Identification of 1-isopropylsulfonyl-2-amine benzimidazoles as a new class of inhibitors of hepatitis B virus

Li, Yun Fei; Wang, Gui Feng; Luo, Yu; Huang, Wei; Tang, Wei; Feng, Chun; Li, Shi; Ren, Yu Dan; Zuo, Jian; Lu, Wei

doi:10.1016/j.ejmech.2007.03.005

Cited by 40 publications

(15 citation statements)

References 18 publications

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“…Recently, a series of novel bis (Lamino acid) ester prodrugs of 9[2 (phosphonomethoxy)ethyl]adenine [4] was synthesized and reported for their antiHBV and toxic activities by Fu et al [9] and a similar series of compounds comprising of 2amino6arylthio9[2(phosphonoethoxy)ethyl] purine bis(2, 2, 2 trifluoroethyl) esters [5]was earlier studied by Sekiya et al[10] . However, an entirely new class of antiHBV agents comprising of 1isopropylsulfonyl2amine benzimidazoles [6, 7] was reported by Li et al [11].…”

Section: Methodsmentioning

confidence: 99%

A QSAR study on some series of anti-hepatitis B virus (HBV) agents

Arora¹,

Patil²,

Gupta³

2010

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A quantitative structureactivity relationship (QSAR) study has been made on some series of antihepatitis B virus (HBV) agents, namely, a series of novel bis(Lamino acid) ester prodrugs of 9[2(phosphonomethoxy)ethyl]adenine, a similar series of compounds comprising of 2 amino6arylthio9[2(phosphonoethoxy)ethyl] purine bis(2,2,2 trifluoroethyl) esters, and a series of 1isopropylsulfonyl2amine benzimidazoles. In each case significant correlations are found between the antiHBV potencies and some physicochemical and steric properties of the compounds, indicating that for the first two series the activity is controlled by the hydrophobic and the bulk properties of the molecules and, for the third series, the steric and hydrogen bonding properties of compounds are crucial for their antiHBV potency.

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Section: Methodsmentioning

confidence: 99%

A QSAR study on some series of anti-hepatitis B virus (HBV) agents

Arora¹,

Patil²,

Gupta³

2010

Bioinformation

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“…In order to develop potent anti-HBV inhibitors, a series of potent HBV inhibitors of 1-isopropylsulfonyl-2-amine benzimidazole derivatives were also designed, synthesized and evaluated for their anti-HBV activity and cytotoxicity in the HepG2.2.15 cells. Among these derivatives, compound 65 ( Figure 14) possesses the best activity with IC 50 value of 0.70 μM and high selectivity index value of 274 [149].…”

Section: Key Discovery In Anti-hbv Researchmentioning

confidence: 97%

Recent Advance of the Hepatitis B Virus Inhibitors: A Medicinal Chemistry Overview

et al. 2015

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Hepatitis B Virus (HBV) is one of the most prevalent viral infections of human worldwide. The therapies are limited in the clinical context because of negative side effects of interferons and the development of viral resistance to the nucleoside/nucleotide inhibitors. In this review, we summarize the recent advances in design and development of potent anti-HBV inhibitors from natural sources and synthetic compounds, targeting different steps in the life cycle of HBV. We attempt to emphasize the major structural modifications, mechanisms of action and computer-aided docking analysis of novel potent inhibitors that need to be addressed in the future to design potent anti-HBV molecules.

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“…N-(2-amino-1-(propane-2-sulfonyl)-1H-benzo[d]-imidazol-6-yl)-2,6-difluoro-benzamide, 18, and N 5 ,N 5 -bis-(3-methoxy-benzyl)-1-(propane-2-sulfonyl)-1H-benzimidazole-2,5-diamine, 19, emerged as potent antiviral agent with IC 50 value of 0.7 lM during identification of 1-isopropylsulfonyl-2-amine benzimidazoles as a new class of hepatitis B virus inhibitors (Li et al, 2007). Ishida et al synthesized a series of 1-cycloalkyl-2-phenyl-1H-benzimidazole-5-carboxylic acid derivatives and evaluated their inhibitory activity against hepatitis C virus NS5B RNA-dependent RNA polymerase.…”

Section: Benzimidazoles As Antihepatitic Agentsmentioning

confidence: 99%

Benzimidazole: a medicinally important heterocyclic moiety

2010

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Benzimidazole nucleus is a constituent of many bioactive heterocyclic compounds that are of wide interest because of their diverse biological and clinical applications. Moreover, benzimidazole derivatives are structural isosters of naturally occurring nucleotides, which allows them to interact easily with the biopolymers of the living system. This created interest in researchers who have synthesized variety of benzimidazole derivatives and screened them for their various biological activities, viz.

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Identification of 1-isopropylsulfonyl-2-amine benzimidazoles as a new class of inhibitors of hepatitis B virus

Cited by 40 publications

References 18 publications

A QSAR study on some series of anti-hepatitis B virus (HBV) agents

A QSAR study on some series of anti-hepatitis B virus (HBV) agents

Recent Advance of the Hepatitis B Virus Inhibitors: A Medicinal Chemistry Overview

Benzimidazole: a medicinally important heterocyclic moiety

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