Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents
The discovery and development of novel inhibitors with activity against variants of human immunodeficiency virus type 1 (HIV-1) is pivotal for overcoming treatment failure. As our ongoing work on research of anti-HIV-1 inhibitors, 32 N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives were pre...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Universidade de São Paulo
2019-04-01
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| Series: | Brazilian Journal of Pharmaceutical Sciences |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502018000400620&lng=en&tlng=en |
| _version_ | 1828301327265955840 |
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| author | Zhiping Che Yuee Tian Shengming Liu Mei Hu Genqiang Chen |
| author_facet | Zhiping Che Yuee Tian Shengming Liu Mei Hu Genqiang Chen |
| author_sort | Zhiping Che |
| collection | DOAJ |
| description | The discovery and development of novel inhibitors with activity against variants of human immunodeficiency virus type 1 (HIV-1) is pivotal for overcoming treatment failure. As our ongoing work on research of anti-HIV-1 inhibitors, 32 N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives were prepared by introduction of the hydrazone fragments on the N-arylsulfonyl-3-acylindolyl skeleton and preliminarily screened in vitro as HIV-1 inhibitors for the first time. Among of all the reported analogues, eight compounds exhibited significant anti-HIV-1 activity, especially N-(3-nitro)phenylsulfonyl-3-acetylindole benzoyl hydrazone (18) and N-(3-nitro)phenylsulfonyl-3-acetyl-6-methylindole benzoyl hydrazone (23) displayed the most potent anti-HIV-1 activity with EC50 values of 0.26 and 0.31 μg/mL, and TI values of >769.23 and >645.16, respectively. It is noteworthy that introduction of R3 as the methyl group and R2 as the hydrogen group could result in more potent compounds. This suggested that introduction of R3 as the methyl group could be taken into account for further preparation of these kinds of compounds as anti-HIV-1 agents. |
| first_indexed | 2024-04-13T13:22:16Z |
| format | Article |
| id | doaj.art-e1680fb2a1e848a2a9f478a317670b68 |
| institution | Directory Open Access Journal |
| issn | 2175-9790 |
| language | English |
| last_indexed | 2024-04-13T13:22:16Z |
| publishDate | 2019-04-01 |
| publisher | Universidade de São Paulo |
| record_format | Article |
| series | Brazilian Journal of Pharmaceutical Sciences |
| spelling | doaj.art-e1680fb2a1e848a2a9f478a317670b682022-12-22T02:45:18ZengUniversidade de São PauloBrazilian Journal of Pharmaceutical Sciences2175-97902019-04-0154410.1590/s2175-97902018000417543S1984-82502018000400620Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agentsZhiping CheYuee TianShengming LiuMei HuGenqiang ChenThe discovery and development of novel inhibitors with activity against variants of human immunodeficiency virus type 1 (HIV-1) is pivotal for overcoming treatment failure. As our ongoing work on research of anti-HIV-1 inhibitors, 32 N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives were prepared by introduction of the hydrazone fragments on the N-arylsulfonyl-3-acylindolyl skeleton and preliminarily screened in vitro as HIV-1 inhibitors for the first time. Among of all the reported analogues, eight compounds exhibited significant anti-HIV-1 activity, especially N-(3-nitro)phenylsulfonyl-3-acetylindole benzoyl hydrazone (18) and N-(3-nitro)phenylsulfonyl-3-acetyl-6-methylindole benzoyl hydrazone (23) displayed the most potent anti-HIV-1 activity with EC50 values of 0.26 and 0.31 μg/mL, and TI values of >769.23 and >645.16, respectively. It is noteworthy that introduction of R3 as the methyl group and R2 as the hydrogen group could result in more potent compounds. This suggested that introduction of R3 as the methyl group could be taken into account for further preparation of these kinds of compounds as anti-HIV-1 agents.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502018000400620&lng=en&tlng=enBenzoyl hydrazoneHuman immunodeficiency virus type-1Inhibitor of virus replicationAnti-HIV-1 agent |
| spellingShingle | Zhiping Che Yuee Tian Shengming Liu Mei Hu Genqiang Chen Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents Brazilian Journal of Pharmaceutical Sciences Benzoyl hydrazone Human immunodeficiency virus type-1 Inhibitor of virus replication Anti-HIV-1 agent |
| title | Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents |
| title_full | Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents |
| title_fullStr | Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents |
| title_full_unstemmed | Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents |
| title_short | Discovery of N-arylsulfonyl-3-acylindole benzoyl hydrazone derivatives as anti-HIV-1 agents |
| title_sort | discovery of n arylsulfonyl 3 acylindole benzoyl hydrazone derivatives as anti hiv 1 agents |
| topic | Benzoyl hydrazone Human immunodeficiency virus type-1 Inhibitor of virus replication Anti-HIV-1 agent |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S1984-82502018000400620&lng=en&tlng=en |
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