Abstract
Biotransformation systems are profitable tools for structural modification of bioactive natural compounds into valuable biologically active terpenoids. This study determines the biological effect of (R)-(+)-limonene and (-)-α-pinene, and their oxygenated derivatives, (a) perillyl alcohol and (S)-(+)- and (R)-(-)-carvone enantiomers and (b) linalool, trans-verbenol and verbenone, respectively, on human colon tumour cells and normal colonic epithelium. Biotransformation procedures and in vitro cell culture tests were used in this work. Cells were incubated for 24 h with terpenes at concentrations of 5-500 μg/mL for NR, MTT, DPPH, and NO assays. IL-6 was determined by ELISA with/without 2 h pre-activation with 10 μg/mL LPS. trans-Verbenol and perillyl alcohol, obtained via biotransformation, produced in vitro effect against tumour cells at lower concentrations (IC50 value = 77.8 and 98.8 μg/mL, respectively) than their monoterpene precursors, (R)-(+)-limonene (IC50 value = 171.4 μg/mL) and (-)-α-pinene (IC50 value = 206.3 μg/mL). They also showed lower cytotoxicity against normal cells (IC50 > 500 and > 200 μg/mL, respectively). (S)-(+)-Carvone was 59.4% and 27.1% more toxic to tumour and normal cells, respectively, than the (R)-(...Continue Reading
References
Dec 16, 1983·Journal of Immunological Methods·T Mosmann
May 21, 1999·Advances in Experimental Medicine and Biology·H Loza-Tavera
Oct 3, 1999·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·A StammatiA von Wright
Feb 11, 2000·Annals of the New York Academy of Sciences·G J KelloffC C Sigman
Feb 16, 2000·The Journal of the Royal Society for the Promotion of Health·M Lis-Balchin
Dec 29, 2000·Inflammation Research : Official Journal of the European Histamine Research Society ... [et Al.]·P H HartJ J Finlay-Jones
Aug 2, 2001·Advances in Experimental Medicine and Biology·M J Wargovich
Sep 1, 2005·Clinical Reviews in Allergy & Immunology·Raja Atreya, Markus F Neurath
Jan 3, 2007·Phytotherapy Research : PTR·Amr E Edris
Jan 12, 2008·Journal of Clinical Biochemistry and Nutrition·Rachana PatelGirish B Maru
Jun 3, 2008·Cellular and Molecular Life Sciences : CMLS·A SalminenJ Huuskonen
Mar 7, 2009·Applied Microbiology and Biotechnology·Hendrik ScheweJens Schrader
May 6, 2009·Toxicological Sciences : an Official Journal of the Society of Toxicology·Silas W Smith
Aug 4, 2009·Chemical Reviews·Juliano Lemos BicasGláucia Maria Pastore
Aug 8, 2009·Natural Product Research·J M SforcinJ K Bastos
Jan 16, 2010·Natural Product Research·Seun-Ah YangIn-Seon Lee
Apr 27, 2010·Natural Product Research·M C BúfaloJ M Sforcin
Jul 17, 2010·Journal of Ethnopharmacology·Munkhchimeg GanboldMark Carew
Oct 5, 2010·Journal of Ethnopharmacology·Michelle F MuzitanoSônia S Costa
Sep 7, 2011·HNO·S SertelT Efferth
Dec 10, 2014·Journal of Industrial Microbiology & Biotechnology·Mariusz TrytekJan Fiedurek
Citations
Feb 12, 2019·Bioscience, Biotechnology, and Biochemistry·Dahu LiHuating Dou
Sep 26, 2017·Asian Pacific Journal of Tropical Medicine·Behnam MahdaviLaily B Din
Sep 28, 2018·Scientific Reports·Aitor Hernandez-OrtegaNigel S Scrutton
Jan 9, 2021·Pest Management Science·Audrey DamiensMuriel Billamboz
Jan 6, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Alejandra Catalina MollerAlejandro Madrid
Jan 10, 2021·International Journal of Molecular Sciences·Marija IvanovMarina Soković
Mar 1, 2021·Journal of Ethnopharmacology·Md Moshfekus Saleh-E-In, Yong Eui Choi
Jan 12, 2021·Annual Review of Food Science and Technology·Edward J Calabrese
May 1, 2021·Journal of Fungi·Grzegorz KoczykAnna Muszewska
May 4, 2021·Natural Products and Bioprospecting·Suhad A A Al-Salihi, Fabrizio Alberti
May 6, 2021·International Journal of Molecular Sciences·Mariola Zielińska-BłajetJoanna Feder-Kubis
Nov 20, 2021·Journal of Food Biochemistry·Afza AhmadIrfan A Ansari