Synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives

Hydroxy-1,4-naphthoquinone derivatives associated with a variety of side chains have been synthesized from 2-hydroxy-1,4-naphthoquinone 1, butylamine, allylamine and selected aldehydes. Their biologically significant activities, anti-mycobacterium tuberculosis (H37Ra strain), anti-cancer (MCF7-breas...

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Main Authors: Wanthani Paengsri, Apiwat Baramee
Format: Journal
Published: 2018
Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84873359735&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/48110
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-481102018-04-25T08:47:49Z Synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives Wanthani Paengsri Apiwat Baramee Hydroxy-1,4-naphthoquinone derivatives associated with a variety of side chains have been synthesized from 2-hydroxy-1,4-naphthoquinone 1, butylamine, allylamine and selected aldehydes. Their biologically significant activities, anti-mycobacterium tuberculosis (H37Ra strain), anti-cancer (MCF7-breast cancer and NCI-H187-small cell lung cancer) were studied and reported. It was found that (2E,4E)-1,4-dioxo-1,4-dihydronaphthalen-2-yl-5(benzo[d][1,3] dioxol-5-yl)penta-2,4-dienoate 6 showed significant anti-MCF7 and anti-NCI-H187 activities with IC 50 value at 3.84 μg/mL and 2.24 μg/mL and was found non-cytotoxic. In addition, 2-((allylamino)(phenyl)methyl)-3-hydroxynaphthalene-1, 4-dione 2f also showed similar bioactivities to those of compound 6 and it showed anti-TB activity with MIC value 25 μg/mL however it was found to display cytotoxic activity against Vero cells. 2018-04-25T08:47:49Z 2018-04-25T08:47:49Z 2013-02-11 Journal 01252526 2-s2.0-84873359735 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84873359735&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/48110
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
description Hydroxy-1,4-naphthoquinone derivatives associated with a variety of side chains have been synthesized from 2-hydroxy-1,4-naphthoquinone 1, butylamine, allylamine and selected aldehydes. Their biologically significant activities, anti-mycobacterium tuberculosis (H37Ra strain), anti-cancer (MCF7-breast cancer and NCI-H187-small cell lung cancer) were studied and reported. It was found that (2E,4E)-1,4-dioxo-1,4-dihydronaphthalen-2-yl-5(benzo[d][1,3] dioxol-5-yl)penta-2,4-dienoate 6 showed significant anti-MCF7 and anti-NCI-H187 activities with IC 50 value at 3.84 μg/mL and 2.24 μg/mL and was found non-cytotoxic. In addition, 2-((allylamino)(phenyl)methyl)-3-hydroxynaphthalene-1, 4-dione 2f also showed similar bioactivities to those of compound 6 and it showed anti-TB activity with MIC value 25 μg/mL however it was found to display cytotoxic activity against Vero cells.
format Journal
author Wanthani Paengsri
Apiwat Baramee
spellingShingle Wanthani Paengsri
Apiwat Baramee
Synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives
author_facet Wanthani Paengsri
Apiwat Baramee
author_sort Wanthani Paengsri
title Synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives
title_short Synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives
title_full Synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives
title_fullStr Synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives
title_full_unstemmed Synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives
title_sort synthesis and evaluation of anti-tuberculosis and anti-cancer activities of hydroxynaphthoquinone derivatives
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84873359735&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/48110
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