Glycyrrhetic acid (a review)

Толстиков, Г. А.; Балтина, Л. А.; Serdyuk, N. G.

doi:10.1007/bf02465768

Cited by 21 publications

(29 citation statements)

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“…74 Alguns estudos mostram que 1 e 2 apresentam atividades similares aos corticóides. 75 A atividade antiinflamatória dos triterpenos tem sido atribuída à presença de grupos carboxílicos e hidroxílicos em posições específicas nas interações de receptores glucocorticóides. Nos casos de 1 e 2, a atividade antiinflamatória tem sido atribuída à posição do grupo hidroxila em C-3, com efeitos antiinflamatórios localizados.…”

Section: Atividade Antiedematogênicaunclassified

Constituintes químicos e atividade antiedematogênica de Peltodon radicans (Lamiaceae)

Costa¹,

Dos-Santos²,

Alcântara³

et al. 2008

Quím. Nova

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ArtigoDedicamos este trabalho à Helena Ferraz, que nasceu e cresceu, e que me viu também nascer e crescer, em um daqueles muitos rincões mineiros encostados na Serra da Mantiqueira. Mantiqueira -do tupi "Amantikir" -a montanha que chora, agora chora e choramos ainda mais, por você, Helena. *e-mail: aalcantara@zeus.qui.ufmg.br Recebido em 4/6/07; aceito em 11/10/07; publicado na web em 10/3/08 CHEMICAL CONSTITUENTS AND ANTIEDEMATOGENIC ACTIVITY OF Peltodon radicans (Lamiaceae). Most of the snakebite incidents in the Amazon region involve Bothrops atrox, whose venom presents the most potent edematogenic and necrotic activities in the genus. This work describes the studies of isolation of the chemical constituents and antiedematogenic activity of the species Peltodon radicans (Lamiaceae), which is used in the treatment of snakebites and scorpion stings in the region. The extracts presented aliphatic hydrocarbons, 3β-OH,β-amirin (1), 3β-OH,α-amirin (2), β-sitosterol (3), stigmasterol (4), ursolic acid (5), 2α,3β,19α-trihydroxy-urs-12-en-28-oic acid (tormentic acid, 6), methyl 3β-hydroxy,28-methyl-ursolate (7), sitosterol-3-O-β-D-glucopyranoside (8), and stigmasterol-3-O-β-D-glucopyranoside (9). The flower extracts presented the higher antiedematogenic activity. This is the first report on the study of the flowers, stem, and roots of this plant. CONSTITUINTES QUÍMICOS E ATIVIDADE ANTIEDEMATOGÊNICA DE Peltodon radicans (LAMIACEAE)HabdelKeywords: Peltodon radicans; antiedematogenic activity; triterpenes. INTRODUÇÃOSegundo a Organização Mundial da Saúde, anualmente cerca de 2,5 milhões de pessoas sofrem acidentes ofídicos no mundo, com 125 mil mortes.1 Esses acidentes representam um enorme problema de saúde pública, especialmente em países tropicais.2-4 Na África, são registrados cerca de 500 mil acidentados por ano, com 40% dos casos hospitalizados e 20.000 óbitos.5 Na Ásia há entre 25 e 35 mil óbitos por ano.6 O Ministério da Saúde do Brasil registra entre 19 e 22 mil acidentes ofídicos por ano, com aproximadamente 0,45% de letalidade.7 Quando informado o gênero da serpente, Bothrops foi responsável por 90,5% dos acidentes ofídicos, envolvendo 0,31% de óbito.Bothrops atrox (jararaca) é encontrada vastamente na região Norte do Brasil, 8,9 habitando ambientes úmidos de zonas rurais ou periféricas das grandes cidades, onde haja facilidade para proliferação de roedores.10-13 Na Amazônia essa espécie ocorre em altas densidades, principalmente em florestas, apresentando hábitos noturnos. Os jovens ingerem presas exotérmicas e os adultos, presas endotérmicas, ocorrendo portanto variação ontogenética para a peçonha dessa espécie.14-16 Os venenos de B. atrox são constituídos principalmente por proteínas com atividade enzimática, apresentando variações tanto inter quanto intraespecíficas. [17][18][19] Esses venenos induzem reações locais imediatas como dor, edema, hemorragia e mionecrose, 20 podendo levar à perda tecidual abundante, assim como de parte ou de todo o membro atingido. Dentre as atividades biológicas sistêmicas des...

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Section: Atividade Antiedematogênicaunclassified

Constituintes químicos e atividade antiedematogênica de Peltodon radicans (Lamiaceae)

Costa¹,

Dos-Santos²,

Alcântara³

et al. 2008

Quím. Nova

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“…Some of these are well established [27,38,40,44], and the structure active relationships of GE and its synthetic derivatives have been the topic of on-going study around the world. The introduction of various chemical residues, as well as the modifications made to the GE pentacyclic triterpene skeleton, have led to the creation of compounds demonstrating many valuable antimicrobial, antiparasitic and antiviral properties.…”

Section: Discussionmentioning

confidence: 99%

“…In addition, GE exists in the form of two 18α (trans) and 18β (cis) stereoisomers which have different stability and solubility in acidic, alkaline solutions or organic solvents (especially dioxane, isopropanol or ethylene glycol) [40,44]. The chemical structure of the GE molecule gives great possibilities for modifications leading to derivatives.…”

mentioning

confidence: 99%

“…The chemical structure of the GE molecule gives great possibilities for modifications leading to derivatives. This was reviewed by Tolstikov et al [40] and Kang et al [21]. Considering the presence of the above mentioned functional groups at C-3, C-11 and C-30, many structural transformations have been proposed for generating new drugs, including esterification, alkylation and reduction reactions [14,21,40].…”

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confidence: 99%

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Glycyrrhetinic acid and its derivatives in infectious diseases

Langer

Czarczyńska-Goślińska

Gośliński

2016

Current Issues in Pharmacy and Medical Sciences

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Introduction. Licorice or liquorice (Glycyrrhiza glabra, Leguminosae) is a perennial plant naturally occurring or cultivated in Europe and Asia. It was appreciated by many ancient cultures, and was employed within Arabic medicine and (beginning in the Middle Ages) in Europe folk medicine as a remedy for many diseases. Currently, the sweet flavoured root of this plant – Radix Glycyrrhizae (Liquirtiae), is widely taken for the treating of various upper respiratory tract diseases, as well as for gastric ulcer disease. It is also utilized as a sweetening and flavouring agent in the food, tobacco and pharmacy industries. The main active ingredient of liquorice is the triterpenoid saponin, glycyrrhizin, which is a mixture of calcium, magnesium and potassium salts of glycyrrhizic acid (GA). Glycyrrhizic acid is composed of an aglycone, that is 18β-glycyrrhetinic acid (GE), and a D-glucuronic acid dimer. The aim of this review is to discuss some aspects of the activity of glycyrrhetinic acid and its derivatives in infectious diseases.State of knowledge. The pentacyclic system of glycyrrhetinic acid consists of condensed six-membered rings with a hydroxyl group at C-3, a carboxyl moiety at C-30 and a ketone functional group at C-11. Considering the presence of the above mentioned functional groups, many structural transformations have been proposed, including those by way of esterification, alkylation and reduction reactions. The introduction of various chemical residues into its structure, as well as the modification of the glycyrrhetinic acid in its pentacyclic triterpene skeleton, has led to the generation of compounds with many valuable antimicrobial, anti-parasitic, antiviral properties and modified lipophilic parameters.Summary. In summary, glycyrrhetinic acid derivatives appear to have promise as active pharmaceutical ingredients that contain a wide range of biological and pharmacological properties.

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“…It possesses various activities like antiinflammatory, analgesic, antiasthmatic etc [1,2]. Solasodine is a steroidal glycoalkaloid, isolated from Solanum xanthocarpum possesses antiasthmatic and mucolytic activities [3,4], hence they forms one of the most important constituents of almost each and every polyherbal formulation used for the management of asthmatic conditions.…”

Section: Introductionmentioning

confidence: 99%

Development and Validation of a HPTLC Method for Simultaneous Densitometric Analysis of Glycyrrhetic Acid and Solasodine in Herbal Drug Formulation

Patel

Bhatt

2017

Int J Curr Pharm Sci

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Objective: To develop and validate a simple, precise, selective, and accurate high-performance thin layer chromatographic method for simultaneous densitometric analysis of glycyrrhetic acid and solasodine in the polyherbal formulation. Methods:The method was developed using HPTLC silica gel GF254precoated aluminium plate as the stationary phase and Chloroform: Methanol (9:1 v/v) as the mobile phase. Quantization of glycyrrhetic acid was achieved by determining the area under the curve at 267 nm using CAMAG TLC Scanner and CATS 3 software. Since the structure of solasodine lacks conjugated double bond, it does not give any fluorescence either in the absorbance mode or reflectance mode hence solasodine was derivatized using 0.5% anisaldehyde sulphuric acids which gave a bluish spot as seen on TLC plate. These spots were scanned at 546 nm wavelength using CAMAG TLC Scanner and CATS 3 software. Results:The retention factor for glycyrrhetic acid and solasodine were found to be 0.52±0.01, 0.40±0.01% w/w respectively. The developed HPTLC method was validated using parameters described in International Conference on Harmonization (ICH) guideline. The proposed method showed good linearity in the range of 400-2000 ng spot -1 for glycyrrhetic acid as well as for solasodine. The content of glycyrrhetic acid and solasodine in marketed polyherbal formulation were found to be 0.67%±0.8 and 0.10±0.35%w/w respectively. Conclusion:The developed method can be used as quality control tool for the routine analysis of glycyrrhetic acid and solasodine in polyherbal formulation.

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Glycyrrhetic acid (a review)

Cited by 21 publications

References 50 publications

Constituintes químicos e atividade antiedematogênica de Peltodon radicans (Lamiaceae)

Constituintes químicos e atividade antiedematogênica de Peltodon radicans (Lamiaceae)

Glycyrrhetinic acid and its derivatives in infectious diseases

Development and Validation of a HPTLC Method for Simultaneous Densitometric Analysis of Glycyrrhetic Acid and Solasodine in Herbal Drug Formulation

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