- Total synthesis of taspine and a symmetrical analogue: Study of binding to G-quadruplex DNA by ESI-MS
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Taspine is an alkaloid found in the latex of certain trees belonging to the family of Euphorbiaceae, commonly called "Sangre de Drago" (Dragon's blood). Its structure and antineoplastic properties are well known. Here we report the total synthesis of tasp
- Altieri, Alessandro,Franceschin, Marco,Nocioni, Daniele,Alvino, Antonello,Casagrande, Valentina,Scarpati, Maria Luisa,Bianco, Armandodoriano
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p. 191 - 196
(2013/02/23)
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- Facile and efficient total synthesis of taspine
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The facile and efficient total synthesis of taspine was achieved in 10 steps in high yield (16.5% overall) from commercially available isovanillin. Key steps in the synthesis are preparation of a symmetrical homodimer employing a classical Ullmann coupling reaction, and introduction of an allyl substituent by the Claisen rearrangement reaction. Significantly, the facile synthetic scheme proposed in this work has the characteristics of mild reaction conditions, inexpensive reagents, higher yield, and simple operation. Georg Thieme Verlag Stuttgart.
- Cheng, Bin,Zhang, Sanqi,Zhu, Liyong,Zhang, Jie,Li, Qiang,Shan, Ailin,He, Langchong
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experimental part
p. 2501 - 2504
(2009/12/08)
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