Rational design and synthesis of phenethyl-5-bromopyridyl thiourea derivatives as potent non-nucleoside inhibitors of HIV reverse transcriptase

Vig, Renu; Chen, Mao; Venkatachalam, T. K.; Tuel‐Ahlgren, Lisa; Sudbeck, Elise A.; Uckun, Fatih M.

doi:10.1016/s0968-0896(98)00108-4

Cited by 93 publications

(73 citation statements)

References 32 publications

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“…Clearly, the para-substituted group lies within a hydrophobic region indicated by the composite NNRTIbinding pocket (Figure 2a), which we constructed previously Vig et al, 1998;Mao et al, 1998). This region contains the aromatic rings of residues W229 and Y188, which would interact favourably with a *MS, molecular surface area calculated using Connolly's MS programme (Connolly, 1983).…”

Section: Resultsmentioning

confidence: 99%

“…Therefore, the development of novel antiviral agents that are effective against multidrugresistant HIV-1 has become a focal point of international AIDS research (Miles, 1997;Vig et al, 1998;Mao et al, 1998;Bell et al, 1995). Recently, we developed a computer model for the non-nucleoside reverse transcriptase inhibitor (NNRTI) binding pocket of HIV-1 RT as an effective tool for rational structure-based design of potent NNRTIs Sudbeck et al, 1998).…”

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confidence: 99%

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N-[2-(4-Methylphenyl)Ethyl]-N′-[2-(5-Bromopyridyl)]-Thiourea as a Potent Inhibitor of NNRTI-Resistant and Multidrug-Resistant Human Immunodeficiency Virus Type 1

Uckun

Chen²,

Pendergrass³

et al. 2000

Antivir Chem Chemother

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Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

N-[2-(4-Methylphenyl)Ethyl]-N′-[2-(5-Bromopyridyl)]-Thiourea as a Potent Inhibitor of NNRTI-Resistant and Multidrug-Resistant Human Immunodeficiency Virus Type 1

Uckun

Chen²,

Pendergrass³

et al. 2000

Antivir Chem Chemother

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“…Thus, these compounds can be considered as RT-related non-nucleoside inhibitors (NNIs) (Vig et al, 1998). Compounds derived from binding phenethyl-thiazolyl-thiourea can strongly interact with HIV-1 RT (D'Cruz and Uckun, 2006).…”

Section: Action Mechanism Of Synthetic Productsmentioning

confidence: 99%

Chemical Outbreak for Tobacco Mosaic Virus Control

Luvisi¹,

Panattoni²,

Materazzi³

et al. 2017

IJAB

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Tobacco mosaic virus (TMV) represents a paradigm in virology, and its control may open the way to effective treatment against phytoviruses. However, the use of chemicals to eliminate the virus from infected plants is very difficult. In this state of the art survey we include trials on a) natural compounds derived from organisms, b) synthetic compounds and c) plant or microorganism extracts, from 2006 to 2015. Plants have been the main source of natural products for anti-TMV tests in the last ten years, and Nicotiana tabacum was the main focus of research, particularly between 2014-2015. Since 2012, there has been a great increase in publications (+45%) and identified compounds (+241%). Between 2012-2015, an average of 31 papers were published and 140 compounds were tested each year, compared to 9 papers and 26 compounds in 2006-2011. Unfortunately, there is little information on the action mechanisms of newly discovered or modified compounds. Cross references to the basic structure of compounds is provided in this review. This chemical outbreak this massive interest in chemical solutions to TMV could be due to the increasing availability of instruments for the analysis of organic compounds. Alternatively Another explanation could be that the chemistry advances in synthesis, which have provided countless drugs with potential benefits for TMV control, have overwhelmed overloaded the plant pathology screening needed to discriminate between compounds and to provide useful agrochemicals for farmers.

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“…Optimization of this lead compound gave N- [2-(2-pyridyl) [12], which has been selected for clinical trials (Fig. 1 tensive structure-activity relationship (SAR) studies of the PETT compounds have been made [20,21]. For this purpose the structure of PETT is considered as a product of four parts (Fig.…”

Section: Antiviral Activitymentioning

confidence: 99%

Facile Synthesis of Non-nucleoside Compounds Starting from α-Chlorocarbenium Ions and Isocyanates as Potential HIV-1 Reverse Transcriptase Inhibitors

Hamed¹,

Zeid²,

Manaa³

2009

Zeitschrift Für Naturforschung B

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Chloro(phenyl)carbenium hexachloroantimonate salts react with isocyanates to afford either isoindolium (1) or benzoxazinium salts (2). Addition of one equivalent of alcohol to 2 led, after hydrolysis with aq. NaOH, to the formation of benzoxazin-2-ones 3. Treatment with a large excess of alcohol transformed the salts 1 and 2 to the corresponding isoindol-1-ones 11 and the isocyanates 5, respectively. Reaction of 5 with primary amines furnished the urea derivatives 6 in good yield. The biological activity of 6a -o against HIV-1 was determined.

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Rational design and synthesis of phenethyl-5-bromopyridyl thiourea derivatives as potent non-nucleoside inhibitors of HIV reverse transcriptase

Cited by 93 publications

References 32 publications

N-[2-(4-Methylphenyl)Ethyl]-N′-[2-(5-Bromopyridyl)]-Thiourea as a Potent Inhibitor of NNRTI-Resistant and Multidrug-Resistant Human Immunodeficiency Virus Type 1

N-[2-(4-Methylphenyl)Ethyl]-N′-[2-(5-Bromopyridyl)]-Thiourea as a Potent Inhibitor of NNRTI-Resistant and Multidrug-Resistant Human Immunodeficiency Virus Type 1

Chemical Outbreak for Tobacco Mosaic Virus Control

Facile Synthesis of Non-nucleoside Compounds Starting from α-Chlorocarbenium Ions and Isocyanates as Potential HIV-1 Reverse Transcriptase Inhibitors

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