Antiprotozoal Sesquiterpene Lactones and Other Constituents from <i>Tarchonanthus camphoratus</i> and <i>Schkuhria pinnata</i>

Kimani, Njogu M.; Matasyoh, Josphat C.; Kaiser, Marcel; Brun, Reto; Schmidt, Thomas

doi:10.1021/acs.jnatprod.7b00747

Cited by 32 publications

(24 citation statements)

References 34 publications

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“…Costunolide is a sesquiterpene lactone (24), which has been reported to exert antiproliferative effects against a wide range of cancer cells, including gastric cancer (25), leukemia (26), colorectal cancer (27) and lung cancer (16). The results of the present study demonstrated that costunolide inhibited the proliferation of H1299 NSCLC cells, with an IC 50 value of 23.93±1.67 µM.…”

Section: Discussionsupporting

confidence: 47%

Costunolide induces apoptosis and inhibits migration and invasion in H1299 lung cancer cells

Wei

Qiu

et al. 2020

Oncol Rep

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Costunolide being a sesquiterpene lactone, is known to have anticancer properties. The present study investigated the anticancer effects of costunolide against the H1299 human non-small-cell lung cancer (NSCLC) cell line. Inhibition of cell viability by costunolide was assessed via a MTT assay. Furthermore, the apoptotic rate was detected using Annexin V/propidium iodide labeling. A colony forming cell assay was performed to investigate the antiproliferative effects of costunolide. Wound healing and Transwell assays were performed to determine the inhibitory effects of costunolide on migration and invasion, respectively. Western blot analysis was undertaken to determine protein expression, and reverse transcription-quantitative PCR was performed to assess mRNA expression levels. The results demonstrated that costunolide inhibited the viability of H1299 cells, with a half maximal inhibitory concentration value of 23.93±1.67 µM and induced cellular apoptosis in a dose-dependent manner. Furthermore, the colony formation, migrative and invasive abilities of the H1299 cells were inhibited in a dose-or time-dependent manner. The protein expression levels of E-cadherin increased and those of N-cadherin decreased following treatment with costunolide, which suggested that costunolide inhibited epithelial-to-mesenchymal transition. The mRNA levels of B-Raf, E-cadherin, N-cadherin, integrins α2 and β1, as well as matrix metalloproteinases 2 were also found to be regulated costunolide. These findings indicate the potential of costunolide in the treatment of NSCLC.

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Section: Discussionsupporting

confidence: 47%

Costunolide induces apoptosis and inhibits migration and invasion in H1299 lung cancer cells

Wei

Qiu

et al. 2020

Oncol Rep

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“…The biological activity of natural sesquiterpenoids has been extensively investigated, including in trypanosomatids [ 24 , 25 , 26 , 27 ]. Initially, we tested total extracts of three Chilean plants and isolated sesquiterpenoids on infective bloodstream trypomastigotes and proliferative epimastigotes.…”

Section: Discussionmentioning

confidence: 99%

TrypanocidalActivity of Natural Sesquiterpenoids Involves Mitochondrial Dysfunction, ROS Production and Autophagic Phenotype in Trypanosoma cruzi

et al. 2018

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Chagas disease is a neglected tropical disease that is caused by the protozoan Trypanosoma cruzi and represents a serious health problem, especially in Latin America. The clinical treatment of Chagas disease is based on two nitroderivatives that present severe side effects and important limitations. In folk medicine, natural products, including sesquiterpenoids, have been employed for the treatment of different parasitic diseases. In this study, the trypanocidal activity of compounds isolated from the Chilean plants Drimys winteri, Podanthus mitiqui and Maytenus boaria on three T. cruzi evolutive forms (epimastigote, trypomastigote and amastigote) was evaluated. Total extracts and seven isolated sesquiterpenoids were assayed on trypomastigotes and epimastigotes. Polygodial (Pgd) from D. winteri, total extract from P. mitiqui (PmTE) and the germacrane erioflorin (Efr) from P. mitiqui were the most bioactive substances. Pgd, Efr and PmTE also presented strong effects on intracellular amastigotes and low host toxicity. Many ultrastructural effects of these substances, including reservosome disruption, cytosolic vacuolization, autophagic phenotype and mitochondrial swelling (in the case of Pgd), were observed. Flow cytometric analysis demonstrated a reduction in mitochondrial membrane potential in treated epimastigotes and an increase in ROS production and high plasma membrane permeability after treatment with Pgd. The promising trypanocidal activity of these natural sesquiterpenoids may be a good starting point for the development of alternative treatmentsforChagas disease.

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“…Essential oil of Guatteria spp., with β ‐eudesmol, γ ‐eudesmol, and α ‐eudesmol as main components, have shown trypanocidal effects on trypomastigotes and epimastigotes of T. cruzi , but this is the first report on their antiparasitic effects when tested alone. Sesquiterpenes from Tarchonanthus camphoratus and Schkuhria pinnata (parthenolide, 3‐oxo‐1,2‐dehydrocostic acid) with structural similarities to sesquiterpenes 1 – 20 showed activity against T. brucei , a clerodane diterpene (related to 13 ) from Polyalthia longifolia and a triterpenoid (with related chemical structure to compounds 33 and 34 ) from Eucalyptus maculata were active on Leishmania mexicana and Trypanosoma brucei . Antiparasitic effects on Plasmodium falciparum due to the inhibition of protein synthesis has been previously reported for holancanthone ( 35 ) …”

Section: Resultsmentioning

confidence: 99%

Molecular Diversity from Arid‐Land Plants: Valorization of Terpenes and Biotransformation Products

Bailén

Martínez-Díaz

Hoffmann

et al. 2020

Chemistry & Biodiversity

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Asteraceae plants from arid lands are a source of biomass, resin and latex rich in terpenoids with diverse biological effects. Thirty‐six previously isolated terpenes, comprising sesquiterpenes, diterpenes, triterpenes and quassinoids, isolated from arid‐land plants and a series of metabolites from the biotransformation of some lead compounds were evaluated against insect pests (Spodoptera littoralis, Leptinotarsa decemlineata, Myzus persicae and Rhopalosiphum padi), cells (insect, hamster, murine and human tumoral cells) and parasites (Trypanosoma cruzi and Leishmania infantum). Among the insecticidal sesquiterpenes, maalian‐1α,8α‐diol (12) and γ‐eudesmol (17) were antifeedant against L. decemlineata, M. persicae and cytotoxic to Sf9 insect cells, and (−)‐maali‐3‐en‐8α‐ol (10), (+)‐maaliane‐5α,8α,9α‐triol (11), chrysothame (31) and holacanthone (35) were antifeedant against S. littoralis. The parasite L. infantum was slightly more sensitive than T. cruzi to the test compounds (39 % vs. 33 % of active compounds) with compound 17 and the biotransformed diterpene 27 being antiparasitic to L. infantum, with no cytotoxic effects on mammalian cells. Moreover, sesquiterpenes 3 and 17, and grindelane diterpenes 22, 23 and 26 showed selective activity against chemoresistant human colon, cervical and melanoma cancer cells. Thus, considering our results, the best candidates for future studies are compounds 17 and 3, due to their activity on insect pests, parasites (17) and tumoral cells (3, 17, 22, 23 and 26).

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Antiprotozoal Sesquiterpene Lactones and Other Constituents from Tarchonanthus camphoratus and Schkuhria pinnata

Cited by 32 publications

References 34 publications

Costunolide induces apoptosis and inhibits migration and invasion in H1299 lung cancer cells

Costunolide induces apoptosis and inhibits migration and invasion in H1299 lung cancer cells

TrypanocidalActivity of Natural Sesquiterpenoids Involves Mitochondrial Dysfunction, ROS Production and Autophagic Phenotype in Trypanosoma cruzi

Molecular Diversity from Arid‐Land Plants: Valorization of Terpenes and Biotransformation Products

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