Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl Hybrids
In the present study, the synthesis of three 1,8-naphthalimide-acridinyl hybrids (2a, 2b, and 5b) using N-amido-1,8-naphthalimides (1 and 4) and acridinyl isothiocyanates is reported. The newly synthesized hybrids were evaluated for their anticancer activity in six human cancer cell lines (HL-60, MT...
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| Format: | Article |
| Language: | English |
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Wiley
2020-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2020/7989852 |
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| author | Rui Chen Caiying Yuan Yogini Jaiswal Lini Huo Dianpeng Li Leonard Williams Jing Zhong Yan Liang |
| author_facet | Rui Chen Caiying Yuan Yogini Jaiswal Lini Huo Dianpeng Li Leonard Williams Jing Zhong Yan Liang |
| author_sort | Rui Chen |
| collection | DOAJ |
| description | In the present study, the synthesis of three 1,8-naphthalimide-acridinyl hybrids (2a, 2b, and 5b) using N-amido-1,8-naphthalimides (1 and 4) and acridinyl isothiocyanates is reported. The newly synthesized hybrids were evaluated for their anticancer activity in six human cancer cell lines (HL-60, MT-4, HepG2, HeLa, SK-OV-3, and MCF-7). Their inhibition activity against DNA-topoisomerase I (Topo I) and Electrophorus electricus acetylcholinesterase (AChE) was also studied. The results indicate that 2b displayed good cytotoxicity for MT-4, HepG2, HeLa, and SK-OV-3 with the IC50 values of 14.66 ± 0.31, 27.32 ± 2.67, 17.51 ± 0.34, and 32.26 ± 1.74 μM, respectively. All compounds, especially 2b, exhibited obvious bands corresponding to DNA fragments at 0.5 mM concentration, further confirming the pharmacological mechanism related to the Topo I inhibitory activities. In addition, compound 2a exhibited higher inhibition activity against AChE than 2b and 5b, with IC50 values of 0.32 ± 0.04 mM, and the acridinyl ring may contribute to the activity of 2a. |
| format | Article |
| id | doaj-art-32fcf3eec0344ff5934c3eaa431a4b39 |
| institution | OA Journals |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2020-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-32fcf3eec0344ff5934c3eaa431a4b392025-08-20T02:24:21ZengWileyJournal of Chemistry2090-90632090-90712020-01-01202010.1155/2020/79898527989852Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl HybridsRui Chen0Caiying Yuan1Yogini Jaiswal2Lini Huo3Dianpeng Li4Leonard Williams5Jing Zhong6Yan Liang7Guangxi University of Chinese Medicine, Nanning 530222, ChinaGuangxi University of Chinese Medicine, Nanning 530222, ChinaCenter for Excellence in Post-Harvest Technologies, North Carolina A&T State University, The North Carolina Research Campus, 500 Laureate Way, Kannapolis, NC 28081, USAGuangxi University of Chinese Medicine, Nanning 530222, ChinaSchool of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, ChinaCenter for Excellence in Post-Harvest Technologies, North Carolina A&T State University, The North Carolina Research Campus, 500 Laureate Way, Kannapolis, NC 28081, USAGuangxi University of Chinese Medicine, Nanning 530222, ChinaGuangxi Medical University, Nanning 530021, ChinaIn the present study, the synthesis of three 1,8-naphthalimide-acridinyl hybrids (2a, 2b, and 5b) using N-amido-1,8-naphthalimides (1 and 4) and acridinyl isothiocyanates is reported. The newly synthesized hybrids were evaluated for their anticancer activity in six human cancer cell lines (HL-60, MT-4, HepG2, HeLa, SK-OV-3, and MCF-7). Their inhibition activity against DNA-topoisomerase I (Topo I) and Electrophorus electricus acetylcholinesterase (AChE) was also studied. The results indicate that 2b displayed good cytotoxicity for MT-4, HepG2, HeLa, and SK-OV-3 with the IC50 values of 14.66 ± 0.31, 27.32 ± 2.67, 17.51 ± 0.34, and 32.26 ± 1.74 μM, respectively. All compounds, especially 2b, exhibited obvious bands corresponding to DNA fragments at 0.5 mM concentration, further confirming the pharmacological mechanism related to the Topo I inhibitory activities. In addition, compound 2a exhibited higher inhibition activity against AChE than 2b and 5b, with IC50 values of 0.32 ± 0.04 mM, and the acridinyl ring may contribute to the activity of 2a.http://dx.doi.org/10.1155/2020/7989852 |
| spellingShingle | Rui Chen Caiying Yuan Yogini Jaiswal Lini Huo Dianpeng Li Leonard Williams Jing Zhong Yan Liang Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl Hybrids Journal of Chemistry |
| title | Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl Hybrids |
| title_full | Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl Hybrids |
| title_fullStr | Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl Hybrids |
| title_full_unstemmed | Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl Hybrids |
| title_short | Synthesis and Biological Evaluation of Some 1,8-Naphthalimide-Acridinyl Hybrids |
| title_sort | synthesis and biological evaluation of some 1 8 naphthalimide acridinyl hybrids |
| url | http://dx.doi.org/10.1155/2020/7989852 |
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