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entrCYTOTOXIC AND APOPTOTIC EFFECTS OF NOVEL SYNTHESIZED FERULIC ACID DERIVATIVES ON LEUKEMIA CELL LINESCYTOTOXIC AND APOPTOTIC EFFECTS OF NOVEL SYNTHESIZED FERULIC ACID DERIVATIVES ON LEUKEMIA CELL LINES

Yıl 2018, Cilt: 19 Sayı: 3, 628 - 636, 01.09.2018

Öz

Ferulic acid (FA), or 4-hydroxy-3-methoxycinnamic acid, is a phenolic compound that can be used in many pharmacological applications, especially in the area of cancer. In this study, four new FA-quinoline esters were successfully synthesized and characterized using 1H-NMR, 13C-NMR, HR-Mass, Elemental Analysis, and FT-IR techniques. Synthesized compounds were tested on leukemia cell lines (HL-60 and K562) with WST-1 assay and Annexin V-PI assay via flow cytometry. The WST-1 assay of compounds in HL-60 and K562 leukemia cells yielded IC50 124.4 and 205.4 μM/mL, respectively. According to the results, both the cytotoxic effect and apoptotic effects of 2c increased on HL-60 cell.

Kaynakça

  • [1] Dayem A. A.; Choi H. Y.; Yang G. M.; Kim K.; Saha S. K.; Cho S. G. The Anti-Cancer Effect of Polyphenols against Breast Cancer and Cancer Stem Cells: Molecular Mechanisms. Nutrients, 2016, 8, 581-618.
  • [2] Xiang L.; Sun K.; Weng Y.; Taoka A.; Sakagami Y.; Qi J. Anti-Aging Effects of Phloridzin, an Apple Polypj-henol, on Yeast via the SOD and Sir2 Genes. Biosci. Biotechnol. Biochem., 2011, 75, 854-858.
  • [3] Zang H.; Tsao R. Dietary polyphenols, oxidative stress and antioxidant and anti-inflammatory effects. Current Opinion in Food Science, 2016, 8, 33–42.
  • [4] Okada T. K.; Ito A.; Koide A.; Nakamura Y.; Han K. H.; Shimada K.; Sasaki K.; Ohba K.; Sibayamac S.; Fukushima. Anti-obesity role of adzuki bean extract containing polyphenols: in vivo and in vitro effects. J. Sci. Food Agric., 2012, 92, 2644–2651.
  • [5] Sgarbossa A.; Giacomazza D.; Carlo M. D. Ferulic Acid: A Hope for Alzheimer’s Disease Therapy from Plants. Nutrients, 2015, 7, 5764-5782.
  • [6] Swamy S. K. P.; Govindaswamy V. Therapeutical properties of ferulic acid and bioavailability enhancement through feruloyl esterase. Journal of Functional Foods, 2015, 17, 657–666.
  • [7] Fahrioğlu U.; Dodurga Y.; Elmas L.; Seçme M. Ferulic acid decreases cell viability and colony formation while inhibiting migration of MIA PaCa-2 human pancreatic cancer cells in vitro. Gene, 2016, 576, 476–482.
  • [8] Borges A.; Ferreira C.; Saavedra M. J.; Simões M. Antibacterial Activity and Mode of Action of Ferulic and Gallic Acids Against Pathogenic Bacteria. Microbial Drug Resistance, 2013, 19, 256-265.
  • [9] Ou S.; Kwok K. C. Ferulic acid: pharmaceutical functions, preparation and applications in foods. J Sci Food Agric. 2004, 84, 1261–1269
  • [10] Cunha F. V. M.; Gomes B. S.; Neto B. S.; Ferreira A. R.; Sousa D. P.; Martins M. C. C.; Oliveira FA. Ferulic acid ethyl ester diminished Complete Freund’s Adjuvant-induced incapacitation through antioxidant and anti-inflammatory activity. Naunyn-Schmiedeberg's Arch Pharmacol., 2016, 389, 117–130.
  • [11] Ozaki Y. Anti-inflammatory Effect of Tetramethylpyrazine and Ferulic Acid. Pharm. Bull., 1992, 40, 954-956.
  • [12] Narasimhan A.; Chinnaiyan M.; Karundevi B. Ferulic acid regulates hepatic GLUT2 gene expression in high fat and fructose-induced type-2 diabetic adult male rat. European Journal of Pharmacology, 2015, 761, 391–397.
  • [13] Prabhakar P. K.; Prasad R.; Ali S.; Doblec M. Synergistic interaction of ferulic acid with commercial hypoglycemic drugs in streptozotocin induced diabetic rats. Phytomedicine, 2013, 20, 488–494.
  • [14] Lengfelder E.; Hofmann W. K.; Nowak D. Treatment of acute promyelocytic leukemia with arsenic trioxide: clinical results and open questions. Expert Rev Anticancer Ther., 2013, 13 1035–1043.
  • [15] Dikmen M.; Canturk Z.; Ozturk Y.; Tunali Y. Investigation of the Apoptotic Effect of Curcumin in Human Leukemia HL-60 Cells by Using Flow Cytometry. Cancer Biotherapy and Radiopharmaceuticals, 2010, 25, 749-755.
  • [16] Engur S.; Dikmen M.; Ozturk Y. Comparison of antiproliferative and apoptotic effects of a novel proteasome inhibitor MLN2238 with bortezomib on K562 chronic myeloid leukemia cells. Immunopharmacology and Immunotoxicology, 2016, 38, 87-97.
  • [17] Mancuso C.; Santangelo R. Ferulic acid: Pharmacological and toxicological aspects. Food Chem. Toxicol., 2014, 65, 185-195.
  • [18] Kumar N.; Pruthi V. Potential applications of ferulic acid from natural sources. Biotechnol. Rep., 2014, 4, 86-93.
Yıl 2018, Cilt: 19 Sayı: 3, 628 - 636, 01.09.2018

Öz

Kaynakça

  • [1] Dayem A. A.; Choi H. Y.; Yang G. M.; Kim K.; Saha S. K.; Cho S. G. The Anti-Cancer Effect of Polyphenols against Breast Cancer and Cancer Stem Cells: Molecular Mechanisms. Nutrients, 2016, 8, 581-618.
  • [2] Xiang L.; Sun K.; Weng Y.; Taoka A.; Sakagami Y.; Qi J. Anti-Aging Effects of Phloridzin, an Apple Polypj-henol, on Yeast via the SOD and Sir2 Genes. Biosci. Biotechnol. Biochem., 2011, 75, 854-858.
  • [3] Zang H.; Tsao R. Dietary polyphenols, oxidative stress and antioxidant and anti-inflammatory effects. Current Opinion in Food Science, 2016, 8, 33–42.
  • [4] Okada T. K.; Ito A.; Koide A.; Nakamura Y.; Han K. H.; Shimada K.; Sasaki K.; Ohba K.; Sibayamac S.; Fukushima. Anti-obesity role of adzuki bean extract containing polyphenols: in vivo and in vitro effects. J. Sci. Food Agric., 2012, 92, 2644–2651.
  • [5] Sgarbossa A.; Giacomazza D.; Carlo M. D. Ferulic Acid: A Hope for Alzheimer’s Disease Therapy from Plants. Nutrients, 2015, 7, 5764-5782.
  • [6] Swamy S. K. P.; Govindaswamy V. Therapeutical properties of ferulic acid and bioavailability enhancement through feruloyl esterase. Journal of Functional Foods, 2015, 17, 657–666.
  • [7] Fahrioğlu U.; Dodurga Y.; Elmas L.; Seçme M. Ferulic acid decreases cell viability and colony formation while inhibiting migration of MIA PaCa-2 human pancreatic cancer cells in vitro. Gene, 2016, 576, 476–482.
  • [8] Borges A.; Ferreira C.; Saavedra M. J.; Simões M. Antibacterial Activity and Mode of Action of Ferulic and Gallic Acids Against Pathogenic Bacteria. Microbial Drug Resistance, 2013, 19, 256-265.
  • [9] Ou S.; Kwok K. C. Ferulic acid: pharmaceutical functions, preparation and applications in foods. J Sci Food Agric. 2004, 84, 1261–1269
  • [10] Cunha F. V. M.; Gomes B. S.; Neto B. S.; Ferreira A. R.; Sousa D. P.; Martins M. C. C.; Oliveira FA. Ferulic acid ethyl ester diminished Complete Freund’s Adjuvant-induced incapacitation through antioxidant and anti-inflammatory activity. Naunyn-Schmiedeberg's Arch Pharmacol., 2016, 389, 117–130.
  • [11] Ozaki Y. Anti-inflammatory Effect of Tetramethylpyrazine and Ferulic Acid. Pharm. Bull., 1992, 40, 954-956.
  • [12] Narasimhan A.; Chinnaiyan M.; Karundevi B. Ferulic acid regulates hepatic GLUT2 gene expression in high fat and fructose-induced type-2 diabetic adult male rat. European Journal of Pharmacology, 2015, 761, 391–397.
  • [13] Prabhakar P. K.; Prasad R.; Ali S.; Doblec M. Synergistic interaction of ferulic acid with commercial hypoglycemic drugs in streptozotocin induced diabetic rats. Phytomedicine, 2013, 20, 488–494.
  • [14] Lengfelder E.; Hofmann W. K.; Nowak D. Treatment of acute promyelocytic leukemia with arsenic trioxide: clinical results and open questions. Expert Rev Anticancer Ther., 2013, 13 1035–1043.
  • [15] Dikmen M.; Canturk Z.; Ozturk Y.; Tunali Y. Investigation of the Apoptotic Effect of Curcumin in Human Leukemia HL-60 Cells by Using Flow Cytometry. Cancer Biotherapy and Radiopharmaceuticals, 2010, 25, 749-755.
  • [16] Engur S.; Dikmen M.; Ozturk Y. Comparison of antiproliferative and apoptotic effects of a novel proteasome inhibitor MLN2238 with bortezomib on K562 chronic myeloid leukemia cells. Immunopharmacology and Immunotoxicology, 2016, 38, 87-97.
  • [17] Mancuso C.; Santangelo R. Ferulic acid: Pharmacological and toxicological aspects. Food Chem. Toxicol., 2014, 65, 185-195.
  • [18] Kumar N.; Pruthi V. Potential applications of ferulic acid from natural sources. Biotechnol. Rep., 2014, 4, 86-93.
Toplam 18 adet kaynakça vardır.

Ayrıntılar

Bölüm Makaleler
Yazarlar

Hakan Ünver Bu kişi benim

Zerrin Cantürk Bu kişi benim

Yayımlanma Tarihi 1 Eylül 2018
Yayımlandığı Sayı Yıl 2018 Cilt: 19 Sayı: 3

Kaynak Göster

AMA Ünver H, Cantürk Z. entrCYTOTOXIC AND APOPTOTIC EFFECTS OF NOVEL SYNTHESIZED FERULIC ACID DERIVATIVES ON LEUKEMIA CELL LINESCYTOTOXIC AND APOPTOTIC EFFECTS OF NOVEL SYNTHESIZED FERULIC ACID DERIVATIVES ON LEUKEMIA CELL LINES. Eskişehir Technical University Journal of Science and Technology A - Applied Sciences and Engineering. Eylül 2018;19(3):628-636.