Anticancer Effect of Caffeic Acid Phenethyl Ester

Lin, Hui‐Ping; Su, Liang-Cheng; Lin, Ching-Yu; Huo, Chiech; Chuu, Chih‐Pin

doi:10.5567/pharmacologia.2012.26.30

Cited by 13 publications

(9 citation statements)

References 9 publications

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“…(a, f-h) There is no caspase-3 immunoreactivity in testicular tissue from the sham, DMSO, CAPE and curcumin groups respectively; (b) caspase-3 immunoreactivity is intense in the germ cells and spermatocytes in testicular tissue from the DOX group (arrows); (c-e) caspase-3 immunoreactivity is observed in germ cells and spermatocytes in testicular tissue from the DOX+CAPE, DOX+curcumin and DOX+CAPE+curcumin groups respectively (arrows and arrowhead). (Lin et al, 2012;Tolba et al, 2016).…”

Section: Discussionmentioning

confidence: 99%

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Comparison of the protective effects of curcumin and caffeic acid phenethyl ester against doxorubicin‐induced testicular toxicity

et al. 2020

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Testicular dysfunction is one of the serious side effects of cytotoxic chemotherapy. It has been reported that low sexual function and quality of life and infertility concerns associated with gonadal insufficiency in young patients are related to psychosocial distress (Levi et al., 2015). Doxorubicin (DOX, brand name Adriamycin), which is one of the most important cornerstones of many chemotherapeutic protocols, is an anticancer drug selected in the treatment of many chemo-responsive tumours from ovarian, breast, liver and lung cancer and lymphomas. However, DOX can cause severe dose-dependent toxicity for other nontarget tissues, including testicular tissues (e.g. reduced testicular weight; Nishi et al., 2018). Studies have reported that DOX toxicity causes testicular damage and apoptosis and adversely affects reproductive function (Kopalli et al., 2016; Nowrouzi et al., 2019). In addition, DOX has been reported to increase oxidative stress by reducing antioxidant capacity in testicular tissue (Uyeturk et al., 2014). Does DOX cause testicular toxicity by only increasing oxidative stress and apoptosis? Or does DOX have an effect on testicular

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Section: Discussionmentioning

confidence: 99%

“…CAPE has beneficial biological activities such as anti-inflammatory, antioxidant, anticancer, neuroprotective, hepatoprotective and cardioprotective (Lin et al, 2012;Tolba et al, 2016).…”

Section: Discussionmentioning

confidence: 99%

Comparison of the protective effects of curcumin and caffeic acid phenethyl ester against doxorubicin‐induced testicular toxicity

et al. 2020

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“…These compounds have attracted much attention owing to their ability to inhibit the growth of neoplastic cells via multiple mechanisms: antioxidant potential, induction of apoptosis, suppression of metastasis, cell-cycle arrest, and immunomodulation [58][59][60][61]. Caffeic acid phenethyl ester is one of the most studied CABA analogs.…”

Section: Discussionmentioning

confidence: 99%

Analogs of Cinnamic Acid Benzyl Amide As Nonclassical Inhibitors of Activated JAK2 Kinase

Mielecki

Milner-Krawczyk

Grzelak

et al. 2014

CCDT

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Scaffold-based analogs of cinnamic acid benzyl amide (CABA) exhibit pleiotropic effects in cancer cells, and their exact molecular mechanism of action is under investigation. The present study is part of our systemic analysis of interactions of CABA analogs with their molecular targets. These compounds were shown to inhibit Janus kinase 2 (JAK2)/signal transducer and activator of transcription 3 (STAT3) and JAK2/signal transducer and activator of transcription 5 (STAT5) signaling and thus are attractive scaffolds for anticancer drug design. To identify the potential mechanisms of action of this class of compounds, direct interactions of the selected CABA analogs with JAK2 kinase were examined. Inhibition of JAK2 enzymatic activity was assessed, and molecular modeling studies of selected compounds and (E)-2-cyano-N-[(S)-1,4-diphenylbutyl]-3-(3-bromopyridin-2-yl)acrylamide (WP1702)-inthe JAK2 kinase domain were used to support interpretation of the experimental data. Our results indicated that the tested CABA analogs are nonclassical inhibitors of activated (phosphorylated) JAK2, although markedly weaker than clinically tested ATP-competitive JAK2 inhibitors. Relatively small structural changes in the studied compounds affected interactions with JAK2, and their mode of action ranged from allostericnoncompetitive to bisubstrate competitive. These results demonstrated that direct inhibition of JAK2 enzymatic activity by the WP1065 (half-maximal inhibitory concentration [IC 50 ] = 14.8 μM), WP1130 (IC 50 = 3.8 μM), and WP1702 (IC 50 = 2.9 μM) potentially contributes, albeit minimally, to suppression of the JAK2/STAT signaling pathways in cancer cells and that additional specific structural modifications may amplify JAK2-inhibitory effects.

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“…Daquino and coworkers subjected Me-Caf ( 60 ) and CAPE ( 75 ) to various oxidants and studied the products of the oxidative coupling reactions [59]. Ester 75 is a natural product contained in propolis with anti-inflammatory, antioxidant and antitumour activity [60]. Thus, POC of CAPE using MnO 2 as oxidant in CH 2 Cl 2 produced an unusual lignan 76 of the benzo[ kl ]xanthene type and the dihydronaphthalene 78 in 48% and 16.5% yields, respectively, along with residual CAPE (Scheme 35).…”

Section: Lignan Skeleton Assembly With β-β Bond Formation As the Kmentioning

confidence: 99%

Bioinspired Syntheses of Dimeric Hydroxycinnamic Acids (Lignans) and Hybrids, Using Phenol Oxidative Coupling as Key Reaction, and Medicinal Significance Thereof

Magoulas

Papaioannou

2014

Molecules

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Lignans are mainly dimers of 4-hydroxycinnamic acids (HCAs) and reduced analogs thereof which are produced in Nature through phenol oxidative coupling (POC) as the primary C-C or C-O bond-forming reaction under the action of the enzymes peroxidases and laccases. They present a large structural variety and particularly interesting biological activities, therefore, significant efforts has been devoted to the development of efficient methodologies for the synthesis of lignans isolated from natural sources, analogs and hybrids with other biologically interesting small molecules. We summarize in the present review those methods which mimic Nature for the assembly of the most common lignan skeleta by using either enzymes or one-electron inorganic oxidants to effect POC of HCAs and derivatives, such as esters and amides, or cross-POC of pairs of HCAs or HCAs with 4-hydrocycinnamyl alcohols. We, furthermore, provide outlines of mechanistic schemes accounting for the formation of the coupled products and, where applicable, indicate their potential application in medicine.

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Anticancer Effect of Caffeic Acid Phenethyl Ester

Cited by 13 publications

References 9 publications

Comparison of the protective effects of curcumin and caffeic acid phenethyl ester against doxorubicin‐induced testicular toxicity

Comparison of the protective effects of curcumin and caffeic acid phenethyl ester against doxorubicin‐induced testicular toxicity

Analogs of Cinnamic Acid Benzyl Amide As Nonclassical Inhibitors of Activated JAK2 Kinase

Bioinspired Syntheses of Dimeric Hydroxycinnamic Acids (Lignans) and Hybrids, Using Phenol Oxidative Coupling as Key Reaction, and Medicinal Significance Thereof

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