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

AbstractTwo aryl-enclosed polyketides were identified from the ethyl acetate extract of mangrove sediment associated bacteriumBacillus amyloliquefaciens, and were characterized as 1-(8-hydroxy-1-oxoisochroman-3-yl)propyl 4 ′-(6′-hydroxy-8′-oxotetrahydrofuran-5′-yl)acetate (compound1) and 6 ′a-(3′-(1′-(8-hydroxy-1-oxoisochroman-3-yl)propoxy)-3′-oxoethyl)-8′-oxotetrahydrofuran-6′-yl butyrate (compound2) by detailed spectroscopic techniques encompassing two-dimensional nuclear magnetic resonance and mass spectroscopic experiments. Polyketide compound2 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 polyketide1 and standard (α-tocopherol IC50 1.45 –1.63 mM,p <  0.05). Compound2 also exhibited greater anti-inflammatory properties as determined by 5-LOX inhibitory assay (IC50 1.11  mM) than those displayed by compound1 (IC50 1.23  mM) and standard (ibuprofen IC50 4.50  mM). Greater electronic parameters of compound2 could further support its greater bioactive potentials.
Source: Medicinal Chemistry Research - Category: Chemistry Source Type: research