Cypellocarpins A−C, Phenol Glycosides Esterified with Oleuropeic Acid, from <i>Eucalyptus cypellocarpa</i>

Ito, Hideyuki; Koreishi, Mayuko; Tokuda, Harukuni; Nishino, Hoyoku; Yoshida, Takashi

doi:10.1021/np0001981

Cited by 54 publications

(41 citation statements)

References 13 publications

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“…It is used in traditional medicine for the treatment of various ailments such as bronchial catarrh, fevers, croup, diphtheria, whooping cough, wounds, ulcers, etc. (Coelho-de-Souza et al, 2005;Ghani, 2003;Ito et al, 2000). Eucalyptus camaldulensis showed strong antibacterial activity against both Gram (þ) and Gram (À) pathogenic bacteria (Khan et al, 2000).…”

Section: Introductionmentioning

confidence: 99%

Growth inhibition and apoptosis of Ehrlich ascites carcinoma cells by the methanol extract ofEucalyptus camaldulensis

Islam

Khatun

et al. 2013

Pharmaceutical Biology

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Context: Eucalyptus camaldulensis Dehnh. (Myrtaceae) is a tall evergreen tree found commonly in Bangladesh. Its use in traditional folk medicine for the treatment of various health complications are well known. Objective: To explore the in vivo antitumor effect of Eucalyptus camaldulensis stem bark methanol extract (ME) against Ehrlich's ascites carcinoma (EAC) in Swiss albino mice. Materials and methods: The antitumor activity of ME was studied by determining viable tumor cell count, recording tumor weight and survival time, observing morphological changes and nuclear damage of EAC cells, and estimating hematological as well as biochemical parameters of experimental mice (25, 50 and 100 mg/kg/day for 5 d, i.p.). Results: ME showed 96% (p50.001) cell growth inhibition and reduced tumor burden significantly (81.4%; p50.01) when compared with control mice. It also increased the lifespan of EAC-bearing mice significantly (71.36%; p50.01). It also restored the altered hematological and biochemical parameters towards normal level. The high LD 50 value (1120 mg/kg) of ME indicated its low host toxic effects. ME-treated EAC cells showed membrane blebbing, chromatin condensation, nuclear fragmentation (apoptotic features) in Hoechst 33342 staining under fluorescence microscope. The DNA profile in agarose gel (1.5%) electrophoresis also confirmed that ME caused EAC cell death by apoptosis. Discussion and conclusion: Results showed that ME exhibits strong anticancer activity through apoptosis and stimulation of host immunity. Thus, E. camaldulensis may be considered as a promising resource in cancer chemotherapy.

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Section: Introductionmentioning

confidence: 99%

Growth inhibition and apoptosis of Ehrlich ascites carcinoma cells by the methanol extract ofEucalyptus camaldulensis

Islam

Khatun

et al. 2013

Pharmaceutical Biology

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“…[4][5][6][7] Extracts and components isolated from some Eucalyptus species have been shown to possess cytotoxic and antitumor activities. [8][9][10][11][12] We focused this study on two species of Eucalyptus; Eucalyptus sideroxylon Cunn. ex Woolls and Eucalyptus torquata Luehm.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial, antifungal, and anticancer activities of volatile oils and extracts from stems, leaves, and flowers ofEucalyptus sideroxylonandEucalyptus torquata

Ashour

2008

Cancer Biology & Therapy

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Gram-positive bacteria were highly susceptible to oils and extracts of both Eucalyptus species. With the exception of Escherichia coli, gramnegative bacteria were resistant to extracts, but susceptible to the oil obtained from at least one organ of E sideroxylon and E torquata. Although Aspergillus flavus and Aspergillus niger were resistant to the extracts, essential oils of E sideroxylon and E torquata generally exhibited moderate to high antifungal activities against Candida albicans, A flavus and A niger. Oils of E torquata stems exhibited cytotoxic activities on MCF7 cells followed by oils of E torquata leaves and E sideroxylon leaves. However, oils from both species failed to exert cytotoxic effects on HEPG2 cells. This is the first report of antimicrobial and antitumor properties of E sideroxylon and E torquata. Results suggest a wider use of Eucalyptus species products in pharmaceutical, cosmetic, and food preparations.

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“…The occurrence of macrocapals in the branches of E. maideni is very surprising, since they are reported to be inducible second metabolites involved in hostÀpathogen interactions in the wounded wood of E. globulus and E. nitens [26]. Though some chemical constituents isolated from Eucalyptus plants displayed potential anti-tumorpromoting activities [20] [27 -29], only four compounds (see above) from this study showed moderate inhibitory effects on HL-60 and SMMC-7721 cell lines. The biological functions of these compounds need further studies.…”

Section: Phenolic Compounds From the Branches Of Eucalyptus Maidenimentioning

confidence: 90%

Phenolic Compounds from the Branches of Eucalyptus maideni

Tian

et al. 2012

Chemistry & Biodiversity

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Three new phenolic compounds, eucalmaidin F (1), (3S)-5-guaiacyl-3-hydroxypentanoic acid (2), and 8-β-C-glucopyranosyl-5,7-dihydroxy-2-isobutylchromone (3), were isolated from the branches of E. maideni, together with 30 known compounds, including four phenylpropanoids, three lignans, four phloroglucinol glucosides, five dihydroflavonoids, seven simple phenolic compounds, six terpenoids, and glycerol. The new structures were established by spectroscopic studies (MS, and 1D- and 2D-NMR), chemical degradation, and modified Mosher's method. Compounds 3, guaiacylglycerol, 3-hydroxy-1-(4-hydroxyphenyl)propan-1-one, caffeic acid, (2E)-3-(4-hydroxyphenyl)prop-2-enoic acid, (7'S,8R,8'R)-lyoniresinol, (+)-lyoresinol 3α-O-α-L-rhamnopyranoside, garcimangosone, phlorocetophenone 2'-glucopyranoside, (+)-taxifolin 3α-O-α-L-rhamnopyranoside, (+)-aromadendrin, (+)-taxifolin, resveratrol, piceatannol, 3,4,5-trihydroxyphenol. Tachiaside, gallic acid, macrocapals A und G, and oleuropeic acid were evaluated for their cytotoxicities against five human cancer cell lines. Resveratrol, piceatannol, gallic acid, and macrocapal G exhibited moderate inhibitory effects on human myeloid heukemia HL-60 cell, with IC(50) values of 22.05, 22.05, 7.75, and 31.93 μM, respectively; and only macrocapal G showed inhibitory effect on hepatocellular carcinoma SMMC-7721 cell, with an IC(50) value of 26.75 μM.

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Cypellocarpins A−C, Phenol Glycosides Esterified with Oleuropeic Acid, from Eucalyptus cypellocarpa

Cited by 54 publications

References 13 publications

Growth inhibition and apoptosis of Ehrlich ascites carcinoma cells by the methanol extract ofEucalyptus camaldulensis

Growth inhibition and apoptosis of Ehrlich ascites carcinoma cells by the methanol extract ofEucalyptus camaldulensis

Antibacterial, antifungal, and anticancer activities of volatile oils and extracts from stems, leaves, and flowers ofEucalyptus sideroxylonandEucalyptus torquata

Phenolic Compounds from the Branches of Eucalyptus maideni

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