254
Views
17
CrossRef citations to date
0
Altmetric
Research Article

Synthesis and antioxidant capacities of hydroxyl derivatives of cinnamoylphenethylamine in protecting DNA and scavenging radicals

, &
Pages 445-453 | Received 12 Oct 2010, Accepted 11 Nov 2010, Published online: 03 Dec 2010

References

  • Yue J-M, Xu J, Zhao Y, Sun H-D, Lin Z-W. Chemical components from Ceratostigma willmottianum. J Nat Prod 1997; 60:1031–1033.
  • Li N, Wu J-L, Hasegawa T, Sakai J-I, Bai L-M, Wang L-Y, Kakuta S, Furuya Y, Ogura H, Kataoka T, Tomida A, Tsuruo T, Ando M. Bioactive lignans from Peperomia duclouxii. J Nat Prod 2007;70:544–548.
  • Zhang G, Shimokawa S, Mochizuki M, Kumamoto T, Nakanishi W, Watanabe T, Ishikawa T, Matsumoto K, Tashima K, Horie S, Higuchi Y, Dominguez OP. Chemical constituents of Aristolochia constricta: antispasmodic effects of its constituents in guinea-pig ileum and isolation of a diterpeno-lignan hybrid. J Nat Prod 2008;71:1167–1172.
  • Wu T-S, Chan Y-Y, Leu Y-L. Constituents of the roots and stems of Aristolochia mollissima. J Nat Prod 2001;64:71–74.
  • Song S, Li Y, Feng Z, Jiang J, Zhang, P. Hepatoprotective constituents from the roots and stems of Erycibe hainanesis. J Nat Prod 2010;73:177–184.
  • Pérez-Castorena A-L, Martínez M, Maldonado E. Labdanes and sucrose Esters from Physalis sordida. J Nat Prod 2010; 73:1271–1276.
  • Pereira CAB, Oliveira FM, Conserva LM, Lemos RPL, Andrade EHA. Cinnamoyltyramine derivatives and other constituents from Sparattanthelium tupiniquinorum (Hernandiaceae). Biochem Sys Ecol 2007;35:637–639.
  • Pan P-C, Cheng M-J, Peng C-F, Huang H-Y, Chen J-J, Chen I-S. Secondary metabolites from the roots of Litsea hypophaea and their antitubercular activity. J Nat Prod 2010; 73:890–896.
  • Park JB, Schoene N. N-Caffeoyltyramine arrests growth of U937 and Jurkat cells by inhibiting protein tyrosine phosphorylation and inducing caspase-3. Cancer Lett 2003;202:161–171.
  • Chen J-J, Chung C-Y, Hwang T-L, Chen J-F. Amides and benzenoids from Zanthoxylum ailanthoides with inhibitory activity on superoxide generation and elastase release by neutrophils. J Nat Prod 2009;72:107–111.
  • Maganha EG, Halmenschlager RC, Rosa RM, Henriques JAP, Ramos ALLP, Saffi J. Pharmacological evidences for the extracts and secondary metabolites from plants of the genus Hibiscus. Food Chem 2010;118:1–10.
  • Park JB. Isolation and characterization of N-feruloyltyramine as the P-Selectin expression suppressor from garlic (Allium sativum). J Agric Food Chem 2009;57:8868–8872.
  • Han EH, Kim JY, Kim HG, Choi JH, Im JH, Woo ER, Jeong HG. Dihydro-N-caffeoyltyramine down-regulates cyclooxygenase-2 expression by inhibiting the activities of C/EBP and AP-1 transcription factors. Food Chem Toxicol 2010;48:579–586.
  • McLaughlin JL. Paw paw and cancer: annonaceous acetogenins from discovery to commercial products. J Nat Prod 2008;71:1311–1321.
  • Tang Y-Z, Liu Z-Q, Wu D. Lidocaine: an inhibitor in the free-radical-induced hemolysis of erythrocytes. J Biochem Mol Toxicol 2009;23:81–86.
  • Li Y-F, Liu Z-Q, Luo X-Y. Properties of synthetic homoisoflavonoids to reduce oxidants and to protect linoleic acid and DNA against oxidations. J Agric Food Chem 2010;58: 4126–4131.
  • Yu J, Wang L, Walzem RL, Miller EG, Pike LM, Patil BS. Antioxidant activity of citrus limonoids, flavonoids, and coumarins. J Agric Food Chem 2005;53:2009–2014.
  • Munoz-Munoz JL, Garcia-Molina F, Varon R, Tudela J, García-Cánovas F, Rodriguez-Lopez JN. Quantification of the antioxidant capacity of different molecules and their kinetic antioxidant efficiencies. J Agric Food Chem 2010;58:2062–2070.
  • Son S, Lewis BA. Free radical scavenging and antioxidative activity of caffeic acid amide and ester analogues: structure-activity relationship. J Agric Food Chem 2002;50:468–472.
  • Tang Y, Zhu W, Chen K, Jiang H. New technologies in computer-aided drug design: toward target identification and new chemical entity discovery. Drug Discov Today 2006;3:307–313.
  • Neelam S, Gokara M, Sudhamalla B, Amooru DG, Subramanyam R. Interaction studies of coumaroyltyramine with human serum albumin and its biological importance. J Phys Chem B 2010;114:3005–3012.
  • Kang S, Back K. Enriched production of N-hydroxycinnamic acid amides and biogenic amines in pepper (Capsicum annuum) flowers. Sci Hortic 2006;108:337–341.
  • Pedersen HA, Steffensen SK, Christophersen C, Mortensen AG, Jϕrgensen LN, Niveyro S, Troiani RMD, Rodríguez-Enríquez RJ, Rosa APB-DL, Fomsgaard IS. Synthesis and quantitation of six phenolic amides in Amaranthus spp. J Agric Food Chem 2010;58:6306–6311.
  • Park JB, Schoene N. Synthesis and characterization of N-coumaroyltyramine as a potent phytochemical which arrests human transformed cells via inhibiting protein tyrosine kinases. Biochem Biophys Res Commun 2002;292:1104–1110.
  • Okombi S, Rival D, Bonnet S, Mariotte A-M, Perrier E, Boumendjel A. Analogues of N-hydroxycinnamoylphenalkylamides as inhibitors of human melanocyte-tyrosinase. Bioorg Med Chem Lett 2006;16:2252–2255.
  • Mura A, Pintus F, Fais A, Porcu S, Corda M, Spanò D, Medda R, Floris G. Tyramine oxidation by copper/TPQ amine oxidase and peroxidase from Euphorbia characias latex. Arch Biochem Biophys 2008;475:18–24.
  • Park JB. Quantitation of clovamide-type phenylpropenoic acid amides in cells and plasma using high-performance liquid chromatography with a coulometric electrochemical detector. J Agric Food Chem 2005;53:8135–8140.
  • Ingold KU. Inhibition of the autoxidation of organic substances in the liquid phase. Chem Rev 1961;61:563–589.
  • Bowry VW, Stocker R. Tocopherol-mediated peroxidation: the prooxidation effect of vitamin E on the radical-initiated oxidation of human low-density lipoprotein. J Am Chem Soc 1993;115:6029–6044.
  • Feng J-Y, Liu Z-Q. Phenolic and enolic hydroxyl groups in curcumin: which plays the major role to scavenge radicals? J Agric Food Chem 2009;57:11041–11046.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.