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Abstract Chemical investigation of the Bamboo shoot skin Phyllostachys heterocycla var. pubescens led to the isolation and identification of sixteen metabolites of which two new compounds were identified; the new sterol-glucoside-fatty acid derivative (6‵-O-octadeca-8‵‵,11‵‵-dienoyl)-sitosterol-3-O-β-D-glucoside (9) and the new ester (7-hydroxy, 5-methoxy, methyl cinnamate) (11) together with fourteen known compounds; two fatty alcohols (1,2), fatty acid (3), monoglyceride (8), six sterols (4, 5, 6, 7, 14, 16), Methyl ferulate (10), 4-keto-pinoresinol (12), tamarixetin flavonoid (13) and 3,4-Dihydroxybenzoic acid (15). The structure elucidation of isolated compounds was achieved by spectroscopic analysis. Identification of the rest of the constituents was done using GC-MS technique. The isolated compounds were assessed to determine their cytotoxic activity. New compounds (9 and 11) exhibited promising in vitro cytotoxicity against MCF-7 breast cancer cell line (IC50=25.8 μM and 10.65 μM, respectively); additionally, compound (11) exhibited promising in vitro cytotoxicity against HepG2 liver cancer cell line (IC50=7.43 μM). The results were confirmed by determining their apoptotic activity. Molecular docking studies showed that the new compound (9) shows high binding affinity towards both tyrosine-specific protein kinase (TPK) and vascular endothelial growth factor receptor (VEGFR-2) while compound (11) shows high binding affinity towards epidermal growth factor receptor tyrosine kinase (EGFR). real-time reverse transcription polymerase chain reaction (RT-PCR) results further confirmed the apoptotic activity of compound (9). Absorption, distribution, metabolism, and excretion pharmacokinetics (ADME) of compound (11) indicated its drug-like properties. In vivo studies of the crude extract in rats using two different models of paw inflammation indicated strong anti-inflammatory properties of the crude extract |