Phytoconstituents of two Gleditsia L. species and cytotoxic activity of the isolated curcumin analogues

Abstract

Methanolic extracts of Gleditsia triacanthos L. fruits and Gleditsia caspica Desf. leaves yielded two mono-carbonyl curcumin analogues; (1E,4E)-1,5-bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one [1], (1E,4E)-1,5-bis(4-hydroxyphenyl)penta-1,4-dien-3-one [2], in addition to β-sitosterol [3], apigenin [4], quercetin-3`-O-methyl ether [5], rutin [6], quercetin [7], naringenin [8], eriodictyol [9], vitexin [10], isovitexin [11], gleditsin A [12]. The isolation of these compounds was reported here for the first time from the named plants. The separation and identification of curcumin analogues from genus Gleditsia in addition to 13C NMR data of compound 2 were reported here for the first time. Compounds 1 and 2 were assayed in two hepatic cancer cells; HepG-2 and Huh-7. Compound 1 showed high cytotoxic activity against HepG-2 with an IC50 value of 14.39 µM, compared with the standard, IC50 = 12.44 μM.