Synthesis, Anti-Cancer and Anti-Migratory Evaluation of 3,6-Dibromocarbazole and 5-Bromoindole Derivatives

In this study, a new series of <i>N</i>-alkyl-3,6-dibromocarbazole and <i>N</i>-alkyl-5-bromoindole derivatives have been synthesized and evaluated in vitro as anti-cancer and anti-migration agents. Cytotoxic and anti-migratory effects of these compounds were evaluated in MCF...

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Bibliographic Details
Main Authors: Krystal M. Butler-Fernández, Zulma Ramos, Adela M. Francis-Malavé, Joseph Bloom, Suranganie Dharmawardhane, Eliud Hernández
Format: Article
Language:English
Published: MDPI AG 2019-07-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/24/15/2686
Description
Summary:In this study, a new series of <i>N</i>-alkyl-3,6-dibromocarbazole and <i>N</i>-alkyl-5-bromoindole derivatives have been synthesized and evaluated in vitro as anti-cancer and anti-migration agents. Cytotoxic and anti-migratory effects of these compounds were evaluated in MCF-7 and MDA-MB-231 breast cancer cell lines and an insight on the structure-activity relationship was developed. Preliminary investigations of their anti-cancer activity demonstrated that several compounds have moderate antiproliferative effects on cancer cell lines with GI<sub>50</sub> values in the range of 4.7&#8722;32.2 &#181;M. Moreover, carbazole derivatives <b>10</b>, <b>14</b>, <b>15</b>, <b>23</b>, and <b>24</b> inhibit migration activity of metastatic cell line MDA-MB-231 in the range of 18&#8722;20%. The effect of compounds <b>10</b>, <b>14</b>, and <b>15</b> in extension of invadopodia and filopodia was evaluated by fluorescence microscopy and results demonstrated a reduction in actin-based cell extensions by compounds <b>10</b> and <b>15</b>.
ISSN:1420-3049