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

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Relation http://eprints.cmfri.org.in/14688/
https://link.springer.com/article/10.1007%2Fs00044-020-02618-0
https://doi.org/10.1007/s00044-020-02618-0
 
Title Aryl-enclosed polyketides from mangrove sediment associated
bacterium Bacillus amyloliquefaciens attenuating pro-inflammatory
5-lipoxygenase
 
Creator Chakraborty, Kajal
Rajan, Lakshmi
Francis, Prima
 
Subject Bacteria
Bioactive compounds
Biochemistry
Mangroves
 
Description 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.
 
Date 2020
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/14688/1/Medicinal%20Chemistry%20Research_2020_Kajal%20Chakraborty_Aryl-enclosed%20polyketides%20from%20mangrove%20sediment%20associated%20bacterium%20Bacillus%20amyloliquefaciens.pdf
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.