Toxicity of Fatty Acid Autoxidation Products: Highest Anti-Microbial Toxicity in the Initial Oxidative Phase

The autoxidation-degradation processes of polyunsaturated fatty acids give rise to toxic products, and the relative toxicity at different stages of the process is of great interest. We report here that when methyl α-linolenate is exposed to sunlight and air, its antimicrobial activity against yeasts...

Full description

Bibliographic Details
Main Authors: Jorma Matikainen, Markku Lehtinen, Eila Pelttari, Hannu Elo
Format: Article
Language:English
Published: MDPI AG 2014-12-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/1/35
id doaj-4123c35b9f394ff59f8265b141dd9ca0
record_format Article
spelling doaj-4123c35b9f394ff59f8265b141dd9ca02020-11-24T23:54:18ZengMDPI AGMolecules1420-30492014-12-01201354210.3390/molecules20010035molecules20010035Toxicity of Fatty Acid Autoxidation Products: Highest Anti-Microbial Toxicity in the Initial Oxidative PhaseJorma Matikainen0Markku Lehtinen1Eila Pelttari2Hannu Elo3Laboratory of Organic Chemistry, Department of Chemistry, University of Helsinki, P.O. Box 55 (A. I. Virtasen aukio 1), FI-00014 Helsinki, FinlandDivision of Pharmaceutical Biosciences, Faculty of Pharmacy, University of Helsinki, P.O. Box 56 (Biocenter 1, Viikinkaari 9), FI-00014 Helsinki, FinlandDivision of Pharmaceutical Biosciences, Faculty of Pharmacy, University of Helsinki, P.O. Box 56 (Biocenter 1, Viikinkaari 9), FI-00014 Helsinki, FinlandDivision of Pharmaceutical Biosciences, Faculty of Pharmacy, University of Helsinki, P.O. Box 56 (Biocenter 1, Viikinkaari 9), FI-00014 Helsinki, FinlandThe autoxidation-degradation processes of polyunsaturated fatty acids give rise to toxic products, and the relative toxicity at different stages of the process is of great interest. We report here that when methyl α-linolenate is exposed to sunlight and air, its antimicrobial activity against yeasts and bacteria (as measured by agar diffusion) reaches its maximum during the early oxidative phase when addition of oxygen occurs and the mass increases drastically. Before exposure, the activity is minimal or zero, but it increases rapidly during the first days of the test, simultaneously with the increase of the mass of the material, and begins to decrease while the mass is still increasing and before the mass begins to decrease due to degradation and formation of volatile compounds. Thus, the products formed during the degradation phase of the process are far less toxic to the test organisms than the compounds formed at the early stages when addition of oxygen occurs with maximal rate.http://www.mdpi.com/1420-3049/20/1/35polyunsaturated fatty acidsfatty acid estersautoxidationweighing methodantibacterial activityantifungal activitytoxicityα-linolenic acid methyl ester
collection DOAJ
language English
format Article
sources DOAJ
author Jorma Matikainen
Markku Lehtinen
Eila Pelttari
Hannu Elo
spellingShingle Jorma Matikainen
Markku Lehtinen
Eila Pelttari
Hannu Elo
Toxicity of Fatty Acid Autoxidation Products: Highest Anti-Microbial Toxicity in the Initial Oxidative Phase
Molecules
polyunsaturated fatty acids
fatty acid esters
autoxidation
weighing method
antibacterial activity
antifungal activity
toxicity
α-linolenic acid methyl ester
author_facet Jorma Matikainen
Markku Lehtinen
Eila Pelttari
Hannu Elo
author_sort Jorma Matikainen
title Toxicity of Fatty Acid Autoxidation Products: Highest Anti-Microbial Toxicity in the Initial Oxidative Phase
title_short Toxicity of Fatty Acid Autoxidation Products: Highest Anti-Microbial Toxicity in the Initial Oxidative Phase
title_full Toxicity of Fatty Acid Autoxidation Products: Highest Anti-Microbial Toxicity in the Initial Oxidative Phase
title_fullStr Toxicity of Fatty Acid Autoxidation Products: Highest Anti-Microbial Toxicity in the Initial Oxidative Phase
title_full_unstemmed Toxicity of Fatty Acid Autoxidation Products: Highest Anti-Microbial Toxicity in the Initial Oxidative Phase
title_sort toxicity of fatty acid autoxidation products: highest anti-microbial toxicity in the initial oxidative phase
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2014-12-01
description The autoxidation-degradation processes of polyunsaturated fatty acids give rise to toxic products, and the relative toxicity at different stages of the process is of great interest. We report here that when methyl α-linolenate is exposed to sunlight and air, its antimicrobial activity against yeasts and bacteria (as measured by agar diffusion) reaches its maximum during the early oxidative phase when addition of oxygen occurs and the mass increases drastically. Before exposure, the activity is minimal or zero, but it increases rapidly during the first days of the test, simultaneously with the increase of the mass of the material, and begins to decrease while the mass is still increasing and before the mass begins to decrease due to degradation and formation of volatile compounds. Thus, the products formed during the degradation phase of the process are far less toxic to the test organisms than the compounds formed at the early stages when addition of oxygen occurs with maximal rate.
topic polyunsaturated fatty acids
fatty acid esters
autoxidation
weighing method
antibacterial activity
antifungal activity
toxicity
α-linolenic acid methyl ester
url http://www.mdpi.com/1420-3049/20/1/35
work_keys_str_mv AT jormamatikainen toxicityoffattyacidautoxidationproductshighestantimicrobialtoxicityintheinitialoxidativephase
AT markkulehtinen toxicityoffattyacidautoxidationproductshighestantimicrobialtoxicityintheinitialoxidativephase
AT eilapelttari toxicityoffattyacidautoxidationproductshighestantimicrobialtoxicityintheinitialoxidativephase
AT hannuelo toxicityoffattyacidautoxidationproductshighestantimicrobialtoxicityintheinitialoxidativephase
_version_ 1725466339858972672