Constituents of the bark and twigs of Artocarpus dadah with cyclooxygenase inhibitory activity.

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Su BN, Cuendet M, Hawthorne ME, Kardono LB, Riswan S, Fong HH, Mehta RG, Pezzuto JM, Kinghorn AD

Constituents of the bark and twigs of Artocarpus dadah with cyclooxygenase inhibitory activity.

J Nat Prod. 2002 Feb;65(2):163-9.

PubMed ID

11858749 [ View in PubMed

]

Abstract

Fractionation of an ethyl acetate-soluble extract of the bark of Artocarpus dadah has led to the isolation of three new prenylated stilbenoid derivatives, 3-(gamma,gamma-dimethylallyl)resveratrol (1), 5-(gamma,gamma-dimethylallyl)oxyresveratrol (2), 3-(2,3-dihydroxy-3-methylbutyl)resveratrol (3), and a new benzofuran derivative, 3-(gamma,gamma-dimethylpropenyl)moracin M (4), along with six known compounds, oxyresveratrol, (+)-catechin, afzelechin-3-O-alpha-L-rhamnopyranoside, (-)-epiafzelechin, dihydromorin, and epiafzelechin-(4beta-->8)-epicatechin. From an ethyl acetate-soluble extract of the twigs of the same plant were isolated compound 4 and two new neolignan derivatives, dadahols A (5) and B (6), as well as 10 known compounds, oxyresveratrol, (+)-catechin, afzelechin-3-O-alpha-L-rhamnopyranoside, resveratrol, steppogenin, moracin M, isogemichalcone B, gemichalcone B, norartocarpetin, and engeletin. The structures of compounds 1-6 were determined using spectroscopic and chemical methods. Isolates were evaluated for their inhibitory effects against both cyclooxygenase-1 (COX-1) and -2 (COX-2) and in a mouse mammary organ culture assay.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Resveratrol	Prostaglandin G/H synthase 1	IC 50 (nM)	1100	N/A	N/A	Details
Resveratrol	Prostaglandin G/H synthase 2	IC 50 (nM)	1300	N/A	N/A	Details