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Conolutinine, a hexacyclic indole alkaloid with a novel ring system incorporating a diazaspiro center and fused oxadiazepine-tetrahydrofuran rings
Authors:Kuan-Hon Lim  Masahiko Hayashi  Toh-Seok Kam
Affiliation:a Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
b Faculty of Pharmacy, Iwaki Meisei University, 5-5-1 Iino, Chuo-dai, Iwaki, Fukushima 970-8551, Japan
c Center for Basic Research, Kitasato University, 5-9-1, Shirokane, Minato-ku, Tokyo 108-642, Japan
Abstract:A hexacyclic indole alkaloid possessing an unprecedented ring system incorporating a diazaspiro center and fused oxadiazepine-tetrahydrofuran rings has been isolated from the Malayan Tabernaemontana corymbosa. The structure was established by analysis of the spectroscopic data and a possible biogenetic pathway from a cleavamine-type precursor is presented.
Keywords:Indole alkaloids   NMR   Tabernaemontana   Apocynaceae
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