Single Cell Oil (SCO)-Based Bioactive Compounds: I-Enzymatic Synthesis of Fatty Acid Amides Using SCOs as Acyl Group Donors and Their Biological Activities.

Autor: El-Baz HA; Department of Clinical Biochemistry, College of Medicine, University of Jeddah, Jeddah, 21589, Saudi Arabia., Elazzazy AM; Department of Biology, College of Science, University of Jeddah, Jeddah, 21589, Saudi Arabia.; Department of Chemistry of Natural and Microbial Products, Division of Pharmaceutical and Drug Industries, National Research Centre, Dokki, Giza, 12622, Egypt., Saleh TS; Department of Chemistry, College of Science, University of Jeddah, Jeddah, 21589, Saudi Arabia., Dritsas P; Unit of Microbiology, Division of Genetics, Cell and Developmental Biology, Department of Biology, University of Patras, 26504, Patras, Greece., Mahyoub JA; Department of Biological Sciences, Faculty of Science, King Abdulaziz University, Jeddah, 21589, Saudi Arabia., Baeshen MN; Department of Biology, College of Science, University of Jeddah, Jeddah, 21589, Saudi Arabia., Madian HR; Egyptian Petroleum Research Institute, Nasr City, Cairo, 11727, Egypt., Alkhaled M; Department of Biology, College of Science, University of Jeddah, Jeddah, 21589, Saudi Arabia., Aggelis G; Department of Biology, College of Science, University of Jeddah, Jeddah, 21589, Saudi Arabia. George.Aggelis@upatras.gr.; Unit of Microbiology, Division of Genetics, Cell and Developmental Biology, Department of Biology, University of Patras, 26504, Patras, Greece. George.Aggelis@upatras.gr.
Jazyk: angličtina
Zdroj: Applied biochemistry and biotechnology [Appl Biochem Biotechnol] 2021 Mar; Vol. 193 (3), pp. 822-845. Date of Electronic Publication: 2020 Nov 16.
DOI: 10.1007/s12010-020-03450-3
Abstrakt: Fatty acid amides (FAAs) are of great interest due to their broad industrial applications. They can be synthesized enzymatically with many advantages over chemical synthesis. In this study, the fatty acid moieties of lipids of Cunninghamella echinulata ATHUM 4411, Umbelopsis isabellina ATHUM 2935, Nannochloropsis gaditana CCAP 849/5, olive oil, and an eicosapentaenoic acid (EPA) concentrate were converted into their fatty acid methyl esters and used in the FAA (i.e., ethylene diamine amides) enzymatic synthesis, using lipases as biocatalysts. The FAA synthesis, monitored using in situ NMR, FT-IR, and thin-layer chromatography, was catalyzed efficiently by the immobilized Candida rugosa lipase. The synthesized FAAs exhibited a significant antimicrobial activity, especially those containing oleic acid in high proportions (i.e., derived from olive oil and U. isabellina oil), against several human pathogenic microorganisms, insecticidal activity against yellow fever mosquito, especially those of C. echinulata containing gamma-linolenic acid, and anticancer properties against SKOV-3 ovarian cancer cell line, especially those containing EPA in their structures (i.e., EPA concentrate and N. gaditana oil). We conclude that FAAs can be efficiently synthesized using microbial oils of different fatty acid composition and used in specific biological applications.
Databáze: MEDLINE