Aryl-enclosed polyketides from mangrove sediment associated bacterium Bacillus amyloliquefaciens attenuating pro-inflammatory 5-lipoxygenase

Chakraborty, Kajal and Rajan, Lakshmi and Francis, Prima (2020) Aryl-enclosed polyketides from mangrove sediment associated bacterium Bacillus amyloliquefaciens attenuating pro-inflammatory 5-lipoxygenase. Medicinal Chemistry Research, 29 (11). pp. 2011-2019.

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Abstract

Two aryl-enclosed polyketides were identified from the ethyl acetate extract of mangrove sediment associated bacterium Bacillus amyloliquefaciens, and were characterized as 1-(8-hydroxy-1-oxoisochroman-3-yl)propyl 4′-(6′-hydroxy-8′- oxotetrahydrofuran-5′-yl)acetate (compound 1) and 6′a-(3′-(1′-(8-hydroxy-1-oxoisochroman-3-yl)propoxy)-3′-oxoethyl)- 8′-oxotetrahydrofuran-6′-yl butyrate (compound 2) by detailed spectroscopic techniques encompassing two-dimensional nuclear magnetic resonance and mass spectroscopic experiments. Polyketide compound 2 bearing oxotetrahydrofuran-6′-yl butyrate moiety exhibited potential antioxidant activities against the free radicals, 2,2-diphenyl-1-picrylhydrazyl radical and 2,2′-azino-bis-3-ethylbenzothiozoline-6-sulfonic acid (IC50 1.01 and 1.22 mM, respectively), and were found to be significantly greater than those displayed by polyketide 1 and standard (α-tocopherol IC50 1.45–1.63 mM, p < 0.05). Compound 2 also exhibited greater anti-inflammatory properties as determined by 5-LOX inhibitory assay (IC50 1.11 mM) than those displayed by compound 1 (IC50 1.23 mM) and standard (ibuprofen IC50 4.50 mM). Greater electronic parameters of compound 2 could further support its greater bioactive potentials.

Item Type:	Article
Uncontrolled Keywords:	Mangrove sediment associated bacteria; B. amyloliquefaciens; Polyketides; Antioxidant activity ; Antiinflammatory activity
Subjects:	Algae > Bacteria Biochemistry > Bioactive compounds Biochemistry Marine Ecosystems > Mangroves
Divisions:	CMFRI-Kochi > Marine Biotechnology, Fish Nutrition and Health Division Subject Area > CMFRI > CMFRI-Kochi > Marine Biotechnology, Fish Nutrition and Health Division CMFRI-Kochi > Marine Biotechnology, Fish Nutrition and Health Division Subject Area > CMFRI-Kochi > Marine Biotechnology, Fish Nutrition and Health Division
Depositing User:	Arun Surendran
Date Deposited:	13 Oct 2020 05:02
Last Modified:	13 Oct 2020 05:02
URI:	http://eprints.cmfri.org.in/id/eprint/14688

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