuficiência venosa crônica, além de uma significante atividade para o edema pós-operatório (Sirtori 2001). A presença de triterpenos nas amostras de centela sugere que os seus principais constituintes ativos (ácido asiático, ácido medecássico, e asiaticosídeo) estão presentes, os quais estão implicados no tratamento da insuficiência venosa crônica e veias varicosas (Inamdar et al 1996). O resultado negativo para saponinas em duas amostras de capim-limão indica ausência ou baixíssima concentração do mesmo.…”

Section: Plantaunclassified

“…É oriunda de regiões quentes de ambos os hemisférios (incluindo África, Austrália, Camboja, América Central, China, Indonésia, América do Sul, Tailândia e Sul dos Estados Unidos), sendo abundante em áreas pantanosas da Índia, Iran e Paquistão (WHO 1999). As partes aéreas da planta contêm triterpenos, ácido asiático e ácido madecássico e seus derivados triterpenos éster glicosilados asiaticosídeo e madecassosídeo (Inamdar et al 1996). Pesquisas atestaram suas propriedades antioxidantes (Jayashree et al 2003), e a eficiência no tratamento da úlcera gástrica em ratos (Cheng et al 2004) e na aceleração da cicatrização, particularmente em casos de pós-cirurgia crônica e ferimentos pós-trauma (WHO 1999).…”

Section: Introductionunclassified

Qualidade de produtos a base de plantas medicinais comercializados no Brasil: castanha-da-índia (Aesculus hippocastanum L.), capim-limão (Cymbopogon citratus (DC.) Stapf ) e centela (Centella asiatica (L.) Urban)

et al. 2007

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Palavras-chave: plantas medicinais, fitoterápicos, controle de qualidade, produtos naturais, botânica aplicadaABSTRACT -(Quality of products made from medicinal plants commercialized in Brazil: horsechestnut (Aesculus hippocastanum L.), lemongrass (Cymbopogon citratus (DC.) Stapf), and gotu kola (Centella asiatica (L.) Urban). Aiming to evaluate the quality of products made from medicinal plants, there were analyzed ten samples of horsechestnut, eleven samples of lemongrass, and six samples of gotu kola commercialized in pharmacies from the city of Recife (Pernambuco, Brazil), coming from industries of several parts of the country. We analyzed the technical-scientific information on the labels and/or directions according to the requirements and obligations of Brazilian law (laws "RDC 140 of 29/05/2003" and "RDC 102 of 30/11/2000") and to scientific literature embasement. The products' organoleptic characteristics, authenticity, and purity were also evaluated. The absence of obligatory information was verified in 92.59% of the samples. Among the blacked terms, it was common to find products that suggested inexistent collateral or adverse effects. Technical terms were not standardized and the manufacturers did not provide scientific proof for some of the activities credited to the products. All samples were considered authentic based on the phytochemical and pharmacobotanical tests. The purity analysis considered 59.26% of the samples inappropriate, mainly due to the high total levels of humidity and ashes. It was verified that besides the lack of adequate information and quality of the commercialized products, there is an urgent need for an effective inspection by the suitable agencies.

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“…CA is a rasayan (general tonic), used in Ayurveda in preparations either with the whole plant, or with fresh leave extract for the treatment of skin disorders and as a moderator of the central nervous system. Parts of the plant contain triterpene saponins, asiatic acid and madecassic acid and triterpene derivatives (ester glucosyl asiaticoside and madecassoside) (Inamdar et al, 1996;Shobi et al, 2001). Taking into account their different applications, the CA extract has been tested with respect to its radioprotective properties against the effects of gamma radiation, mainly due to antioxidant properties of the extract (Sharma et al, 2002;Jayashree et al, 2003).…”

Section: Introductionmentioning

confidence: 99%

Effect of an extract of Centella asiatica on the biodistribution of sodium pertechnetate (Na99mTcO4) and on the fixation of radioactivity on blood constituents

Diniz

Carmo

Almeida

et al. 2008

Braz. arch. biol. technol.

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Determination of biologically active constituents in Centella asiatica

Cited by 156 publications

References 2 publications

New natural products from Siphoneugena densiflora Berg (Myrtaceae) and their chemotaxonomic significance

New natural products from Siphoneugena densiflora Berg (Myrtaceae) and their chemotaxonomic significance

Qualidade de produtos a base de plantas medicinais comercializados no Brasil: castanha-da-índia (Aesculus hippocastanum L.), capim-limão (Cymbopogon citratus (DC.) Stapf ) e centela (Centella asiatica (L.) Urban)

Effect of an extract of Centella asiatica on the biodistribution of sodium pertechnetate (Na99mTcO4) and on the fixation of radioactivity on blood constituents

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