Design, Synthesis, Antimicrobial, and Anticancer Activities of Acridine Thiosemicarbazides Derivatives
Identifieur interne : 000894 ( Main/Exploration ); précédent : 000893; suivant : 000895Design, Synthesis, Antimicrobial, and Anticancer Activities of Acridine Thiosemicarbazides Derivatives
Auteurs : Rui Chen [République populaire de Chine] ; Lini Huo ; Yogini Jaiswal ; Jiayong Huang ; Zhenguo Zhong ; Jing Zhong ; Leonard Williams ; Xing Xia ; Yan Liang ; Zhenshuo YanSource :
- Molecules [ 1420-3049 ] ; 2019.
Abstract
Url:
DOI: 10.3390/molecules24112065
PubMed: 31151235
PubMed Central: 6600397
Affiliations:
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<author><name sortKey="Williams, Leonard" sort="Williams, Leonard" uniqKey="Williams L" first="Leonard" last="Williams">Leonard Williams</name>
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<author><name sortKey="Xia, Xing" sort="Xia, Xing" uniqKey="Xia X" first="Xing" last="Xia">Xing Xia</name>
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<author><name sortKey="Liang, Yan" sort="Liang, Yan" uniqKey="Liang Y" first="Yan" last="Liang">Yan Liang</name>
<affiliation><nlm:aff id="af4-molecules-24-02065">College of Pharmacy, Guangxi Medical University, Nanning 530021, China;<email>vincyliang@163.com</email>
</nlm:aff>
</affiliation>
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<author><name sortKey="Yan, Zhenshuo" sort="Yan, Zhenshuo" uniqKey="Yan Z" first="Zhenshuo" last="Yan">Zhenshuo Yan</name>
<affiliation><nlm:aff id="af1-molecules-24-02065">College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530222, China;<email>58251323@163.com</email>
(R.C.);<email>hjyshjy@126.com</email>
(J.H.);<email>gxtcmuzzg@163.com</email>
(Z.Z.);<email>zhongjing1212@163.com</email>
(J.Z.);<email>xiaxing66@163.com</email>
(X.X.);<email>yanzhenshuo8@163.com</email>
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<sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Design, Synthesis, Antimicrobial, and Anticancer Activities of Acridine Thiosemicarbazides Derivatives</title>
<author><name sortKey="Chen, Rui" sort="Chen, Rui" uniqKey="Chen R" first="Rui" last="Chen">Rui Chen</name>
<affiliation><nlm:aff id="af1-molecules-24-02065">College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530222, China;<email>58251323@163.com</email>
(R.C.);<email>hjyshjy@126.com</email>
(J.H.);<email>gxtcmuzzg@163.com</email>
(Z.Z.);<email>zhongjing1212@163.com</email>
(J.Z.);<email>xiaxing66@163.com</email>
(X.X.);<email>yanzhenshuo8@163.com</email>
(Z.Y.)</nlm:aff>
</affiliation>
<affiliation wicri:level="1"><nlm:aff id="af2-molecules-24-02065">Faculty of Chinese Medicine Science, Guangxi University of Chinese Medicine, Nanning 530222, China</nlm:aff>
<country xml:lang="fr">République populaire de Chine</country>
<wicri:regionArea>Faculty of Chinese Medicine Science, Guangxi University of Chinese Medicine, Nanning 530222</wicri:regionArea>
<wicri:noRegion>Nanning 530222</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Huo, Lini" sort="Huo, Lini" uniqKey="Huo L" first="Lini" last="Huo">Lini Huo</name>
<affiliation><nlm:aff id="af1-molecules-24-02065">College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530222, China;<email>58251323@163.com</email>
(R.C.);<email>hjyshjy@126.com</email>
(J.H.);<email>gxtcmuzzg@163.com</email>
(Z.Z.);<email>zhongjing1212@163.com</email>
(J.Z.);<email>xiaxing66@163.com</email>
(X.X.);<email>yanzhenshuo8@163.com</email>
(Z.Y.)</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Jaiswal, Yogini" sort="Jaiswal, Yogini" uniqKey="Jaiswal Y" first="Yogini" last="Jaiswal">Yogini Jaiswal</name>
<affiliation><nlm:aff id="af3-molecules-24-02065">Center for Excellence in Post-Harvest Technologies, North Carolina A&T State University, The North Carolina Research Campus, 500 Laureate Way, Kannapolis, NC-28081, USA;<email>yoginijaiswal@gmail.com</email>
(Y.J.);<email>llw@ncat.edu</email>
(L.W.)</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Huang, Jiayong" sort="Huang, Jiayong" uniqKey="Huang J" first="Jiayong" last="Huang">Jiayong Huang</name>
<affiliation><nlm:aff id="af1-molecules-24-02065">College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530222, China;<email>58251323@163.com</email>
(R.C.);<email>hjyshjy@126.com</email>
(J.H.);<email>gxtcmuzzg@163.com</email>
(Z.Z.);<email>zhongjing1212@163.com</email>
(J.Z.);<email>xiaxing66@163.com</email>
(X.X.);<email>yanzhenshuo8@163.com</email>
(Z.Y.)</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Zhong, Zhenguo" sort="Zhong, Zhenguo" uniqKey="Zhong Z" first="Zhenguo" last="Zhong">Zhenguo Zhong</name>
<affiliation><nlm:aff id="af1-molecules-24-02065">College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530222, China;<email>58251323@163.com</email>
(R.C.);<email>hjyshjy@126.com</email>
(J.H.);<email>gxtcmuzzg@163.com</email>
(Z.Z.);<email>zhongjing1212@163.com</email>
(J.Z.);<email>xiaxing66@163.com</email>
(X.X.);<email>yanzhenshuo8@163.com</email>
(Z.Y.)</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Zhong, Jing" sort="Zhong, Jing" uniqKey="Zhong J" first="Jing" last="Zhong">Jing Zhong</name>
<affiliation><nlm:aff id="af1-molecules-24-02065">College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530222, China;<email>58251323@163.com</email>
(R.C.);<email>hjyshjy@126.com</email>
(J.H.);<email>gxtcmuzzg@163.com</email>
(Z.Z.);<email>zhongjing1212@163.com</email>
(J.Z.);<email>xiaxing66@163.com</email>
(X.X.);<email>yanzhenshuo8@163.com</email>
(Z.Y.)</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Williams, Leonard" sort="Williams, Leonard" uniqKey="Williams L" first="Leonard" last="Williams">Leonard Williams</name>
<affiliation><nlm:aff id="af3-molecules-24-02065">Center for Excellence in Post-Harvest Technologies, North Carolina A&T State University, The North Carolina Research Campus, 500 Laureate Way, Kannapolis, NC-28081, USA;<email>yoginijaiswal@gmail.com</email>
(Y.J.);<email>llw@ncat.edu</email>
(L.W.)</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Xia, Xing" sort="Xia, Xing" uniqKey="Xia X" first="Xing" last="Xia">Xing Xia</name>
<affiliation><nlm:aff id="af1-molecules-24-02065">College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530222, China;<email>58251323@163.com</email>
(R.C.);<email>hjyshjy@126.com</email>
(J.H.);<email>gxtcmuzzg@163.com</email>
(Z.Z.);<email>zhongjing1212@163.com</email>
(J.Z.);<email>xiaxing66@163.com</email>
(X.X.);<email>yanzhenshuo8@163.com</email>
(Z.Y.)</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Liang, Yan" sort="Liang, Yan" uniqKey="Liang Y" first="Yan" last="Liang">Yan Liang</name>
<affiliation><nlm:aff id="af4-molecules-24-02065">College of Pharmacy, Guangxi Medical University, Nanning 530021, China;<email>vincyliang@163.com</email>
</nlm:aff>
</affiliation>
</author>
<author><name sortKey="Yan, Zhenshuo" sort="Yan, Zhenshuo" uniqKey="Yan Z" first="Zhenshuo" last="Yan">Zhenshuo Yan</name>
<affiliation><nlm:aff id="af1-molecules-24-02065">College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530222, China;<email>58251323@163.com</email>
(R.C.);<email>hjyshjy@126.com</email>
(J.H.);<email>gxtcmuzzg@163.com</email>
(Z.Z.);<email>zhongjing1212@163.com</email>
(J.Z.);<email>xiaxing66@163.com</email>
(X.X.);<email>yanzhenshuo8@163.com</email>
(Z.Y.)</nlm:aff>
</affiliation>
</author>
</analytic>
<series><title level="j">Molecules</title>
<idno type="eISSN">1420-3049</idno>
<imprint><date when="2019">2019</date>
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<front><div type="abstract" xml:lang="en"><p><bold>Background:</bold>
Acridine and thiourea derivatives are important compounds in medicinal chemistry due to their diverse biological properties including anticancer and antimicrobial effects. However, literature reveals some side effects associated with use of acridines. It is suggested that hybrid molecules may reduce the side effects and enhance the beneficial properties due to synergistic activity. The objectives of the present study are to synthesize and evaluate the anticancer and antimicrobial properties of new hybrids of acridine thiosemicarbazides derivatives. <bold>Results:</bold>
The structures of the synthesized compounds <bold>4a–4e</bold>
were elucidated by MS and NMR spectra. In antimicrobial assay, Compound <bold>4c</bold>
exhibited potent antimicrobial activity compared to the other four compounds. In anticancer studies, we observed that compounds <bold>4a</bold>
, <bold>4b</bold>
, <bold>4d</bold>
and <bold>4e</bold>
exhibited high cytotoxicity against the MT-4 cell line, with IC50 values of 18.42 ± 1.18, 15.73 ± 0.90, 10.96 ± 0.62 and 11.63 ± 0.11 μM, respectively. The evaluation of anticancer effects, and the associated mechanism reveals that, the anticancer activities may be related to Topo I inhibitory activity, apoptosis and cell-cycle. Molecular docking studies revealed that the presence of planar naphtho-fused rings and a flexible thiourea group together, could improve DNA-intercalation and inhibition of DNA-Topo I activity. <bold>Conclusions:</bold>
The results of this study demonstrate that the rational design of target derivatives as novel antimicrobial or antitumor leads is feasible.</p>
</div>
</front>
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<tree><noCountry><name sortKey="Huang, Jiayong" sort="Huang, Jiayong" uniqKey="Huang J" first="Jiayong" last="Huang">Jiayong Huang</name>
<name sortKey="Huo, Lini" sort="Huo, Lini" uniqKey="Huo L" first="Lini" last="Huo">Lini Huo</name>
<name sortKey="Jaiswal, Yogini" sort="Jaiswal, Yogini" uniqKey="Jaiswal Y" first="Yogini" last="Jaiswal">Yogini Jaiswal</name>
<name sortKey="Liang, Yan" sort="Liang, Yan" uniqKey="Liang Y" first="Yan" last="Liang">Yan Liang</name>
<name sortKey="Williams, Leonard" sort="Williams, Leonard" uniqKey="Williams L" first="Leonard" last="Williams">Leonard Williams</name>
<name sortKey="Xia, Xing" sort="Xia, Xing" uniqKey="Xia X" first="Xing" last="Xia">Xing Xia</name>
<name sortKey="Yan, Zhenshuo" sort="Yan, Zhenshuo" uniqKey="Yan Z" first="Zhenshuo" last="Yan">Zhenshuo Yan</name>
<name sortKey="Zhong, Jing" sort="Zhong, Jing" uniqKey="Zhong J" first="Jing" last="Zhong">Jing Zhong</name>
<name sortKey="Zhong, Zhenguo" sort="Zhong, Zhenguo" uniqKey="Zhong Z" first="Zhenguo" last="Zhong">Zhenguo Zhong</name>
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<country name="République populaire de Chine"><noRegion><name sortKey="Chen, Rui" sort="Chen, Rui" uniqKey="Chen R" first="Rui" last="Chen">Rui Chen</name>
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