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Plasiatine ( 1 ), isolated from the seeds of  Plantago asiatica , is an unprecedented indole analogue linked to a phenylpropanoid moiety via a carbon bond that builds up a novel heteromeric construction with a C 19 N 2  scaffold. Its structure was determined by spectroscopic data and computational evidence. Notably, experimental assay demonstrated that  1  significantly enhanced the activity of the nonreceptor protein tyrosine phosphatase Shp2  in vitro  in a concentration-dependent manner with an EC 50  value of 0.97  μ M, and activated phosphorylation of ERK, a known target of Shp2. Moreover, plasiatine ( 1 ) promoted hepatocellular HepG2 cells migration. Molecular docking suggested that plasiatine ( 1 ) binds to the catalytic cleft of Shp2. These results identified plasiatine ( 1 ) as the first small molecule Shp2 activator, and it warrants further investigation as a novel pharmaceutical tool to study the function of Shp2 in tumorigenesis.

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Plasiatine, an Unprecedented Indole–Phenylpropanoid Hybrid from Plantago asiatica as a Potent Activator of the Nonreceptor Protein Tyrosine Phosphatase Shp2