Literature DB >> 25584095

Bioactive indole alkaloids isolated from Alstonia angustifolia.

Li Pan1, César Terrazas2, Ulyana Muñoz Acuña3, Tran Ngoc Ninh4, Heebyung Chai1, Esperanza J Carcache de Blanco5, Djaja D Soejarto6, Abhay R Satoskar2, A Douglas Kinghorn1.   

Abstract

Bioassay-guided fractionation was conducted on a CHCl3-soluble extract of the stem bark of Alstonia angustifolia (Apocynaceae) collected in Vietnam using the HT-29 human colon cancer cell line, and led to the isolation of a new sarpagine-type indole alkaloid (1), together with nine known alkaloids, including four macroline-derived alkaloids (2-5), a sarpagine-type alkaloid (6), and four macroline-pleiocarpamine bisindole alkaloids (7-10). The structure of the new compound (1) was determined on the basis of spectroscopic data interpretation. Compounds 1-10 were evaluated in vitro for their NF-κB (p65) inhibitory activity against the Hela cells in an ELISA assay. The new sarpagine alkaloid, N(4)-methyltalpinine (1), was found to show significant NF-κB inhibitory activity (ED50 = 1.2 µM). Furthermore, all the isolates (1-10) were evaluated in vitro for their antileishmanial activity, and compounds (1-4, 6 and 8-10) exhibited leishmaniacidal activity against promastigotes of Leishmania mexicana.

Entities:  

Keywords:  Alstonia angustifolia (Apocynaceae); NF-κB (p65) inhibitory activity; antileishmanial activity; cytotoxicity; macroline-pleiocarpamine bisindole alkaloid; macroline-type alkaloid; sarpagine-type alkaloid; stem bark

Year:  2014        PMID: 25584095      PMCID: PMC4287998          DOI: 10.1016/j.phytol.2014.06.010

Source DB:  PubMed          Journal:  Phytochem Lett        ISSN: 1874-3900            Impact factor:   1.679


  11 in total

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4.  Macroline-sarpagine and macroline-pleiocarpamine bisindole alkaloids from Alstonia angustifolia.

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Journal:  Phytochemistry       Date:  2012-09-17       Impact factor: 4.072

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