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Tabercorymines A and B, Two Vobasinyl–Ibogan-Type Bisindole Alkaloids from Tabernaemontana corymbosa
journal contribution
posted on 2017-09-06, 14:51 authored by Yu-Xi Yuan, Yu Zhang, Ling-Li Guo, Yue-Hu Wang, Masuo Goto, Susan L. Morris-Natschke, Kuo-Hsiung Lee, Xiao-Jiang HaoTabercorymines A
(1) and B (2), two new
vobasinyl–ibogan-type bisindole alkaloids with an unprecedented
skeleton, were isolated from Tabernaemontana corymbosa. Their structures were established by a combination of spectroscopic
data, chemical transformation, single-crystal X-ray diffraction, and
ECD calculation. Compound 1 represents a novel bisindole
alkaloid, characterized by a caged heteropentacyclic ring system incorporating
an unprecedented C-7/C-20 bond in the vobasinyl unit. Alkaloids 1 and 2 showed potent antiproliferative activity
against several human cancer cell lines, including vincristine-resistant
KB.
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novel bisindole alkaloidcancer cell linesskeletonVobasinylCompound 1alkaloidsspectroscopic datacombinationchemical transformationAlkaloids 1vincristine-resistant KBECD calculationTabernaemontana corymbosa Tabercoryminesantiproliferative activityBisindoleTabernaemontana corymbosavobasinyl unitbondheteropentacyclic ring systemsingle-crystal X-ray diffraction
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