Caffeoyl conjugates from Echinacea species: Structures and biological activity

Cheminat, Annie; Zawatzky, Rainer; Becker, Hans; Brouillard, Raymond

doi:10.1016/0031-9422(88)80664-2

Cited by 193 publications

(127 citation statements)

References 17 publications

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“…22,23) Cichoric acid, as a natural caffeic acid derivative, stimulates cell-mediated immunity, exhibits anti-vesicular stomatitis virus and antioxidant activities, and inhibits hyaluronidase, an enzyme involved in infection and inflammation, has a stimulant effect on phagocytes and an inhibitive effect on the HIV infection. 13,[24][25][26][27][28] Although cichoric acid exhibits a variety of bioactivities, its pharmacological properties (especially antiviral potential) are not yet completely clear. In the present study, the hepatocyteprotective, anti-DHBV and anti-HBV effects of cichoric acid were evaluated by the D-GalN-induced HL-7702 cells damage model, the DHBV-infected primary duck fetal hepatocytes and the HBV-transfected HepG2.2.15 cells, respectively.…”

Section: Discussionmentioning

confidence: 99%

Evaluation of Hepatocyteprotective and Anti-hepatitis B Virus Properties of Cichoric Acid from <i>Cichorium intybus</i> Leaves in Cell Culture

Zhang

Dai

et al. 2014

Biological & Pharmaceutical Bulletin

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Hepatitis B is the most common serious liver infection in the world. To date, there is still no complete cure for chronic hepatitis B. Natural caffeic acid analogues possess prominent antiviral activity, especially anti-hepatitis B virus (HBV) and anti-human immunodeficiency virus effects. Cichoric acid is a caffeic acid derivative from Cichorium intybus. In the study, the anti-hepatitis B property of cichoric acid was evaluated by the D-galactosamine (D-GalN)-induced normal human HL-7702 hepatocyte injury model, the duck hepatitis B virus (DHBV)-infected duck fetal hepatocytes and the HBV-transfected cell line HepG2.2.15 cells, respectively. The results showed that cichoric acid attenuated significantly D-GalN-induced HL-7702 hepatocyte injury at 10-100 µg/mL and produced a maximum protection rate of 56.26%. Moreover, cichoric acid at 1-100 µg/mL inhibited markedly DHBV DNA replication in infected duck fetal hepatocytes. Also, cichoric acid at 10-100 µg/mL reduced significantly the hepatitis B surface and envelope antigen levels in HepG2.2.15 cells and produced the maximum inhibition rates of 79.94% and 76.41%, respectively. Meanwhile, test compound at 50-100 µg/mL inhibited markedly HBV DNA replication. In conclusion, this study verifies the antihepatitis B effect of cichoric acid from Cichorium intybus leaves. In addition, cichoric acid could be used to design the antiviral agents.

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Section: Discussionmentioning

confidence: 99%

Evaluation of Hepatocyteprotective and Anti-hepatitis B Virus Properties of Cichoric Acid from <i>Cichorium intybus</i> Leaves in Cell Culture

Zhang

Dai

et al. 2014

Biological & Pharmaceutical Bulletin

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“…Os espectros de RMN 1 H e 13 C mostraram sinais com deslocamentos químicos semelhantes àqueles apresentados para a substância 5, diferindo apenas na ausência daqueles correspondentes a uma das unidades cafeoíla, sugerindo a ocorrência de um derivado do ácido quínico contendo apenas um grupo cafeoíla. A comparação destes dados com os da literatura 7,8 para ácidos clorogênicos contendo uma unidade cafeoíla permitiu identificar a substância isolada como áci-do 5-O-cafeoilquínico (6). Os valores das constantes de acoplamento para H-3, H-4 e H-5 estão de acordo com a estereoquímica relativa apresentada na estrutura 6.…”

Section: Resultsunclassified

“…O extrato metanólico foi solubilizado em MeOH:H 2 O 1:1 e submetido à partição em hexano, clorofórmio e acetato de etila, o que resultou nas frações hexano (1,41 g), clorofórmio (3,98 g), acetato de etila (7,35 g) e hidrometanólica (1,62 g). A fração clorofórmica (3,98 g) foi fracionada em coluna de sílica gel e eluída com misturas de CHCl 3 / MeOH em ordem crescente de polaridade.…”

Section: Extração E Isolamento Dos Constituintes Químicosunclassified

Constituintes polares das folhas de Machaonia brasiliensis (Rubiaceae)

Santos¹,

Barros²,

Santin³

et al. 2004

Quím. Nova

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Recebido em 25/2/03; aceito em 5/1/04; publicado na web em 27/05/04 POLAR CONSTITUENTS OF THE LEAVES OF Machaonia brasiliensis (RUBIACEAE). Chemical investigation of the MeOH extract of the leaves of Machaonia brasiliensis (Rubiaceae) resulted in the isolation and identification of 3β-O-β-glucopyranosyl stigmasterol, 3β-O-β-glucopyranosyl sitosterol, secologanoside, 7-O-β-glucopyranosyl quercetagetin, 4,5-O-dicaffeoylquinic acid and 5-O-caffeoylquinic acid. The structures of these compounds were established by spectroscopic analysis, including 2D NMR experiments. The chemotaxonomic relevance of the isolation of secologanoside is discussed.

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“…Viral resistance did not develop in the presence of hyaluronidase, hence the virucidal activity was indirect (Orinda et al 1973;May & Willuhn, 1995;Wacker & Hilbig, 1978;Beuscher et al 1995). Cichoric acid has demonstrated antiviral activity against vesicular stomatitis viruses in vitro (Cheminat et al 1988). …”

Section: Laboratory Studiesmentioning

confidence: 99%

Herbal products: active constituents, modes of action and quality control

Wills¹,

Bone²,

Morgan³

2000

Nutr. Res. Rev.

146

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An overview is given of the current position of medicinal herbs in general in relation to usage, market and production, types of pharmacological activity and how they differ from conventional drugs. The increasing importance of quality and manufactured products is also discussed. A more detailed consideration of these issues is given in relation to echinacea, valerian and St John's wort as these herbs are well studied, are market leaders and have widespread community usage.

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Caffeoyl conjugates from Echinacea species: Structures and biological activity

Cited by 193 publications

References 17 publications

Evaluation of Hepatocyteprotective and Anti-hepatitis B Virus Properties of Cichoric Acid from <i>Cichorium intybus</i> Leaves in Cell Culture

Evaluation of Hepatocyteprotective and Anti-hepatitis B Virus Properties of Cichoric Acid from <i>Cichorium intybus</i> Leaves in Cell Culture

Constituintes polares das folhas de Machaonia brasiliensis (Rubiaceae)

Herbal products: active constituents, modes of action and quality control

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