Bioactivity-guided isolation of cytotoxic sesquiterpenes of Rolandrafruticosa

Author(s): Pan L, Lantvit DD, Riswan S, Kardono LB, Chai HB, et al.


Cytotoxicity-guided fractionation of a methanol extract of the leaves and twigs of Rolandra fruticosa using the HT-29 human colon cancer cell line led to the isolation of seven sesquiterpene lactones, including the hitherto unknown isorolandrolide, 13-methoxyisorolandrolide (1), and bourbonenolide, 2alpha,13-diacetoxy-4alpha-hydroxy-8alpha-isobutyroyloxybourbonen-12,6alpha-olide (2), as well as five known compounds, 13-acetoxyrolandrolide (3), 8-desacyl-13-acetoxyrolandrolide-8-O-tiglate (4), 2-epi-glaucolide E (5), 2alpha,13-diacetoxy-4alpha-hydroxy-8alpha-methacryloyloxybourbonen-12,6alpha-olide (6), and 2alpha,13-diacetoxy-4alpha-hydroxy-8alpha-tigloyloxybourbonen-12,6alpha-olide (7). The structures of the two sesquiterpenes were elucidated on the basis of spectroscopic methods. All isolates were evaluated for their cytotoxicity using the HT-29 cell line, and only 13-acetoxyrolandrolide (3) was found to possess a potent inhibitory effect against this cell line. Compounds 3, 5 and 6 were also tested in a NF-kappaB (p65) inhibition assay, and 3 was assessed in an in vivo hollow fiber assay.

Similar Articles

Food of the gods: cure for humanity? A cultural history of the medicinal and ritual use of chocolate

Author(s): Dillinger TL, Barriga P, Escárcega S, Jimenez M, Salazar Lowe D, et al.

Cocoa and cardiovascular health

Author(s): Corti R, Flammer AJ, Hollenberg NK, Lüscher TF

Liquid chromatographic/electrospray ionization tandem mass spectrometric study of the phenolic composition of cocoa (Theobroma cacao)

Author(s): Sánchez-Rabaneda F, Jáuregui O, Casals I, Andrés-Lacueva C, Izquierdo-Pulido M, et al.

Cocoa procyanidins suppress transformation by inhibiting mitogen-activated protein kinase kinase

Author(s): Kang NJ, Lee KW, Lee DE, Rogozin EA, Bode AM, et al.

Pentamericprocyanidin from Theobroma cacao selectively inhibits growth of human breast cancer cells

Author(s): Ramljak D, Romanczyk LJ, Metheny-Barlow LJ, Thompson N, Knezevic V, et al.

Bioactivity-guided isolation of antiproliferative compounds from Centaureajacea L

Author(s): Forgo P, Zupkó I, Molnár J, Vasas A, Dombi G, et al.

Gas chromatography-mass spectroscopic analysis of Lawsoniainermis leaves

Author(s): Hema R, Kumaravel S, Gomathi S, Sivasubramaniam C

In vitro screening for anthelmintic and antitumour activity of ethnomedicinal plants from Thailand

Author(s): Atjanasuppat K, Wongkham W, Meepowpan P, Kittakoop P, Sobhon P, et al.

Cytotoxic activity of crude extracts from Astragaluschrysochilorus (Leguminosae)

Author(s): Karagoz A, Turgut-Kara N, Cakir O, Demirgan R, Ari S