96405-63-9Relevant academic research and scientific papers
Novel Bioactive Styryl-lactones: Goniofufurone, Goniopypyrone, and 8-Acetylgoniotriol from Goniothalamus giganteus (Annonaceae). X-Ray Molecular Structure of Goniofufurone and of Goniopypyrone
Fang, Xin-ping,Anderson, Jon E.,Chang, Ching-jer,Fanwick, Phillip E.,McLaughlin, Jerry L.
, p. 1655 - 1661 (2007/10/02)
By use of brine shrimp lethality for activity-directed fractionation, three novel styryl-lactones which are cytotoxic to human tumor cells, goniofufurone, goniopypyrone, and 8-acetylgoniotriol, have been isolated from ethanolic extracts of the stem bark of Goniothalamus giganteus Hook. f., Thomas (Annonaceae).The structures were elucidated by IR, mass, 1H NMR, 13C NMR, and 2D NMR (1H-1H COSY), and 1H-13C HETCOR) spectra.The structures of goniofufurone and goniopypyrone, which represent unusual natural skeletons, were confirmed by X-ray cristallographic analysis, to help establish the relative configurations.Goniopypyrone was the most bioactive, showing nonselective ED50 values of ca. 6.7*10-1 μg/ml in each of our three human tumor cell lines.
Structure and Stereochemistry of Four New 5,6-Dihydro-2-pyrones from Goniothalamus sesquipedalis and Goniothalamus grifithii
Talapatra, Sunil K.,Basu, Dipankar,Deb, Tullika,Goswami, Shyamaprosad,Talapatra, Bani
, p. 29 - 34 (2007/10/02)
The leaves and twigs of Goniothalamus sesquipedalis Wall (Annonaceae) afford four new 6-(7,8-dihydrostyryl)-5,6-dihydro-2-pyrones, having in each case hydroxy and/or acetoxy functions at C-7 and C-8.The detailed high resolution PMR and other spectral analyses along with their chemical interconversions reveal their structures as 6-(7,8-dihydro-7,8-diacetoxystyryl)-5,6-dihydro-2-pyrone (II), 6-(7,8-dihydro-7-acetoxy-8-hydroxystyryl)-5,6-dihydro-2-pyrone (III), 6-(7,8-dihydro-7,8-dihydroxystyryl)-5,6-dihydro-2-pyrone (IV) and 6-(7,8-dihydro-7,8-dihydroxystyryl)-5,6-dihydro-5-hydroxy-2-pyrone (V).Compounds II, III and IV have also been isolated from the bark of Goniothalamus grifithii Hook.F and T.Thoms.The 7,8-erythro configuration is revealed for the above dihydropyrones from the coupling constants of the vicinal protons.Biogenetic considerations lead us to propose 6,7-threo and 7,8-erythro-configurations leading to 6(S), 7(S) and 8(S) configuration in these dihydropyrones.The stereochemistry of C-5 in V remains unsettled.
