{"id":1455,"date":"2025-04-15T19:58:04","date_gmt":"2025-04-15T23:58:04","guid":{"rendered":"https:\/\/cibsint.ufms.br\/?p=1455"},"modified":"2025-04-16T11:01:06","modified_gmt":"2025-04-16T15:01:06","slug":"the-reaction-of-ozone-with-unsaturated-oils-generation-of-oxygenated-derivatives-and-the-nature-of-the-observed-biological-activities","status":"publish","type":"post","link":"https:\/\/cibsint.ufms.br\/en\/the-reaction-of-ozone-with-unsaturated-oils-generation-of-oxygenated-derivatives-and-the-nature-of-the-observed-biological-activities\/","title":{"rendered":"Desfazendo o Mito: O que Realmente H\u00e1 nos Chamados \u201c\u00d3leos Ozonizados\u201d"},"content":{"rendered":"<p style=\"text-align: left\"><strong>A Rea\u00e7\u00e3o do Oz\u00f4nio com \u00d3leos Insaturados: Gera\u00e7\u00e3o de Derivados Oxigenados e a Natureza das Atividades Biol\u00f3gicas Observadas<\/strong><\/p>\n<p style=\"text-align: justify\"><strong><span style=\"font-size: 14pt\">A<\/span><\/strong> rea\u00e7\u00e3o entre oz\u00f4nio (O\u2083) e compostos insaturados \u00e9 um processo amplamente documentado na literatura qu\u00edmica, sendo fundamental na gera\u00e7\u00e3o de produtos oxigenados com variadas propriedades f\u00edsico-qu\u00edmicas e biol\u00f3gicas. Quando aplicado a \u00f3leos vegetais ricos em \u00e1cidos graxos insaturados \u2014 como oleico, linoleico, e linol\u00eanico \u2014 o oz\u00f4nio reage de forma espec\u00edfica com as liga\u00e7\u00f5es duplas presentes na cadeia alif\u00e1tica desses \u00e1cidos, dando origem a uma s\u00e9rie de compostos oxigenados, com destaque para os triozon\u00eddeos, per\u00f3xidos e alde\u00eddos.<\/p>\n<p style=\"text-align: justify\">A figura a seguir mostra como o oz\u00f4nio reage com um \u00e1cido graxo insaturado gen\u00e9rico, rompendo a liga\u00e7\u00e3o dupla e formando triozon\u00eddeos e outros compostos oxigenados. Quando h\u00e1 presen\u00e7a de \u00e1gua, \u00e1lcoois ou \u00e1cidos carbox\u00edlicos, um dos intermedi\u00e1rios da rea\u00e7\u00e3o (intermedi\u00e1rio II) tamb\u00e9m pode interagir com essas subst\u00e2ncias, dando origem a hidroper\u00f3xidos (IV).<\/p>\n<div id=\"attachment_1457\" style=\"width: 2130px\" class=\"wp-caption aligncenter\"><img fetchpriority=\"high\" decoding=\"async\" aria-describedby=\"caption-attachment-1457\" class=\"wp-image-1457 size-full\" src=\"https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem3.png\" alt=\"\" width=\"2120\" height=\"1460\" srcset=\"https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem3.png 2120w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem3-300x207.png 300w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem3-1024x705.png 1024w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem3-768x529.png 768w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem3-1536x1058.png 1536w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem3-2048x1410.png 2048w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem3-465x320.png 465w\" sizes=\"(max-width: 2120px) 100vw, 2120px\" \/><p id=\"caption-attachment-1457\" class=\"wp-caption-text\"><strong>Figura 1<\/strong>. Representa\u00e7\u00e3o da ozon\u00f3lise em \u00e1cidos graxos insaturados.<\/p><\/div>\n<p style=\"text-align: justify\">No contexto dos chamados &#8220;\u00f3leos ozonizados&#8221;, \u00e9 essencial esclarecer que o g\u00e1s oz\u00f4nio, enquanto mol\u00e9cula inst\u00e1vel e altamente reativa, n\u00e3o permanece como tal na composi\u00e7\u00e3o final do produto. O oz\u00f4nio \u00e9 totalmente consumido no processo de ozon\u00f3lise, resultando em derivados oxigenados est\u00e1veis ou semiest\u00e1veis. Assim, a designa\u00e7\u00e3o &#8220;\u00f3leo ozonizado&#8221; pode levar a interpreta\u00e7\u00f5es equivocadas, sugerindo erroneamente a presen\u00e7a de oz\u00f4nio livre no produto final. Esse entendimento errado tem causado resist\u00eancia, especialmente entre profissionais da medicina e da farmacologia, por causa do medo relacionado ao uso direto do g\u00e1s oz\u00f4nio em organismos vivos.<\/p>\n<p style=\"text-align: justify\">As propriedades bactericidas, antif\u00fangicas, cicatrizantes, e anti-inflamat\u00f3rias atribu\u00eddas aos \u00f3leos tratados com oz\u00f4nio derivam, comprovadamente, da presen\u00e7a de triozon\u00eddeos e outros compostos oxigenados gerados durante o processo de ozoniza\u00e7\u00e3o. Os triozon\u00eddeos, em particular, s\u00e3o mol\u00e9culas com muito oxig\u00eanio que se formam quando o oz\u00f4nio se liga a liga\u00e7\u00f5es duplas e depois muda de forma, mostrando uma atividade importante contra microrganismos. Estes compostos s\u00e3o capazes de causar danos \u00e0s membranas celulares bacterianas, promover a oxida\u00e7\u00e3o de componentes intracelulares essenciais, e modular a resposta inflamat\u00f3ria em tecidos lesados, explicando os efeitos observados em diversos modelos biol\u00f3gicos.<\/p>\n<p style=\"text-align: justify\">Portanto, a ci\u00eancia atual mostra que os benef\u00edcios dos \u201c\u00f3leos ozonizados\u201d n\u00e3o v\u00eam do oz\u00f4nio em si, mas dos produtos est\u00e1veis que se formam quando o oz\u00f4nio reage, especialmente os triozon\u00eddeos. Essa distin\u00e7\u00e3o \u00e9 fundamental n\u00e3o apenas para a nomenclatura correta desses bioativos, mas tamb\u00e9m para o seu enquadramento regulat\u00f3rio e a aceita\u00e7\u00e3o cient\u00edfica e cl\u00ednica de sua utiliza\u00e7\u00e3o. A reavalia\u00e7\u00e3o do termo &#8220;\u00f3leo ozonizado&#8221; em favor de express\u00f5es como \u201c\u00f3leo bioativado por ozon\u00f3lise\u201d ou \u201c\u00f3leo enriquecido com triozon\u00eddeos\u201d pode contribuir significativamente para a desmistifica\u00e7\u00e3o do uso desses compostos e favorecer seu desenvolvimento como agentes terap\u00eauticos eficazes e seguros.<\/p>\n<p style=\"margin: 0cm;text-align: right\" align=\"right\"><em><span style=\"font-size: 10.0pt\">Dr. Adilson Beatriz<\/span><\/em><\/p>\n<p style=\"margin: 0cm;text-align: right\" align=\"right\"><span style=\"font-size: 10.0pt\">E-mail: adilson.beatriz@ufms.br<\/span><\/p>\n<p style=\"margin: 0cm;text-align: right\" align=\"right\"><span style=\"font-size: 10.0pt\">Pesquisador do CIBSint-INQUI-UFMS<\/span><\/p>\n<hr \/>\n<p><span style=\"font-size: 14pt\"><em>English<\/em><\/span><\/p>\n<h3 style=\"text-align: left\">Debunking the Myth: What&#8217;s Actually in the So-Called &#8220;Ozonated Oils&#8221;<\/h3>\n<p style=\"text-align: left\"><strong>The Reaction of Ozone with Unsaturated Oils: Generation of Oxygenated Derivatives and the Nature of the Observed Biological Activities<\/strong><\/p>\n<p style=\"text-align: justify\"><strong><span style=\"font-size: 14pt\">O<\/span><\/strong>zone (O\u2083) reacts with unsaturated molecules to create oxygen-rich products that have different physical and chemical characteristics, as shown in many scientific studies. Ozone combines with the double bonds in the aliphatic chains of vegetable oils high in unsaturated fatty acids, such as oleic, linoleic, and linolenic acids, to produce various oxygenated chemicals, including triozonides, peroxides, and aldehydes.<\/p>\n<p style=\"text-align: justify\">The figure below depicts how ozone reacts with a generic unsaturated fatty acid, cleaving the double bond to form triozonides (<strong>5<\/strong>) and other oxygenated compounds.\u00a0 One of the reaction intermediates, intermediate 2, can also combine with water, alcohols, or carboxylic acids to produce hydroperoxides (4).<\/p>\n<hr \/>\n<div id=\"attachment_1456\" style=\"width: 2172px\" class=\"wp-caption aligncenter\"><img decoding=\"async\" aria-describedby=\"caption-attachment-1456\" class=\"wp-image-1456 size-full\" src=\"https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem1.png\" alt=\"\" width=\"2162\" height=\"1539\" srcset=\"https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem1.png 2162w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem1-300x214.png 300w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem1-1024x729.png 1024w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem1-768x547.png 768w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem1-1536x1093.png 1536w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem1-2048x1458.png 2048w, https:\/\/cibsint.ufms.br\/files\/2025\/04\/Imagem1-450x320.png 450w\" sizes=\"(max-width: 2162px) 100vw, 2162px\" \/><p id=\"caption-attachment-1456\" class=\"wp-caption-text\"><strong>Figure 1<\/strong>. Representation of ozonolysis in unsaturated fatty acids.<\/p><\/div>\n<p style=\"text-align: justify\">When discussing so-called &#8220;ozonated oils,&#8221; it is vital to note that ozone gas, an unstable and extremely reactive chemical, is not preserved in the completed product. The ozonolysis process consumes all of the ozone, resulting in the formation of stable or semi-stable oxygenated compounds. The phrase &#8220;ozonated oil&#8221; is misleading because it indicates that the completed product contains free ozone. Concerns about the direct application of ozone gas in biological systems have resulted in resistance, particularly among pharmaceutical and medical specialists.<\/p>\n<p style=\"text-align: justify\">Ozonated oils can kill germs, fight fungi, heal wounds, and reduce inflammation because they create triozonides and other oxygen-rich molecules during the ozonation process. Triozonides are unique compounds that contain a large amount of oxygen and can react violently with microbes; they are formed when ozone joins with double bonds and then changes form through oxidation. The effects seen in many biological studies are due to these chemicals&#8217; ability to oxidize important parts inside cells, break down bacterial cell membranes, and change how the body responds to inflammation in injured tissues.<\/p>\n<p style=\"text-align: justify\">So, scientists believe that the healing benefits of &#8220;ozonated oils&#8221; come from stable substances made during ozonolysis, especially triozonides, instead of the actual molecular ozone being present. This distinction determines the precise naming of these bioactive compounds, as well as their regulatory classification and broad scientific and clinical acceptability. Using terms like &#8220;bioactivated oil by ozonolysis&#8221; or &#8220;triozonide-enriched oil&#8221; instead of &#8220;ozonated oil&#8221; could make it much easier to use these compounds and help advance their development as safe and effective medicines.<\/p>\n<p style=\"margin: 0cm;text-align: right\" align=\"right\"><em><span style=\"font-size: 10.0pt\">Dr. Adilson Beatriz<\/span><\/em><\/p>\n<p style=\"margin: 0cm;text-align: right\" align=\"right\"><span style=\"font-size: 10.0pt\">E-mail: adilson.beatriz@ufms.br<\/span><\/p>\n<p style=\"margin: 0cm;text-align: right\" align=\"right\"><em><span style=\"font-size: 10.0pt\">Researcher at CIBSint-INQUI-UFMS<\/span><\/em><\/p>\n<hr \/>\n<h2 style=\"text-align: justify\">Suggested References<\/h2>\n<ul style=\"text-align: justify\">\n<li>Criegee, R. (1975). Mechanism of ozonolysis. <em>Angewandte Chemie International<\/em>, 14(11), 745-752. DOI: <a href=\"https:\/\/doi.org\/10.1002\/anie.197507451\" target=\"_blank\" rel=\"noopener\">https:\/\/doi.org\/10.1002\/anie.197507451<\/a><\/li>\n<li>Bocci, V. (2005). <a href=\"https:\/\/link.springer.com\/book\/10.1007\/1-4020-3140-8\" target=\"_blank\" rel=\"noopener\">Ozone: A new medical drug. Springer<\/a>.<\/li>\n<li>Sechi, L. A., et al. (2001). Ozonized sunflower oil reduces the persistence and infectivity of Helicobacter pylori in gastric mucosa. <em>Journal of Physiology and Pharmacology,<\/em> 52(4), 525-537. DOI: <a href=\"https:\/\/doi.org\/10.1007\/s00011-007-7034-1\">https:\/\/doi.org\/10.1007\/s00011-007-7034-1<\/a><\/li>\n<li>Men\u00e9ndez, S., et al. (2002). Therapeutic efficacy of ozonized sunflower oil in the treatment of tinea pedis. <em>Mycoses<\/em>, 45(8), 329-332. DOI: <a href=\"https:\/\/doi.org\/10.1046\/j.1439-0507.2002.00780.x\" target=\"_blank\" rel=\"noopener\">https:\/\/doi.org\/10.1046\/j.1439-0507.2002.00780.x\u00a0<\/a><\/li>\n<li>Almeida, N. R.; Beatriz, A.; Micheletti, A. C.; de Arruda, E. J. (2012). Ozonized vegetable oils and therapeutic properties: A review. <em>Orbital: Electron. J. Chem.<\/em> 4(4), 313. DOI: <a href=\"http:\/\/dx.doi.org\/10.17807\/orbital.v4i4.467\" target=\"_blank\" rel=\"noopener\">http:\/\/dx.doi.org\/10.17807\/orbital.v4i4.467<\/a><\/li>\n<li>Kogawa, N. R. A. et al. (2015). Synthesis, characterization, thermal behavior and biological activity of ozonides from vegetable oils. <em>RSC Advances<\/em>, 5, 65427\u201365436. DOI: <a href=\"http:\/\/dx.doi.org\/10.1039\/C5RA02798E\" target=\"_blank\" rel=\"noopener\">http:\/\/dx.doi.org\/10.1039\/C5RA02798E<\/a><\/li>\n<li>de Oliveira, P. D. et al. (2017). Ozonolysis of neem oil: Preparation and characterization of potent antibacterial agents against multidrug resistant bacterial strains. <em>RSC Advances<\/em>, 7, 34356-34365. DOI: <a href=\"https:\/\/doi.org\/10.1039\/C7RA00574A\" target=\"_blank\" rel=\"noopener\">https:\/\/doi.org\/10.1039\/C7RA00574A<\/a><\/li>\n<\/ul>\n<hr \/>\n<table style=\"border-collapse: collapse;width: 100%;height: 128px\">\n<tbody>\n<tr style=\"height: 128px\">\n<td style=\"width: 100%;height: 128px\">\n<p style=\"text-align: justify\"><em><span style=\"font-size: 10pt\"><strong><a href=\"https:\/\/cibsint.ufms.br\/?page_id=1452&amp;preview=true\">Ci\u00eancia com Opini\u00e3o<\/a> <\/strong>\u00e9 uma iniciativa da Coordena\u00e7\u00e3o de Educa\u00e7\u00e3o e Difus\u00e3o da CT&amp;I do CIBSint para difus\u00e3o do conhecimento. <\/span><span style=\"font-size: 10pt\">Nesta s\u00e9rie, pesquisadores s\u00e3o convidados a compartilharem suas ideias e pontos de vista sobre assuntos atuais e curiosidades do mundo da Ci\u00eancia, Tecnologia e Inova\u00e7\u00e3o (CT&amp;I). Tudo com linguagem leve, dados confi\u00e1veis e, claro, um toque de opini\u00e3o com embasamento cient\u00edfico! Os textos s\u00e3o curtos (at\u00e9 1 p\u00e1gina), publicados em ingl\u00eas e portugu\u00eas, e podem vir acompanhados de gr\u00e1ficos, imagens ou ilustra\u00e7\u00f5es que ajudem na compreens\u00e3o e deixem a leitura ainda mais envolvente. Uma forma direta, clara e visual de entender como a ci\u00eancia est\u00e1 presente na sua vida \u2014 e no mundo!<\/span><\/em><\/p>\n<hr \/>\n<p style=\"text-align: justify\"><em><span style=\"font-size: 10pt\"><a href=\"https:\/\/cibsint.ufms.br\/?page_id=1452&amp;preview=true\">Science with Opinion<\/a> is an effort by the Coordination of Education and Dissemination of Science, Technology, and Innovation at CIBSint for the dissemination of knowledge. This series invites researchers to provide their views and perspectives on contemporary issues and interests in the realm of science, technology, and innovation (STI). All content features accessible language, credible statistics, and, naturally, a hint of opinion substantiated by scientific evidence! The contents are concise (up to 1 page), published in English and Portuguese, and may include graphs, photos, or illustrations that enhance comprehension and render the reading more engaging. This is a straightforward, lucid, and illustrative method to comprehend the presence of science in your life and the world.<\/span><\/em><\/p>\n<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n<hr \/>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>A Rea\u00e7\u00e3o do Oz\u00f4nio com \u00d3leos Insaturados: Gera\u00e7\u00e3o de Derivados Oxigenados e a Natureza das Atividades Biol\u00f3gicas Observadas A rea\u00e7\u00e3o entre oz\u00f4nio (O\u2083) e compostos insaturados \u00e9 um processo amplamente documentado na literatura qu\u00edmica, sendo fundamental na gera\u00e7\u00e3o de produtos oxigenados com variadas propriedades f\u00edsico-qu\u00edmicas e biol\u00f3gicas. Quando aplicado a \u00f3leos vegetais ricos em \u00e1cidos [&hellip;]<\/p>\n","protected":false},"author":126,"featured_media":168,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"ngg_post_thumbnail":0,"footnotes":""},"categories":[1,3,2],"tags":[],"coauthors":[],"class_list":["post-1455","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-opiniao","category-destaques","category-noticias"],"acf":[],"_links":{"self":[{"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/posts\/1455","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/users\/126"}],"replies":[{"embeddable":true,"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/comments?post=1455"}],"version-history":[{"count":18,"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/posts\/1455\/revisions"}],"predecessor-version":[{"id":1479,"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/posts\/1455\/revisions\/1479"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/media\/168"}],"wp:attachment":[{"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/media?parent=1455"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/categories?post=1455"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/tags?post=1455"},{"taxonomy":"author","embeddable":true,"href":"https:\/\/cibsint.ufms.br\/en\/wp-json\/wp\/v2\/coauthors?post=1455"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}