Publication Cover
Natural Product Research
Formerly Natural Product Letters
Volume 32, 2018 - Issue 14
412
Views
17
CrossRef citations to date
0
Altmetric
Research Article

Microwave-assisted synthesis of borneol esters and their antimicrobial activity

, , ORCID Icon, &
Pages 1714-1720 | Received 28 Jun 2017, Accepted 08 Oct 2017, Published online: 10 Nov 2017

References

  • Candan F, Unlu M, Tepe B, Daferera D, Polissiou M, Sökmen A, Akpulat HA. 2003. Antioxidant and antimicrobial activity of the essential oil and methanol extracts of Achillea millefolium subsp. millefolium Afan. (Asteraceae). J Ethnopharmacol. 87(2–3):215–220.10.1016/S0378-8741(03)00149-1
  • Corrêa PRC, Miranda RRS, Duarte LP, Silva GDF, Filho SA, Okuma AA, Carazza F, Morgado-Díaz JA, Pinge-Filho P, Yamauchi LM, et al. 2012. Antimicrobial activity of synthetic bornyl benzoates against Trypanosoma cruzi. Pathog Glob Health. 106(2):107–112.10.1179/2047773212Y.0000000002
  • Gyawali R, Ibrahim SA. 2014. Natural products as antimicrobial agents. Food Control. 46:412–429.10.1016/j.foodcont.2014.05.047
  • Herrero S, Jiménez-Aparicio JA, Perles J, Priego JL, Urbanos FA. 2010. First microwave synthesis of multiple metal-metal bond paddlewheel compounds. Green Chem. 12(6):965–967.10.1039/c003411 h
  • Horváthová E, Slameňová D, Maršálková L, Šramková M, Wsólová L. 2009. Effects of borneol on the level of DNA damage induced in primary rat hepatocytes and testicular cells by hydrogen peroxide. Food and Chem Toxicol. 47(6):1318–1323.10.1016/j.fct.2009.03.002
  • de la Hoz A, Díaz-Ortiz Á, Moreno A. 2005. Microwaves in organic synthesis. Thermal and non-thermal microwave effects. Chem Soc Rev. 34(2):164–178.10.1039/B411438H
  • Khan KM, Ahmed S, Khan ZA, Rani M, Perveen S, Voelter W. 2008. An expeditious and environmentally friendly synthesis of 3-substituted isocoumarins using microwave irradiation. Nat Prod Res. 22(13):1120–1127.10.1080/14786410601082318
  • Lidström P, Tierney J, Wathey B, Westman J. 2001. Microwave assisted organic synthesis – A review. Tetrahedron. 57(45):9225–9283.10.1016/S0040-4020(01)00906-1
  • Liu R, Zhang L, Lan X, Li L, Zhang TT, Sun JH, Du GH. 2011. Protection by borneol on cortical neurons against oxygen-glucose deprivation/reperfusion: involvement of anti-oxidation and anti-inflammation through nuclear transcription factor kappaB signaling pathway. Neuroscience. 176:408–419.10.1016/j.neuroscience.2010.11.029
  • Loupy A. 2004. Solvent-free microwave organic synthesis as an efficient procedure for green chemistry. C R Chimie. 7(2):103–112.10.1016/j.crci.2003.10.015
  • Mishra BB, Tiwari VK. 2011. Natural products: an evolving role in future drug discovery. Eur J Med Chem. 46(10):4769–4807.10.1016/j.ejmech.2011.07.057
  • Ogungbe IV, Crouch RA, Haber WA, Setzer WN. 2010. Phytochemical investigation of Verbesina turbacensis Kunth: trypanosome cysteine protease inhibition by (–)-bornyl esters. Nat Prod Commun. 5(8):1161–1166.
  • Perng TH, Liu LL, Lee KK. 1979. Syntheses of the acyl derivatives of endo-1,7,7-trimethylbicyclo[221]heptan-2-ol (II) The structure-activity relationship of n-alkyl acyl derivatives of endo-1,7,7-trimethylbicyclo [221] heptan-2-ol against Sitophilus zeamais L. Taiwan Yaoxue Zazhi 31(2):119–130.
  • Sanseverino AM. 2002. Microondas em síntese orgânica. Quim Nova. 25(4):660–667.10.1590/S0100-40422002000400022
  • Setzer WN, Setzer MC, Bates RB, Nakkiew P, Jackes BR, Chen L, McFerrin MB, Meehan EJ. 1999. Antibacterial hydroxycinnamic esters from Piper caninum from Paluma, North Queensland, Australia. The crystal and molecular structure of (+)-bornyl coumarate. Planta Med. 65(8):747–749.10.1055/s-2006-960855
  • Siedle B, Murillo R, Hucke O, Labahn A, Merfort I. 2003. Structure activity relationship studies of cinnamic acid derivatives as inhibitors of human neutrophil elastase revealed by ligand docking calculations. Pharmazie. 58(5):337–339.
  • Silva ATM, Pereira VV, de Almeida LTG, Ruiz ALTG, de Carvalho JE, Dias DF, de Moreira MEC, Silva RR, Duarte LP. 2016. Synthesis and biological activity of borneol esters. Rev Virtual Quim. 8(3):1020–1031.
  • Stadler A, Kappe CO. 2001. The effect of microwave irradiation on carbodiimide-mediated esterifications on solid support. Tetrahedron. 57(18):3915–3920.10.1016/S0040-4020(01)00260-5
  • Vasconcelos RM, Leite FC, Leite JA, Rodrigues Mascarenhas S, Rodrigues LC, Piuvezam MR. 2012. Synthesis, acute toxicity and anti-inflammatory effect of bornyl salicylate, a salicylic acid derivative. Immunopharmacol Immunotoxicol. 34(6):1028–1038.10.3109/08923973.2012.694891
  • Venditti A, Bianco A, Bruno M, Ben Jemia MB, Nicoletti M. 2015. Phytochemical study of Cistus libanotis L. Nat Prod Res. 29(2):189–192.10.1080/14786419.2014.968569
  • Yu D, Tian L, Ma D, Wu H, Wang Z, Wang L, Fang X. 2010. Microwave-assisted fatty acid methyl ester production from soybean oil by Novozym 435. Green Chem. 12(5):844–850.10.1039/b927073f
  • Yu B, Ruan M, Dong X, Yu Y, Cheng H. 2013. The mechanism of the opening of the blood–brain barrier by borneol: A pharmacodynamics and pharmacokinetics combination study. J Ethnopharmacol. 150(3):1096–1108.10.1016/j.jep.2013.10.028

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.