A New Cytotoxic Clerodane Diterpene from <i>Casearia Graveolens</i> Twigs

Meesakul, Pornphimol; Ritthiwigrom, Thunwadee; Cheenpracha, Sarot; Sripisut, Tawanun; Maneerat, Wisanu; Machan, Theeraphan; Laphookhieo, Surat

doi:10.1177/1934578x1601100105

Cited by 3 publications

(2 citation statements)

References 24 publications

(30 reference statements)

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“…In fact, the flavanone dorsmanin F [24] previously displayed IC 50 values below 10 μM towards leukemia CCRF-CEM cells and breast adenocarcinoma MDA-MB-231 cells; however, this compound also had IC 50 values above 10 μM in several other cancer cell line when tested in similar experimental conditions [24]. The three clerodane type diterpenoids ( 7–9 ) were not active against the tested cancer cell lines within the tested concentration ranges; nevertheless, the cytoxicity of clerodane diterpenoids was demonstrated [7], [8], [9], [10] where, caseariagraveolin isolated from Casearia graveolens showed strong cytotoxicity against oral cavity and breast cancer cell lines with IC 50 values of 2.48 and 6.63 μM [27]. Other strong cytotoxic clerodane diterpene include casearin J [9] and caseagrewifolin B [8].…”

Section: Discussionmentioning

confidence: 90%

Cytotoxicity of naturally occurring phenolics and terpenoids from Kenyan flora towards human carcinoma cells

Kuete

Omosa

Midiwo

et al. 2019

Journal of Ayurveda and Integrative Medicine

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BackgroundCancer constitutes a major hurdle worldwide and its treatment mainly relies on chemotherapy.ObjectivesThe present study was designed to evaluate the cytotoxicity of eleven naturally occurring compounds including six phenolics amongst them were 4 chalcones and 2 flavanones as well as 5 terpenoids (3 clerodane and 2 trachylobane diterpenoids) against 6 human carcinoma cell lines and normal CRL2120 fibroblasts.Materials and methodsThe neutral red uptake (NR) assay was used to evaluate the cytotoxicity of the compounds, whilst caspase-Glo assay was used to detect caspase activation. Cell cycle and mitochondrial membrane potential (MMP) were all analyzed via flow cytometry meanwhile levels of reactive oxygen species (ROS) was measured by spectrophotometry.ResultsChalcones: 2′,4′-dihydroxy-6′-methoxychalcone (1); 4′,6′-dihydroxy-2′,5′-dimethoxychalcone (2); 2′,4′,6′-trihydroxy-5′-methoxychalcone (3); 2′,6′-diacetate-4′-methoxychalcone (4), trachylobane diterpenoids: 2,6,19-trachylobanetriol; (ent-2α,6α)-form (10) and 2,18,19-trachylobanetriol; (ent-2α)-form (11) as well as doxorubicin displayed IC50 values below 110 μM in the six tested cancer cell lines. The IC50 values of the most active compounds were between 6.30 μM and 46.23 μM for compound 1 respectively towards breast adenocarcinoma MCF-7 cells and small lung cancer A549 cells and between 0.07 μM and 1.01 μM for doxorubicin respectively against SPC212 cells and A549 cells. Compounds 1 induced apoptosis in MCF-7 cells mediated by increasing ROS production and MMP loss.ConclusionChalcones 1–3 are potential cytotoxic phytochemicals that deserve more investigations to develop novel anticancer drugs against human carcinoma.

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Section: Discussionmentioning

confidence: 90%

Cytotoxicity of naturally occurring phenolics and terpenoids from Kenyan flora towards human carcinoma cells

Kuete

Omosa

Midiwo

et al. 2019

Journal of Ayurveda and Integrative Medicine

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“…Four diterpenoids isolated from Anopterus macleayanus exhibited potent cytotoxic effects with IC 50 values of <400 nM on human prostate cancer cells (LNCaP, C4‐2B and DuCaP) and nonmalignant cell lines (BPH‐1 and WPMY‐1) (Levrier et al , ). Moreover, the diterpene caseariagraveolin strongly inhibited oral and breast cancer cells with IC 50 values of 2.48 and 6.63 μM respectively (Meesakul et al , ). Seven rabdosins isolated from Rabdosia serra were found to produce weak‐to‐moderate cytotoxic effects on two human cancer cell lines (Wang and Xuan, ).…”

Section: Diterpenic Anticancer Traitsmentioning

confidence: 99%

Diterpenes and Their Derivatives as Potential Anticancer Agents

Islam

2017

Phytotherapy Research

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As therapeutic tools, diterpenes and their derivatives have gained much attention of the medicinal scientists nowadays. It is due to their pledging and important biological activities. This review congregates the anticancer diterpenes. For this, a search was made with selected keywords in PubMed, Science Direct, Web of Science, Scopus, The American Chemical Society and miscellaneous databases from January 2012 to January 2017 for the published articles. A total 28, 789 published articles were seen. Among them, 240 were included in this study. More than 250 important anticancer diterpenes and their derivatives were seen in the databases, acting in the different pathways. Some of them are already under clinical trials, while others are in the nonclinical and/or pre-clinical trials. In conclusion, diterpenes may be one of the lead molecules in the treatment of cancer. Copyright © 2017 John Wiley & Sons, Ltd.

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Anti-Inflammatory and Cytotoxic Activities of Clerodane-Type Diterpenes

et al. 2023

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The secondary metabolites of clerodane diterpenoids have been found in several plant species from various families and in other organisms. In this review, we included articles on clerodanes and neo-clerodanes with cytotoxic or anti-inflammatory activity from 2015 to February 2023. A search was conducted in the following databases: PubMed, Google Scholar and Science Direct, using the keywords clerodanes or neo-clerodanes with cytotoxicity or anti-inflammatory activity. In this work, we present studies on these diterpenes with anti-inflammatory effects from 18 species belonging to 7 families and those with cytotoxic activity from 25 species belonging to 9 families. These plants are mostly from the Lamiaceae, Salicaceae, Menispermaceae and Euphorbiaceae families. In summary, clerodane diterpenes have activity against different cell cancer lines. Specific antiproliferative mechanisms related to the wide range of clerodanes known today have been described, since many of these compounds have been identified, some of which we barely know their properties. It is very possible that there are even more compounds than those described today, in such a way that makes it an open field to discover. Furthermore, some diterpenes presented in this review have already-known therapeutic targets, and therefore, their potential adverse effects can be predicted in some way.

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A New Cytotoxic Clerodane Diterpene from Casearia Graveolens Twigs

Cited by 3 publications

References 24 publications

Cytotoxicity of naturally occurring phenolics and terpenoids from Kenyan flora towards human carcinoma cells

Cytotoxicity of naturally occurring phenolics and terpenoids from Kenyan flora towards human carcinoma cells

Diterpenes and Their Derivatives as Potential Anticancer Agents

Anti-Inflammatory and Cytotoxic Activities of Clerodane-Type Diterpenes

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