Determination of myricetin derivatives in Chrysobalanus icaco L. (Chrysobalanaceae)

Abstract

RESUMO: "Determinação de derivados de miricetina em Chrysobalanus icaco L. (Chrysobalanaceae)". A fração fl avonoídica do extrato hidroalcoólico de folhas de Chrysobalanus icaco L. (Chrysobalanaceae), que são largamente utilizadas na medicina tradicional do Norte do Brasil para controlar a glicemia de pacientes diabéticos, foi caracterizada. Miricetina-3-Oglucuronídeo (miricitrina) e quercitrina, entre outros derivados de miricetina minoritários, foram evidenciados por análises com sistemas CLAE/DAD e CLAE/EM. Unitermos:Chrysobalanus icaco, Chrysobalanaceae, miricetina, medicina tradicional, diabetes. ABSTRACT:The fl avonoidic fraction composition of the hydroalcoholic extract of Chrysobalanus icaco L. (Chrysobalanaceae) leaves, which are largely used in the traditional medicine in Northern Brazil to control the glycaemia of diabetic patients, was characterised. Myricetin 3-O-glucuronide (miricitrin) and quercitrin, among other minor myricetin derivatives, were evidenced by HPLC/ DAD and HPLC/MS analysis.

Estudo fitoquímico e avaliação das atividades moluscicida e larvicida dos extratos da casca do caule e folha de Eugenia malaccensis L. (Myrtaceae)

“…Os sinais em δ 177,57, δ 148,27 e δ 137,21 correspondem, respectivamente, aos carbonos C-4, C-2 e C-3 do esqueleto do fl avonol (Hussein et al, 2003), como sugerido no espectro de RMN 1 H. A análise dos dados espectrais, bem como as comparações com a literatura permitiram identifi car a substância 1 como o 5,7,3',4',5'-penta-hidroxifl avonol, conhecido como miricetina, já descrito na literatura (Hussein et al, 2003), e, ainda, isolado como 3-O-α-L-ramnosídeo das folhas de um espécime de E. malaccensis (Noreen et al, 1998). Essa substância possui reconhecida ação antiinfl amatória, antiosteoporótica, antiarteriosclerótica, antiviral, antioxidante, anticarcinogênica, antidiabética, antitrombose, antimicrobiana e moluscicida (Ong;Khoo, 1997;Carvalho et al, 2000;Kuo, 2005;Barbosa et al, 2006). O espectro de RMN 1 H da substância 2 difere basicamente daquele do fl avonol 1, devido à presença de um sinal adicional, na forma de um simpleto em δ 4,05, integrado para três hidrogênios, atribuível a um grupo metoxila.…”

Aqueous extract of Chrysobalanus icaco leaves, in lower doses, prevent fat gain in obese high-fat fed mice

“…Phytochemical studies have demonstrated the presence of flavonoids (polyphenols) such as rutin, myricitrin, and quercitrin, as well as other myricetin and quercetin derivatives in the aqueous and hydroalcoholic extracts of its leaves (Barbosa et al 2006). Based on folk medicine, its leaves infusion are traditionally used as a hypoglycemic and diuretic agent (Presta et al 2007).…”

Phytochemical screening and analgesic profile of the lyophilized aqueous extract obtained from Chrysobalanus icaco leaves in experimental protocols

“…However, there are few phytochemical studies on the C. icaco species. From 'grageru' leaves, sterols, triterpenes and 7-O-methylkaempferol (Fernandes et al 2003;Castilho & Kaplan 2011) have been found, as well as the flavonoids rutin, myricetin, quercetin and other myricetin and quercetin derivatives (Barbosa et al 2006). Some biological activities have been attributed to the terpenoids found in the C. icaco species, such as the anti-HIV activity (Gustafson et al 1991).…”

“…Some biological activities have been attributed to the terpenoids found in the C. icaco species, such as the anti-HIV activity (Gustafson et al 1991). Recently, our group has demonstrated in vivo and in vitro protocols that the lyophilized aqueous extract (AEC) obtained from C. icaco leaves possesses a remarkable anti-diabetic effect and anti-oxidant profile; those properties may be related with the presence of phenolic compounds (Barbosa et al 2006(Barbosa et al , 2013.…”