Straightforward access to new vinca-alkaloids via selective reduction of a nitrile containing anhydrovinblastine derivative |
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| Authors: | Ngoc Binh Vo Le Anh Nguyen Tung Lam Pham Duy Tien Doan Thanh Binh Nguyen Quoc Anh Ngo |
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| Institution: | 1. Institute of Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, VietNam;2. Faculty of Chemistry, Graduate University of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, VietNam;3. Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, UPR 2301 du CNRS, 1 Avenue de la Terrasse, 91198 Gif sur Yvette Cedex, France |
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| Abstract: | A procedure to exclusively obtain 3′S-cyanoanhydrovinblastine 12 from two naturally occurring vinca-alkaloids (catharanthine and vindoline) in one step with good yield is described. Stereoselective reductions of 12, providing straightforward access to three new vinca-alkaloids, including two diastereomers 3′S-cyano-(4′R,5′-dihydro)-anhydrovinblastine and 3′S-cyano-(4′S,5′-dihydro)-anhydrovinblastine as well as (3′S-aminomethyl)-(4′S,5′-dihydro)-anhydrovinblastine in good yields is also reported. |
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| Keywords: | Vinca alkaloids Reduction Cyanoanhydrovinblastine Cytotoxicity |
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