Abstract
Background: The human immunodeficiency virus (HIV)/acquired immunodeficiency syndrome (AIDS) has always been a global health threat and leading cause of deaths. However, due to the emergence of drug-resistant HIV, an inevitable consequence of increasing use of antiretroviral drugs posed a major threat to antiretroviral therapy success.
Objective: The discovery of anti-HIV-1 agents will be used for the effective treatment of HIV/AIDS.
Method: In continuation of our program aimed to discover anti-HIV-1 agents, twelve matrine derivatives, such as 14-formyl-15-aryloxy/methoxymatrines (3a-j) and 14-aryloxymethylidenylmatrines (3k,l), were semi-prepared from matrine, and evaluated against HIV-1 IIIB replication in acutely infected C8166 cells in vitro.
Results: Among them, compound 3j showed the most potent anti-HIV-1 activity with EC50 and therapeutic index (TI) values of 1.79 µg/mL, and 98.2, respectively.
Conclusion: It has been demonstrated that the positions of methyl on the phenyl ring and 14- formylmatrine-15-oxy on the naphthyl ring were very important for the activity. It will lay the foundation for further structural modification and application of matrines as HIV-1 inhibitors.
Keywords: Matrine derivatives, AIDS, HIV-1, inhibitors, antiretroviral drugs, peptide drugs, matrines.
Medicinal Chemistry
Title:14-Formyl-15-aryloxy/methoxymatrine and 14-Aryloxymethylidenyl-matrine Derivatives as Anti-HIV-1 Agents
Volume: 14 Issue: 3
Author(s): Jiulin Huang, Si-Ying Xiang, Min Lv*, Liu-Meng Yang, Yuanyuan Zhang, Yong-Tang Zheng*Hui Xu*
Affiliation:
- Research Institute of Pesticidal Design & Synthesis, College of Chemistry and Pharmacy/Plant Protection, Northwest A&F University, Yangling 712100,China
- Key Laboratory of Bioactive Peptides of Yunnan Province/Key Laboratory of Animal Models and Human Diseases Mechanisms of Chinese Academy of Sciences, Kunming Institute of Zoology, Chinese Academy of Sciences, Kunming, Yunnan 650223,China
- Research Institute of Pesticidal Design & Synthesis, College of Chemistry and Pharmacy/Plant Protection, Northwest A&F University, Yangling 712100,China
Keywords: Matrine derivatives, AIDS, HIV-1, inhibitors, antiretroviral drugs, peptide drugs, matrines.
Abstract: Background: The human immunodeficiency virus (HIV)/acquired immunodeficiency syndrome (AIDS) has always been a global health threat and leading cause of deaths. However, due to the emergence of drug-resistant HIV, an inevitable consequence of increasing use of antiretroviral drugs posed a major threat to antiretroviral therapy success.
Objective: The discovery of anti-HIV-1 agents will be used for the effective treatment of HIV/AIDS.
Method: In continuation of our program aimed to discover anti-HIV-1 agents, twelve matrine derivatives, such as 14-formyl-15-aryloxy/methoxymatrines (3a-j) and 14-aryloxymethylidenylmatrines (3k,l), were semi-prepared from matrine, and evaluated against HIV-1 IIIB replication in acutely infected C8166 cells in vitro.
Results: Among them, compound 3j showed the most potent anti-HIV-1 activity with EC50 and therapeutic index (TI) values of 1.79 µg/mL, and 98.2, respectively.
Conclusion: It has been demonstrated that the positions of methyl on the phenyl ring and 14- formylmatrine-15-oxy on the naphthyl ring were very important for the activity. It will lay the foundation for further structural modification and application of matrines as HIV-1 inhibitors.
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Cite this article as:
Huang Jiulin, Xiang Si-Ying, Lv Min *, Yang Liu-Meng , Zhang Yuanyuan , Zheng Yong-Tang*, Xu Hui*, 14-Formyl-15-aryloxy/methoxymatrine and 14-Aryloxymethylidenyl-matrine Derivatives as Anti-HIV-1 Agents, Medicinal Chemistry 2018; 14 (3) . https://dx.doi.org/10.2174/1573406413666171002120310
DOI https://dx.doi.org/10.2174/1573406413666171002120310 |
Print ISSN 1573-4064 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6638 |
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