Synthesis and Biological Evaluation of Heterocyclic Substituted Bis(indolyl)methanes.
Synthesis
anti-inflammatory activity
anticancer leads
bis(indolyl)methanes
cytotoxic activity
heterocyclic.
Journal
Current organic synthesis
ISSN: 1570-1794
Titre abrégé: Curr Org Synth
Pays: United Arab Emirates
ID NLM: 101208457
Informations de publication
Date de publication:
2020
2020
Historique:
received:
04
11
2019
revised:
14
12
2019
accepted:
09
01
2020
pubmed:
25
1
2020
medline:
18
5
2021
entrez:
25
1
2020
Statut:
ppublish
Résumé
Bis(indolyl)methane derivatives are widely found in nature with a broad range of biological and pharmacological activities. The development of techniques for the synthesis and functionalization of bis(indolyl)methanes have attracted more and more attention in recent years. To study the synthesis and biological activity of heterocyclic substituted bis(indolyl)methanes. A series of heterocyclic substituted bis(indolyl)methanes (3a-3p) have been prepared by condensation reaction of indole and heterocyclic aldehydes catalyzed by boron trifluoride etherate with high yields. Preliminary in vitro anti-inflammatory in lipopolysaccharide (LPS)-stimulated RAW-264.7 macrophages and cytotoxic activity against human tumor cell lines (A549, Hela and SGC7901) by MTT assay were tested. The result indicated that heterocyclic substituted bis(indolyl)methanes showed good antiinflammatory and selective cytotoxic activity. Especially, compounds 3o, 3p and 3q displayed similar inhibitory effect on the generation of NO to positive control dexamethasone, and compound 3q displayed similar selective cytotoxic activity to 5-FU. Heterocyclic substituted bis(indolyl)methanes may be used as potential anti-inflammatory and anticancer leads.
Sections du résumé
BACKGROUND
Bis(indolyl)methane derivatives are widely found in nature with a broad range of biological and pharmacological activities. The development of techniques for the synthesis and functionalization of bis(indolyl)methanes have attracted more and more attention in recent years.
OBJECTIVE
To study the synthesis and biological activity of heterocyclic substituted bis(indolyl)methanes.
MATERIALS AND METHODS
A series of heterocyclic substituted bis(indolyl)methanes (3a-3p) have been prepared by condensation reaction of indole and heterocyclic aldehydes catalyzed by boron trifluoride etherate with high yields. Preliminary in vitro anti-inflammatory in lipopolysaccharide (LPS)-stimulated RAW-264.7 macrophages and cytotoxic activity against human tumor cell lines (A549, Hela and SGC7901) by MTT assay were tested.
RESULTS
The result indicated that heterocyclic substituted bis(indolyl)methanes showed good antiinflammatory and selective cytotoxic activity. Especially, compounds 3o, 3p and 3q displayed similar inhibitory effect on the generation of NO to positive control dexamethasone, and compound 3q displayed similar selective cytotoxic activity to 5-FU.
CONCLUSION
Heterocyclic substituted bis(indolyl)methanes may be used as potential anti-inflammatory and anticancer leads.
Identifiants
pubmed: 31976840
pii: COS-EPUB-103890
doi: 10.2174/1570179417666200124103400
doi:
Substances chimiques
Anti-Inflammatory Agents
0
Antineoplastic Agents
0
Indoles
0
Nitric Oxide
31C4KY9ESH
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
144-150Informations de copyright
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