Synthesis and anti-enterovirus activity of new analogues of MDL-860

Dobrikov, Georgi M.; Slavchev, Ivaylo; Nikolova, Ivelina; Stoyanova, Adelina; Nikolova, Nikolina; Mukova, Lucia; Nikolova, Rosica; Shivachev, Boris; Galabov, Angel S.

doi:10.1016/j.bmcl.2017.08.056

Cited by 7 publications

(7 citation statements)

References 18 publications

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“…Amide 59 and benzophenone 77 are moderately active toward HCoV-OC43 (SI 57 and 48.7, respectively). As in our previous studies, [15,16] compounds demonstrated strong selectivity toward different viruses and no broad-spectrum activity was observed. It is interesting to point out, that MDL-860 is inactive toward HAdV-5, HSV-1 and HCoV-OC43, and vice versa -all newly synthesized compounds (23-78) are not active against PV1, CVB1 and CVB3.…”

Section: In Vitro Antiviral Activitysupporting

confidence: 75%

“…The molecular design of compounds in this study was based on our previous experience in preparation of new diarylethers as antivirals. [15,16] We accomplished several small series of compounds (Figure 2), containing two aromatic fragments, bridged by heteroatom (O, S, and N).…”

Section: Chemistrymentioning

confidence: 99%

“…The aim of the present study is the synthesis of new MDL‐860 analogues, and screening of their in vitro activity against a panel of various viruses. Furthermore QSAR (quantitative structure activity‐relationship) models are derived for a panel of the newly synthesized compounds as well as compounds reported in our previous studies [15,16] . The models provide valuable insight into structural/physicochemical features of the compounds essential for the array of antiviral activities investigated.…”

Section: Introductionmentioning

confidence: 99%

“…Compound MDL-860 (Figure 1) was first reported in the 1980's and demonstrated significant in vitro activity against picornaviruses. [13,14] Since then, great number of MDL-860 analogues have been synthetized, [15,16] and their in vitro and in vivo antiviral activity has been determined. Many hit compounds with excellent activities against different enteroviruses have been discovered.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and QSAR Analysis of Diaryl Ethers and Their Analogues as Potential Antiviral Agents

et al. 2022

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A series of 42 diarylethers and their analogues were synthesized. All compounds were tested in vitro against six viruses. Two diarylethers in this series demonstrated selective and remarkable activity toward Human Coronavirus OC43 and Human Adenovirus 5 (SI 97.4 and 99.7, respectively). QSARs for the investigated antiviral activities were explored. The analysis was based on a large library of 113 diarylethers and their analogues comprising the compounds reported in this paper, as well as compounds previously synthesized and tested by us. Statistically reliable regression and discriminant models were derived which revealed structural and physicochemical features of the compounds important for the antiviral activities. These models may be used as guidance for synthesis of lead compounds with promising antiviral activity toward the investigated viruses.

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Section: In Vitro Antiviral Activitysupporting

confidence: 75%

Section: Chemistrymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis and QSAR Analysis of Diaryl Ethers and Their Analogues as Potential Antiviral Agents

et al. 2022

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“…N 3 -Aryl cytisine derivatives are quite rare, prepared either via nucleophilic substitution on electron-deficient aromatics − or more recently by constructing the benzene ring bonded to nitrogen using two different approaches: a multicomponent reaction to obtain the 3-methoxycarbonyl-5-phenyl derivative and a photochemical dehydrogenative methodology to obtain the p -methylphenyl derivative (Scheme ). , …”

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confidence: 99%

Synthesis of N-Arylcytisine Derivatives Using the Copper-Catalyzed Chan-Lam Coupling

et al. 2021

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N-Arylcytisine derivatives are quite rare. We report here a practical methodology to obtain these compounds. Using the copper-catalyzed Chan-Lam coupling, we synthesized new N-arylcytisine derivatives at room temperature, in air and using inexpensive phenylboronic acids. Cytisine and 3,5-dihalocytisines can act as substrates, and among the products, the p-Br-derivative 2r was used as a substrate to obtain biaryl derivatives under Pd-coupling conditions; ester 2j was converted into its acid and amide derivatives using classical carbodiimide conditions. This shows that the Chan-Lam cross-coupling reaction can be included as a versatile synthetic tool in the derivatization of natural products.

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Anti-enteroviral activity of new MDL-860 analogues: Synthesis, in vitro/in vivo studies and QSAR analysis

Nikolova

Slavchev

Ravutsov

et al. 2019

Bioorganic Chemistry

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Synthesis and anti-enterovirus activity of new analogues of MDL-860

Cited by 7 publications

References 18 publications

Synthesis and QSAR Analysis of Diaryl Ethers and Their Analogues as Potential Antiviral Agents

Synthesis and QSAR Analysis of Diaryl Ethers and Their Analogues as Potential Antiviral Agents

Synthesis of N-Arylcytisine Derivatives Using the Copper-Catalyzed Chan-Lam Coupling

Anti-enteroviral activity of new MDL-860 analogues: Synthesis, in vitro/in vivo studies and QSAR analysis

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