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Previously undescribed antioxidative azocinyl morpholinone alkaloid from red seaweed Gracilaria opuntia with anti-cyclooxygenase and lipoxygenase properties

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Relation http://eprints.cmfri.org.in/12681/
 
Title Previously undescribed antioxidative azocinyl
morpholinone alkaloid from red seaweed
Gracilaria opuntia with anti-cyclooxygenase and
lipoxygenase properties
 
Creator Makkar, Fasina
Chakraborty, Kajal
 
Subject Bioactive compound
Seaweed
 
Description In vitro antioxidative and anti-inflammatory bioassay-guided
fractionation of the methanol: ethyl acetate crude extract of
the thalli of red seaweed Gracilaria opuntia collected from the
Gulf of Mannar led to the isolation of a new morpholine alkaloid
3-(2-ethyl-6-((3Z,7Z)-1,2,5,6-tetrahydroazocin-5-yl)hexyl) morpholin-
6-one. The substituted azocinyl morpholinone recorded significant
1,1-diphenyl-2-picryl-hydrazil free radical scavenging activities
(IC50 ~ 0.086 mg/mL) compared to the commercially available
antioxidants, butylated hydroxyanisole, butylated hydroxytoluene,
and α-tocopherol (IC50 > 0.20 mg/mL). The title compound showed
greater cyclooxygenase-2 (COX-2) inhibitory activity (IC50 0.84 mg/mL)
in conjunction with in vitro 5-lipoxidase inhibitory activity (IC50
0.85 mg/mL) than non-steroidal anti-inflammatory drugs (NSAIDs).
The test compound had better selectivity index (COX-1/COX-2
ratio) (1.17 mg/mL) compared to aspirin (0.02 mg/mL), Na salicylate
(0.73 mg/mL) and ibuprofen (0.44 mg/mL). The animals challenged
with the substituted azocinyl morpholinone significantly mitigated
the carrageenan-induced paw edema in time-dependent manner
till the end of 6 h.
 
Publisher Taylor and Francis
 
Date 2018
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/12681/1/Kajal%20Chakraborty_2018_Natural%20Product%20Research_Previously%20undescribed%20antioxidative%20azocinyl%20morpholinone%20alkaloid%20from%20red%20seaweed%20Gracilaria%20opuntia%20with%20anti%20cyclooxygenase%20and%20lipoxygenase%20activities.pdf
Makkar, Fasina and Chakraborty, Kajal (2018) Previously undescribed antioxidative azocinyl morpholinone alkaloid from red seaweed Gracilaria opuntia with anti-cyclooxygenase and lipoxygenase properties. Natural Product Research, 32 (10). pp. 1150-1160. ISSN 1478-6427 (Online)