Abstract
Different extracts of the Bamboo shoot skin Phyllostachys heterocycla var. pubescens were screened against panel of cancer cell lines and normal one. The cell viability results exhibited that the ethyl acetate extract showed the least vitality percentage of 2.14% of HepG2 cells. Accordingly, it was subjected to chromatographic separation, which resulted in the isolation of a new natural product; 7-hydroxy, 5-methoxy, methyl cinnamate (1), together with four known compounds. The structures of the pure isolated compounds were deduced based on different spectroscopic data. The new compound (1) was screened against the HepG2 and MCF-7 cells and showed IC50 values of 7.43 and 10.65 µM, respectively. It induced apoptotic cell death in HepG2 with total apoptotic cell death of 58.6% (12.44-fold) compared to 4.71% in control by arresting cell cycle progression at the G1 phase. Finally, compound 1 was validated as EGFR tyrosine kinase inhibitor in both enzymatic levels (IC50 = 98.65 nM compared to Erlotinib (IC50 = 78.65 nM). Finally, in silico studies of compound 1 through the molecular docking indicated its high binding affinity towards EGFR protein and the ADME pharmacokinetics indicated it as a drug-like.
Highlights
Introduction published maps and institutional affilCancer is considered as a significant cause of the deaths around the world [1,2]
It is worthy to mention that the 4 known compounds that were isolated from ethyl acetate extract were previously tested for the cytotoxic activity
In order to complete the profile of ethyl acetate extract activity, the new compound 1 isolated from this extract was screened against the HepG2 and MCF-7 cells and showed IC50 values of
Summary
Compound 1 was isolated as white amorphous powder. Combined spectral data including HRMS, HSQC, 1 H NMR, and 13 C NMR established its molecular formula as. 1 H NMR revealed three aromatic protons with ABX system resonating at δH 7.20 (d, J = 2.5), 6.70 (dd, J = 8.5, 2.5), and 7.80 (d, J = 8.5). Two of the aromatic carbons resonated at δC 160.9 and 168.0, confirmed to be oxygenated. The third substituted aromatic carbon was revealed to be substituted with a propenoate moiety This was clear from the two sp carbons detected at δC 114.1 and 145.6 with their corresponding protons resonating at δH 6.16 and 7.52, respectively. The chemical structures of compounds 2–5 were determined based on different spectroscopic data including 1D and 2D NMR, MS data, as well as comparison of the data with the previously reported in the literature.
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