New sources and antifungal activity of sesquiterpene lactones

Barrero, A. F.; Oltra, J. Enrique; Álvarez-Corral, Míriam; Raslan, D. S.; Saúde, Da; Akssira, Mohammed

doi:10.1016/s0367-326x(99)00122-7

Cited by 125 publications

(88 citation statements)

References 11 publications

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“…S. lappa is one of the most important traditional Chinese crude drugs for the treatment of abdominal pain and indigestion (15). DHE has been found to possess antifungal and antimycobacterial activity (17) and has also been reported to exhibit a cytotoxic effect against HepG2, OVCAR-3, and HeLa cell lines (15). However, the anticancer effect and mechanism of DHE in human breast cancer remain unknown.…”

Section: Introductionmentioning

confidence: 99%

Dehydrocostuslactone disrupts signal transducers and activators of transcription 3 through up-regulation of suppressor of cytokine signaling in breast cancer cells

Kuo

Tsai

et al. 2009

Molecular Cancer Therapeutics

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This study investigates the anticancer effect of dehydrocostuslactone (DHE), a plant-derived sesquiterpene lactone, on human breast cancer cells. DHE inhibits cell proliferation by inducing cells to undergo cell cycle arrest and apoptosis. DHE suppresses the expression of cyclin D, cyclin A, cyclin-dependent kinase 2, and cdc25A and increases the amount of p53 and p21, resulting in G 0 /G 1 -S phase arrest in MCF-7 cells. In contrast, DHE caused S-G 2 /M arrest by increasing p21 expression and chk1 activation and inhibiting cyclin A, cyclin B, cdc25A, and cdc25C expression in MDA-MB-231 cells. DHE induces up-regulation of Bax and Bad, down-regulation of Bcl-2 and Bcl-XL, and nuclear relocation of the mitochondrial factors apoptosis-inducing factor and endonuclease G. We also found that DHE inhibits survival signaling through the Janus tyrosine kinase-signal transducer and activator of transcription-3 signaling by increasing the expression of suppressors of cytokine signaling (SOCS)-1 and SOCS-3. Reduction of SOCS-1 and SOCS-3 expression by small interfering RNA inhibits DHE-mediated signal transducer and activator of transcription-3 inhibition, p21 up-regulation, and cyclin-dependent kinase 2 blockade, supporting the hypothesis that DHE inhibits cell cycle progression and cell death through SOCS-1 and SOCS-3. Significantly, animal studies have revealed a 50% reduction in tumor volume after a 45-day treatment period. Taken together, this study provides new insights into the molecular mechanism of the DHE action that may contribute to the chemoprevention of breast cancer.

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Section: Introductionmentioning

confidence: 99%

Dehydrocostuslactone disrupts signal transducers and activators of transcription 3 through up-regulation of suppressor of cytokine signaling in breast cancer cells

Kuo

Tsai

et al. 2009

Molecular Cancer Therapeutics

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“…In previous studies, eremantholide C and its oxidized derivatives showed activity against Trypanosoma cruzi (Oliveira et al 1996, Saúde-Guimarães et al 2007). Other biological/pharmacological activities were reported for eremantholide C, such as antibacterial, anti-hyperuricemic, anti-gouty arthritis, anti-inflammatory and antitumor (Barrero et al 2000, Saúde et al 2002, de Souza et al 2012, DÊNIA A. SAÚDE-GUIMARÃES, DÉLIO S. RASLAN, EGLER CHIARI and ALAÍDE B. DE OLIVEIRA Ferrari et al 2013, Saúde-Guimarães et al 2014).…”

Section: Introductionmentioning

confidence: 94%

Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives

Saúde-Guimarães

Raslan

Chiari

et al. 2014

An. Acad. Bras. Ciênc.

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Chemical transformations of eremantholide C (1), a sesquiterpene lactone that was isolated from Lychnophora trichocarpha Spreng. led to five new derivatives: 1',2'-epoxyeremantholide C (2), 5-n-propylamine-4,5-dihydro-1',2'-epoxyeremantholide C (3), 5-n-propylammonium-4,5-dihydro-1',2'-epoxyeremantholide C chloride (4), 5-n-propylammonium-4,5-dihydroeremantolide C chloride (5) and 16-O-ethyleremantholide C (6). The structures of all these derivatives were assigned on the basis of IR, MS, 1 H and 13 C NMR data by 1D and 2D techniques. Eremantholide C and the derivatives 2, 4 and 5 were evaluated against trypomastigotes Y and CL strains of Trypanosoma cruzi. Eremantholide C completely inhibited the growth of both the parasites strains while all derivatives were partially active against the CL strain and inactive against the Y strain.

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“…The superior in vitro antifungal activity of the unsaturated ketone 1 compared to the allylic alcohol 8, could be explained by their difference of lipophilicity. In fact, a low polarity seems to be required for sesquiterpenes lactones to pass through the fungal cell wall [29]. More biological investigations would therefore be needed in order to determine the target of these sesquiterpenic lactones and to explain the contribution of the unsaturated ketonic side chain to the antifungal activity of xanthatin.…”

Section: Pharmacologymentioning

confidence: 99%

Synthesis of reduced xanthatin derivatives andin vitroevaluation of their antifungal activity

Pinel¹,

Landreau²,

Séraphin³

et al. 2005

Journal of Enzyme Inhibition and Medicinal Chemistry

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New sources and antifungal activity of sesquiterpene lactones

Cited by 125 publications

References 11 publications

Dehydrocostuslactone disrupts signal transducers and activators of transcription 3 through up-regulation of suppressor of cytokine signaling in breast cancer cells

Dehydrocostuslactone disrupts signal transducers and activators of transcription 3 through up-regulation of suppressor of cytokine signaling in breast cancer cells

Complete assignments of NMR data and assessment of trypanocidal activity of new eremantholide C derivatives

Synthesis of reduced xanthatin derivatives andin vitroevaluation of their antifungal activity

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