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Concise synthesis of the bioactive natural polyhydroxynaphthoate parvinaphthol B via Hauser-Kraus annulation

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Abstract Herein, we describe the first total synthesis of parvinaphthol B, a polyhydroxynaphthoate derived from the root of Pentas parvifolia which exhibits cytotoxic effects against the TNBC cell line. The… Click to show full abstract

Abstract Herein, we describe the first total synthesis of parvinaphthol B, a polyhydroxynaphthoate derived from the root of Pentas parvifolia which exhibits cytotoxic effects against the TNBC cell line. The key feature of the synthesis involves a Hauser-Kraus annulation to provide the polyhydroxynaphthoate skeleton. The synthesis requires only six linear steps and afforded the product in 26.5% overall yield, thus representing a simple method for the further preparation of analogs and biological studies.

Keywords: parvinaphthol; hauser kraus; kraus annulation; polyhydroxynaphthoate; synthesis

Journal Title: Tetrahedron Letters
Year Published: 2017

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