4.4 Article

Synthesis of (+)-thiersindole C

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SYNLETT
卷 -, 期 13, 页码 2017-2022

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GEORG THIEME VERLAG KG
DOI: 10.1055/s-2007-984893

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indole diterpene alkaloids; thiersindole C; ent-halimic acid

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The indole diterpene alkaloid (+)-thiersindole C has been synthesised from ent-halimic acid. Firstly was elaborated the bicyclic system, secondly a Fischer indolization was used to obtain the north side chain and finally elongation of the south side chain was achieved with an isoprene unit. The synthesis of (+)-thiersin-dole C has corroborated the absolute configuration for the natural product (-)-thiersindole C. The synthesized (+)-thiersindole C showed antitumor activity against a number of human tumor cell lines with an lC(50) in the range of 10(-5) M.

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