A comparative study on the effectiveness of cis- and trans-form of cinnamic acid treatments for inhibiting invasive activity of human lung adenocarcinoma cells

Yen, Gow‐Chin; Chen, Yen-Ling; Sun, Fang-Ming; Chiang, Yu-Ling; Lu, Shiau-Huei; Weng, Chia‐Jui

doi:10.1016/j.ejps.2011.08.006

Cited by 49 publications

(31 citation statements)

References 36 publications

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“…; Yen et al . ). The cis ‐isomer of cinnamic acid has a strong bactericidal effect against a multidrug‐resistant Mycobacterium tuberculosis at a concentration two orders of magnitude lower than that observed for the trans ‐isomer (Chen et al .…”

Section: Resultsmentioning

confidence: 97%

Inactivation of foodborne pathogenic and spoilage micro-organisms using ultraviolet-A light in combination with ferulic acid

Shirai

Watanabe

Matsuki

2017

Letters in Applied Microbiology

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Microbial contamination is one of the most serious problems for foods, fruit and sugar thick juices. UV light is suitable for the nonthermal decontamination of food products by inactivating the contaminating micro-organisms. However, UV-A exposure is insufficient for disinfection. This study demonstrates that the combination of UV-A LED light (350-385 nm), which is not hazardous to human eyes and skin, and ferulic acid (FA), a known phytochemical and food additive, provides synergistic antimicrobial activity against foodborne pathogenic and spoilage micro-organisms. Therefore, FA addition to UV-A light treatment may be useful for improvement of UV-A disinfection technology to prevent food deterioration.

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Section: Resultsmentioning

confidence: 97%

Inactivation of foodborne pathogenic and spoilage micro-organisms using ultraviolet-A light in combination with ferulic acid

Shirai

Watanabe

Matsuki

2017

Letters in Applied Microbiology

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“…Complementary, in order to point how the geometry of the molecule also affect the role of trans-and cis-cinnamic acids in mammalian cell physiology we can summarize that: The cis-CA exerts higher number of physiological activities than trans-CA in many aspects (Yen et al, 2011). The trans-CA has been investigated extensively for its potential pharmacological effects whereas the study of cis-CA is limited because pure cis-CA was hard to be obtained.…”

Section: Fig 2 Trans-coumaric Acid (Trans-cua) From Trans-cinnamicmentioning

confidence: 99%

“…Therefore, cis-CA might be potential anti-mycobacterial or synergistic agent that can be developed to against tuberculosis . Also, the cis-CA seems to exert higher inhibitory effect against invasion of human adenocarcinoma A549 cells than trans-CA and the inhibitory effect might result from reducing matrix metalloproteinase MMP-2 (its expression has been associated with the invasion of highly metastatic adenocarcinoma A549 cells) and MMP-9 (its secretion has been reported in lung, colon, and breast cancer) activities and prohibiting migratory capability of the cells (Yen et al, 2011). The results from in vitro studies of the metabolism of cis-CA by rat liver cell-free homogenate with 4-pentenoic acid suggest that this isomerization reaction is the first step in the metabolism of cis-CA by rat liver (Sun, 2003).…”

Section: Fig 2 Trans-coumaric Acid (Trans-cua) From Trans-cinnamicmentioning

confidence: 99%

High Purity cis-Cinnamic Acid Preparation for Studying Physiological Role of trans-Cinnamic and cis-Cinnamic Acids in Higher Plants

Salum

Erra‐Balsells

2013

Environmental Control in Biology

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Cinnamic acids are present in all kinds of plant tissues and as consequence in herbs and derived medicines, cosmetics, foods, etc. The interest in study their role in nature and possible health effect on consumers has grown exponentially. Because of their molecular structure they can exist in both trans-and cis-forms, having both found in plants. However, as only the trans-forms are commercially available very few studies in vitro and in vivo of the cis-role are available. In the present review the current knowledge in this field of studies is summarized including the brief description of a new tool for easy and friendly synthesis of cis-cinnamic acids by researchers in order to be able to conduct new experiments.

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“…The reported molecular mechanisms of anti-proliferative action are through inducing programmed cell death (Chen et al, 2001), caspase-3 activation, deactivation of the nuclear transcription factor NF-kappa B (Watabe et al, 2004;Onori et al, 2009), suppression of matrix metalloproteinase (MMP)-9 , histone deacetylase inhibitor (Omene et al, 2013) or antiangiogenesis. CA was demonstrated to be an inhibitor for the invasion of the human lung adenocarcinoma, A549 cells (Yen et al, 2011). For this reason, caffeic acid was considered as potential core structure for target based drug design.…”

Section: Introductionmentioning

confidence: 99%

Lead compound bearing caffeic scaffold induces EGFR suppression in solid tumor cancer cells

et al. 2015

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Available online xxxKeywords: Caffeic acid derivatives EGFR inhibitor Triple-negative breast cancer Non-small cell lung cancer Molecular modeling Abbreviations: CA, caffeic acid CAPE, caffeic acid phenethyl ester EGFR, epidermal growth factor receptor RTK, receptor tyrosine kinase TNBC, triple-negative breast cancer a b s t r a c t A small molecule EGFR inhibitor, 4-(2-(3-(4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)ureido) vinyl)-1,2-phenylene diacetate (CIU1) was designed in silico by using caffeic scaffold as core structure. The designed compound showed anti-proliferative action against different solid tumor cell lines, particularly metastatic breast cancer cells. CIU1 inhibited the growth of EGFR-overexpressing MDA-MB-468 triple-negative breast cancer cells and wild-type nonsmall-cell lung cancer H460 cells with IC 50 values of 8.96 mM and 12.98 mM, respectively, these anti-proliferative effects of CIU1 were comparable to gefitinib (a specific EGFR inhibitor) or lapatinib (a dual EGFR and HER2 tyrosine kinase inhibitor). Interestingly CIU1 effectively inhibited the invasive hormone-dependent MCF-7 cancer cells with an IC 50 2.34 mM. The immunoblot analyses revealed that CIU1 induced programmed cell death and suppressed EGFR expression in EGFR-overexpressing breast cancer (MDA-MB468) and lung cancer (PC-9) cells. The findings substantiated our design strategy and demonstrated the potential of CIU1 as new lead for further optimization in the development of anticancer drugs against advanced solid tumors.

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A comparative study on the effectiveness of cis- and trans-form of cinnamic acid treatments for inhibiting invasive activity of human lung adenocarcinoma cells

Cited by 49 publications

References 36 publications

Inactivation of foodborne pathogenic and spoilage micro-organisms using ultraviolet-A light in combination with ferulic acid

Inactivation of foodborne pathogenic and spoilage micro-organisms using ultraviolet-A light in combination with ferulic acid

High Purity cis-Cinnamic Acid Preparation for Studying Physiological Role of trans-Cinnamic and cis-Cinnamic Acids in Higher Plants

Lead compound bearing caffeic scaffold induces EGFR suppression in solid tumor cancer cells

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