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First report of dual cyclooxygenase-2 and 5-lipoxygenase inhibitory halogen derivatives from the thallus of intertidal seaweed Kappaphycus alvarezii

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Relation http://eprints.cmfri.org.in/13030/
https://link.springer.com/article/10.1007/s00044-018-2239-0
 
Title First report of dual cyclooxygenase-2 and 5-lipoxygenase inhibitory
halogen derivatives from the thallus of intertidal seaweed
Kappaphycus alvarezii
 
Creator Makkar, Fasina
Chakraborty, Kajal
 
Subject New record
Bioactive compounds
Seaweed
 
Description Two halogen derivatives, characterized as 2-butyl-7-4-(chloromethyl) cyclooct-1-enyl) hept-5-en-1-ol (compound 1) and 4-
(2-chloroethyl)-5-7-(methoxymethyl) undec-3-enyl) cyclooct-4-enone (compound 2) were isolated from the ethyl acetatemethanol
extract of the intertidal red seaweed Kappaphycus alvarezii. The studied compounds were evaluated for their
inhibitory effects towards pro-inflammatory 5-lipoxygenase along with cyclooxygenases, and also were determined the free
radical scavenging potential. The halogenated cyclooctenone (compound 2) displayed greater 5-lipoxygenase (IC50 0.90 mg
mL−1) inhibitory activity when compared to the non steroidal anti-inflammatory drug ibuprofen (IC50 0.93 mg mL−1).
Similarly selectivity indices of the studied compounds were higher (anti-cyclooxygense-1 IC50/anti-cyclooxygense-2 IC50
~1.06–1.07) when compared to those displayed by ibuprofen (0.44) and aspirin (0.02). The antioxidative activities of the
halogen derivatives were found to be greater (IC50 < 0.30 mg mL−1) in comparison with that exhibited by α-tocopherol (IC50
> 0.50 mg mL−1). This is the first report on structural characterization of unusual halogen analogues from K. alvarezii with
dual cyclooxygenase-2 and 5-lipoxygenase inhibitory activities.
 
Date 2018
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/13030/1/Kajal%20Chakraborty_2018_Medicinal%20Chemistry%20Research_Halogen%20derivatives%20from%20the%20thallus%20of%20intertidal%20seaweed%20Kappaphycus%20alvarezii.pdf
Makkar, Fasina and Chakraborty, Kajal (2018) First report of dual cyclooxygenase-2 and 5-lipoxygenase inhibitory halogen derivatives from the thallus of intertidal seaweed Kappaphycus alvarezii. Medicinal Chemistry Research, 27 (10). pp. 2331-2340.