Abstract

The crystal and molecular structures of quaternary salts and the quaternary base of 12-methoxynorfluorocurarine (vincanicine) that was isolated from the plant Vinca erecta were studied. The molecular structure, i.e., conformation, ring fusion, and absolute configuration (3S,7R,15S) of asymmetric centers, did not differ from that of norfluorocurarine. The carbonyl (C17=O) and N1H groups in the quaternary salts and base were mutually twisted and were involved in the crystal only in intermolecular H-bonds. The enol form in the zwitterionic alkaloid that existed in alkaline medium was observed in the crystal of 12-methoxynorfluorocurarine quaternary base.

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