Synthesis and bioactivity evaluation of 3-hydroxy-3-(phenylethynyl)indol-2-one analogues
β Scribed by Gang Chen; Ye Wang; Suo Gao; Hong-Ping He; Shun-Lin Li; Jian-Xin Zhang; Jian Ding; Xiao-Jiang Hao
- Book ID
- 102343206
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2009
- Tongue
- English
- Weight
- 68 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.58
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β¦ Synopsis
Abstract
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A series of propargylic alcohol was synthesized by the addition of phenylacetylene to isatin and its Nβsubstituted derivatives for the first time. This reaction involves activation of zinc reagent via coordination with carbonyl substrates that behave βligand like.β The bioactivities on protective effect on the apoptosis of PC12 cells induced by H~2~O~2~ and cytotoxicity against lung cancer A549 and P388 cell line of these compounds were investigated, and several compounds showed potent activities. J. Heterocyclic Chem., 46, 217 (2009).
π SIMILAR VOLUMES
Treatment of racemic 2-hydroxy-3-(1H-indol-3yl)propionic acid methyl ester (5) with isopropyl magnesium chloride provided the title compound 1 and its isomer, 3-hydroxy-1-(indol-3-yl)-4-methylpentan-2-one (9). Both enantiomers (>96% ee) of each component were obtained via semi-preparative chiral sup