Prenylated flavones

Linear substituted prenyl flavones exhibit a tendency towards prenylation at positions 3,6- and 8- of the flavonoid molecule. 3 -Prenylation of ring B occurs occasionally. The prenyl residue is mostly of the 3,3-dimethylallyl structure or the OH-equivalent of it. The prenyl residue T,l-dimethylallyl is rare. Geranylated flavones are also not very... 

Sultana, N., Hartley, T.G., and Waterman, P.G., Two novel prenylated flavones from the aerial parts of Melicope micrococca. Phytochemistry, 50, 1249, 1999. 

Gulacsi, K. et al., A short and facile synthetic route to prenylated flavones. Cyclodehydrogenation of prenylated 2 -hydroxychalcones by a hypervalent iodine reagent. Tetrahedron, 54, 13867, 1998. 

Ngadjui, B.T. et al., Prenylated flavones and phenylpropanoid derivatives from roots of Dorstenia psilurus. Phytochemistry, 48, 733, 1998. 

Hakim, E.H. et ak, Artoindonesianin P, a novel prenylated flavone with cytotoxic activity from... 

Glycosides of Prenylated Flavones and Flavonols, and of Pyrano and Methylenedioxyflavonols... 

No prenylated flavone glycosides were recorded in the last edition of The Elavonoids. Therefore, it is significant that the present list in Table 13.1 should contain three such compounds, all isolated from members of the Leguminosae. They include 8-C-prenylapigenin 4 -rutinoside... 

Yadava, R.N. and Reddy, K.I.S., A novel prenylated flavone glycoside from the seeds of Erythrina indica, Fitoterapia, 70, 357, 1999. 

All eight natural prenyl-flavones evaluated by Reddy et al. showed potent inhibitory effects on 5-lipoxygenase with IC50 from 0.36 to 4.3 pM. Artonin E isolated from the bark of Artocarpus communis Forst. (Moraceae) was the most potent dual LOX and COX inhibitor with IC50 values of 0.36 pM and 2.5 pM, respectively. It also inhibited leukocyte and platelet 12-... 

Isopentenylapigenin (prenylated flavone) 8-Isopentenylnaringenin (prenylated flavone) 8-Isopentenylquercetin (prenylated flavone)... 

Cyclochampedol (prenylated flavone) Artocarpus champedm (Moraceae). AA-TR [250]... 

Yap, S.R, P. Shen, M.S. Butler, et al. 2005. New estrogenic prenyl-flavone from Epimedium brevicomum inhibits the growth of breast cancer cells. Planta Med. 71(2) 114-119. 

Chari, V.M., S. Ahmad, and B.-G. Osterdahl C NMR Spectra of Chromeno-and Prenylated Flavones. Structure Revision of Mulberrin, Mulberrochromene, Cyc-lomulberrin and Cyclomulberrochromene. Z. Naturforsch. 33b, 1547 (1978). 

Antitubercular and antimalarial activity-guided study of the roots of Artocarpus altilis led to the isolation of nine prenylated flavones. Cycloartocarpin (1), Artocarpin (2), and Chaplashin (3) were isolated from the CH2CI2 extract of the root stems, whereas Morusin (4), Cudraflavone (5), Cycloartobiloxanthone (6), Artonin (7), Cudraflavone (8) and Artobiloxanthone (9) were found in the root barks. The isolated compoimds exhibited antitubercular and antiplasmodial activities, and also showed moderate cytotoxicity against KB (human oral epidermoid carcinoma) and BC (human breast cancer) cell lines [33-34]. 

Boonphong, S Baramee, A Kittakoop, P Puangsombat, P., Antitubercular and Antiplasmodial Prenylated Flavones from the Roots of Artocarpus altilis , Chiang Mai Journal of Science, 2007, 34(3) 339-344. 

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