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Two rare antioxidant and anti-inflammatory oleanenes from loop root Asiatic mangrove Rhizophora mucronata

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Relation http://eprints.cmfri.org.in/10791/
http://www.sciencedirect.com/science/article/pii/S0031942216302977
 
Title Two rare antioxidant and anti-inflammatory oleanenes from loop root
Asiatic mangrove Rhizophora mucronata
 
Creator Chakraborty, Kajal
Raola, Vamshi Krishna
 
Subject Bioactive compounds
 
Description Two oleanenes, olean-18(19)-en-3b-yl-(3,6-dimethyl-3E,6Z-dienoate) and (13a)-27-frido-olean-14(15)-
en-(17a)-furanyl-3b-ol representing a class of rare natural pentacyclic triterpenoids were isolated from
the chloroform extract of Asiatic mangrove, Rhizophora mucronata Lam. (Family: Rhizophoraceae). The
furanyl oleanene exhibited significantly greater antioxidative activities (IC50 0.73e0.76 mg/mL), than
prenylated oleanene (IC50 0.84e0.96 mg/mL) (P < 0.05). No significant differences in anti-5-lipoxygenase
activities of these compounds with the synthetic drug ibuprofen was discernable (IC50 0.8e0.9 mg/mL),
whilst furanyl oleanene demonstrated significantly greater anti-cyclooxygenase-2 (IC50 0.84 mg/mL) and
anti-5-lipoxygenase activities (IC50 0.78 mg/mL) over prenylated oleanene (IC50 > 0.90 mg/mL). These
compounds exhibited lesser activity against cyclooxygenase-1 than cyclooxygenase-2 isoform, and
therefore, their selectivity indices remained significantly greater (anti-cyclooxygenase-1IC50/anti-cyclooxygenase-
2IC50 > 1) than the aspirin (0.02) and ibuprofen (0.44). The lipophilic and steric molecular
descriptors were found to occupy a prominent role in determining the bioactivities of the compounds.
These previously undescribed oleanenes might serve as potential antioxidative and anti-inflammatory
lead molecules in medicinal formulations and food industries.
 
Date 2017
 
Type Article
PeerReviewed
 
Format text
 
Language en
 
Identifier http://eprints.cmfri.org.in/10791/1/Phytochemistry_Rare%20oleanenes%20from%20Rhizophora_Kajal%20Chakraborty_2017.pdf
Chakraborty, Kajal and Raola, Vamshi Krishna (2017) Two rare antioxidant and anti-inflammatory oleanenes from loop root Asiatic mangrove Rhizophora mucronata. Phytochemistry, 135. pp. 160-168.