Biotransformation of abietic acid by fungi and biological evaluation of its metabolites. (January 2017)

• Record Type: Journal Article
• Authors: Özşen, Özge; Kıran, İsmail; Dağ, İlknur; Atlı, Özlem; Çiftçi, Gülşen A.; Demirci, Fatih
• Is Part Of: Process biochemistry. Volume 52(2017)
• Page Start: 130
• Page End: 140
• Publication Date: 2017-01
• Subjects: Abietic acid -- Anticancer activity -- Antimicrobial activity -- Biotransformation -- Cytotoxicity -- Genotoxicity; Biochemical engineering -- Periodicals; Biotechnology -- Periodicals; Biochemistry -- periodicals; Biotechnology -- periodicals; Chemical Engineering -- periodicals; Génie biochimique -- Périodiques; Biotechnologie -- Périodiques; Biochemical engineering; Biotechnology; Periodicals; 660.63
• DOI: 10.1016/j.procbio.2016.09.022
• Languages: English
• ISSNs: 1359-5113

Abstract

Graphical abstract: Highlights: Biotransformation of abietic acid by 28 different microorganisms were screened. Resulting abietic acid metabolites were characterized by chromatospectral techniques. In vitro antimicrobial and anticancer activities of abietic acid and its metabolites were evaluated. For the selectivity, toxicity and genotoxicity of abietic acid and its derivatives were compared. All compounds were evaluated for their DNA synthesis inhibition as well as against A549 and HepG2 cancer cell lines. Abstract: Biotransformation of abietic acid was carried out initially using 28 different microbial strains. Among the evaluated, Mucor ramannianus produced a known metabolite 2 α -hydroxy-dehydroabietic acid whereas Neurospora crassa yielded two known metabolites of 7 β -hydroxy-dehydroabietic and 1 β -hydroxy-dehydroabietic acids in 12.7, 15.5 and 20.1% yields, respectively. The in vitro antimicrobial activities of the metabolites were evaluated against 19 different pathogenic microorganisms, resulting in moderate inhibitory activity when compared to the standards, with MICs > 250 μg/mL. However, in the in vitro anticancer activity studies, 2 α -hydroxy-dehydroabietic acid was found to be the most effective derivative against A549 human lung adenocarcinoma cell line with an IC50 value of 320.8 μg/mL and SI (Selectivity index) of 156, respectively. Using the same assay and conditions, 7 β -hydroxy-dehydroabietic was found to be the most effective and selective antiproliferative agent against HepG2 cell line with an IC50 value of 196.6 μg/mL and SI of 187, respectively. Contrary to the antimicrobial activity, the biotransformation metabolites showed promising results suggesting selective toxicity against specific cancer cell line where the genotoxicity of the same derivatives were in a negligible range. Furthermore, DNA synthesis inhibition of metabolites were more promising in the A549 cell line while apoptotic effects were better in HepG2 cell line.