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Prenylated flavonoids of the leaves of Macaranga conifera with inhibitory activity against cyclooxygenase-2.
- Source :
-
Phytochemistry [Phytochemistry] 2002 Dec; Vol. 61 (7), pp. 867-72. - Publication Year :
- 2002
-
Abstract
- Two prenylated flavonoid derivatives, 5-hydroxy-4'-methoxy-2",2"-dimethylpyrano-(7,8:6",5")flavanone (1) and 5,4'-dihydroxy-[2"-(1-hydroxy-1-methylethyl)dihydrofurano]-(7,8:5",4")flavanone (2), were isolated from an ethyl acetate-soluble extract of the leaves of Macaranga conifera using an in vitro activity-guided fractionation procedure based on the inhibition of cyclooxygenase-2. Also obtained were eight known compounds, 5,7-dihydroxy-4'-methoxy-8-(3-methylbut-2-enyl)flavanone (3), lonchocarpol A (4), sophoraflavanone B (5), 5,7-dihydroxy-4'-methoxy-8-(2-hydroxy-3-methylbut-3-enyl)flavanone (6), tomentosanol D (7), lupinifolinol (8), isolicoflavonol (9), and 20-epibryonolic acid (10). The structures of compounds 1 and 2 were determined using spectroscopic methods. All isolates were tested for their inhibitory effects against both cyclooxygenases-1 and -2, and selected compounds were evaluated in a mouse mammary organ culture assay.
- Subjects :
- Animals
Antineoplastic Agents chemistry
Antineoplastic Agents isolation & purification
Antineoplastic Agents pharmacology
Chemical Fractionation methods
Cyclooxygenase 1
Cyclooxygenase 2
Cyclooxygenase 2 Inhibitors
Cyclooxygenase Inhibitors isolation & purification
Flavonoids isolation & purification
Inhibitory Concentration 50
Mammary Neoplasms, Experimental drug therapy
Mammary Neoplasms, Experimental enzymology
Membrane Proteins
Mice
Mice, Inbred BALB C
Nuclear Magnetic Resonance, Biomolecular
Organ Culture Techniques
Plant Extracts chemistry
Plant Extracts isolation & purification
Plant Extracts pharmacology
Plant Leaves chemistry
Prostaglandin-Endoperoxide Synthases
Protein Prenylation
Cyclooxygenase Inhibitors chemistry
Cyclooxygenase Inhibitors pharmacology
Euphorbiaceae chemistry
Flavonoids chemistry
Flavonoids pharmacology
Isoenzymes antagonists & inhibitors
Subjects
Details
- Language :
- English
- ISSN :
- 0031-9422
- Volume :
- 61
- Issue :
- 7
- Database :
- MEDLINE
- Journal :
- Phytochemistry
- Publication Type :
- Academic Journal
- Accession number :
- 12453581
- Full Text :
- https://doi.org/10.1016/s0031-9422(02)00378-3