Abstract
Three new indole alkaloids, N(4)-demethyl-12-methoxyalstogustine (1), 17-carboxyl-N(4)-methylechitamidine chloride (2), and 17-carboxyl-12-methoxy-N(4)-methylechitamidine chloride (3), along with 15 known alkaloids, were isolated from the ethanolic extract of the stem bark of Winchia calophylla. The structures of 1-3 were elucidated on the basis of spectroscopic means and chemical methods. The determination of relative configurations at C-19 and C-20 for 1-3 was aided by 13C NMR spectroscopic data. The absolute configurations of alkaloids 1-3 were determined by direct comparison of their CD spectra with those of known alkaloids. All the alkaloids were tested in cytotoxic assays against P-388 and A-549 tumor cell lines, and only two of them showed weak activity against the A-549 cell line.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / isolation & purification*
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Antineoplastic Agents, Phytogenic / pharmacology
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Apocynaceae / chemistry*
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Drug Screening Assays, Antitumor
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Drugs, Chinese Herbal / chemistry
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Drugs, Chinese Herbal / isolation & purification*
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Drugs, Chinese Herbal / pharmacology
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Humans
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Indole Alkaloids
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Leukemia P388
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Mice
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Molecular Structure
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Plant Bark / chemistry
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Plants, Medicinal / chemistry*
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Secologanin Tryptamine Alkaloids / chemistry
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Secologanin Tryptamine Alkaloids / isolation & purification*
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Secologanin Tryptamine Alkaloids / pharmacology
Substances
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17-carboxyl-12-methoxy-N(4)-methylechitamidine chloride
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17-carboxyl-N(4)-methylechitamidine chloride
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Antineoplastic Agents, Phytogenic
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Drugs, Chinese Herbal
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Indole Alkaloids
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N(4)-demethyl-12-methoxyalstogustine
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Secologanin Tryptamine Alkaloids