6 Iodo-δ-lactone: A derivative of arachidonic acid with antitumor effects in HT-29 colon cancer cells

Thomasz, Lisa; Oglio, Romina; Rossich, Luciano; Villamar, Sonia; Perona, Marina; Salvarredi, Leonardo; Alejandra, Dagrosa; Pisarev, Mario A.; Juvenal, Guillermo

doi:10.1016/j.plefa.2013.01.002

Cited by 11 publications

(7 citation statements)

References 49 publications

(70 reference statements)

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“…Our results are consistent with the reports of other authors, (i.e. on prostate and breast cancer cells), which show the induction of mitochondrial apoptotic pathway by a direct antioxidant/oxidant mitochondrial action of iodide (I − ) and iodine (I 2 ) [ 35 , 43 ] or indirect formation of iodo-lipids [ 33 , 34 ]. In the MCF-7 breast cancer cell line I 2 was taken up by a facilitated diffusion system and covalently bound to lipids that, in turn, inhibited proliferation.…”

Section: Discussionsupporting

confidence: 93%

“…This organic form of iodine may interfere with pathways leading to reduced cells viability. It is indicated, that iodine treatments inhibit cell proliferation by generating iodo-lipids including 6-iodo-5-hydroxy-8,11,14-eicosatrienoic acid (an iodinated arachidonic acid) and iodohexadecanal [ 33 , 34 ]. These compounds have been detected after iodine (I 2 ) supplementation, and it is presumed that they may be potent activators of peroxisome proliferator-activated receptor type gamma (PPARγ) [ 35 ].…”

Section: Discussionmentioning

confidence: 99%

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Transcriptome Profiling of Caco-2 Cancer Cell Line following Treatment with Extracts from Iodine-Biofortified Lettuce (Lactuca sativa L.)

et al. 2016

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Although iodization of salt is the most common method used to obtain iodine-enriched food, iodine deficiency disorders are still a global health problem and profoundly affect the quality of human life. Iodine is required for the synthesis of thyroid hormones, which are crucial regulators of human metabolism, cell growth, proliferation, apoptosis and have been reported to be involved in carcinogenesis. In this study, for the first time, we evaluated the effect of iodine-biofortified lettuce on transcriptomic profile of Caco-2 cancer cell line by applying the Whole Human Genome Microarray assay. We showed 1326 differentially expressed Caco-2 transcripts after treatment with iodine-biofortified (BFL) and non-fortified (NFL) lettuce extracts. We analysed pathways, molecular functions, biological processes and protein classes based on comparison between BFL and NFL specific genes. Iodine, which was expected to act as a free ion (KI-NFL) or at least in part to be incorporated into lettuce macromolecules (BFL), differently regulated pathways of numerous transcription factors leading to different cellular effects. In this study we showed the inhibition of Caco-2 cells proliferation after treatment with BFL, but not potassium iodide (KI), and BFL-mediated induction of mitochondrial apoptosis and/or cell differentiation. Our results showed that iodine-biofortified plants can be effectively used by cells as an alternative source of this trace element. Moreover, the observed differences in action of both iodine sources may suggest a potential of BFL in cancer treatment.

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Section: Discussionsupporting

confidence: 93%

Section: Discussionmentioning

confidence: 99%

Transcriptome Profiling of Caco-2 Cancer Cell Line following Treatment with Extracts from Iodine-Biofortified Lettuce (Lactuca sativa L.)

et al. 2016

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“…The compounds t10 and c12 CLA activated ER stress and induced apoptosis in HCT116 colon cancer cells and this was accompanied by increased levels of ROS and these responses were blocked by cotreatment of cells with antioxidants N-acetyl-cysteine and vitamin E [35]. Similarly, the anticancer agent, 6-iodo-δ-lactone, inhibited HT-29 colon cancer cell growth and induced apoptosis by increasing caspase-3 activity and levels of the pro-apoptotic protein Bax-2 and cotreatment of HT-29 cells with the antioxidant trolox reversed IL-δ mediated induction of apoptosis [36]. …”

Section: Ros and Cancer Therapymentioning

confidence: 99%

Reactive Oxygen Species and Colorectal Cancer

Sreevalsan

Safe

2013

Curr Colorectal Cancer Rep

104

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Several agents used for treatment of colon and other cancers induce reactive oxygen species (ROS) and this plays an important role in their anticancer activities. In addition to the well-known proapoptotic effects of ROS inducers, these compounds also decrease expression of specificity protein (Sp) transcription factors Sp1, Sp3 and Sp4 and several pro-oncogenic Spregulated genes important for cancer cell proliferation, survival and metastasis. The mechanism of these responses involve ROS-dependent downregulation of microRNA-27a (miR-27a) or miR-20a (and paralogs) and induction of two Sp-repressors, ZBTB10 and ZBTB4 respectively. This pathway significantly contributes to the anticancer activity of ROS inducers and should be considered in development of drug combinations for cancer chemotherapy.

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“…Thomasz et al also showed that IL-δ increased ROS production by about 30% as well as increased lipid peroxidation levels about 19% in the HT-29 colon cancer cells. That may explain increased induction of apoptosis process as a result of increased oxidative stress [54]. We can conclude that antioxidative/oxidative balance of the cells was strongly disrupted by all tested compounds.…”

Section: Oxidative Stress Markers Analysismentioning

confidence: 65%

Antiproliferative, Antimicrobial and Antiviral Activity of β-Aryl-δ-iodo-γ-lactones, Their Effect on Cellular Oxidative Stress Markers and Biological Membranes

et al. 2020

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The aim of this work was the examination of biological activity of three selected racemic cis-β-aryl-δ-iodo-γ-lactones. Tested iodolactones differed in the structure of the aromatic fragment of molecule, bearing isopropyl (1), methyl (2), or no substituent (3) on the para position of the benzene ring. A broad spectrum of biological activity as antimicrobial, antiviral, antitumor, cytotoxic, antioxidant, and hemolytic activity was examined. All iodolactones showed bactericidal activity against Proteus mirabilis, and lactones 1,2 were active against Bacillus cereus. The highest cytotoxic activity towards HeLa and MCF7 cancer cell lines and NHDF normal cell line was found for lactone 1. All assessed lactones significantly disrupted antioxidative/oxidative balance of the NHDF, and the most harmful effect was determined by lactone 1. Contrary to lactone 1, lactones 2 and 3 did not induce the hemolysis of erythrocytes after 48 h of incubation. The differences in activity of iodolactones 1–3 in biological tests may be explained by their different impact on physicochemical properties of membrane as the packing order in the hydrophilic area and fluidity of hydrocarbon chains. This was dependent on the presence and type of alkyl substituent. The highest effect on the membrane organization was observed for lactone 1 due to the presence of bulky isopropyl group on the benzene ring.

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6 Iodo-δ-lactone: A derivative of arachidonic acid with antitumor effects in HT-29 colon cancer cells

Cited by 11 publications

References 49 publications

Transcriptome Profiling of Caco-2 Cancer Cell Line following Treatment with Extracts from Iodine-Biofortified Lettuce (Lactuca sativa L.)

Transcriptome Profiling of Caco-2 Cancer Cell Line following Treatment with Extracts from Iodine-Biofortified Lettuce (Lactuca sativa L.)

Reactive Oxygen Species and Colorectal Cancer

Antiproliferative, Antimicrobial and Antiviral Activity of β-Aryl-δ-iodo-γ-lactones, Their Effect on Cellular Oxidative Stress Markers and Biological Membranes

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