SAR analysis of a series of acylthiourea derivatives possessing broad-spectrum antiviral activity

Burgeson, James R.; Moore, Ann M.; Boutilier, Jordan; Cerruti, Natasha R.; Gharaibeh, Dima N.; Lovejoy, Candace; Amberg, Sean M.; Hruby, Dennis E.; Tyavanagimatt, Shanthakumar; Allen, Robert D.; Dai, Dongcheng

doi:10.1016/j.bmcl.2012.05.035

Cited by 36 publications

(25 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Using high-throughput screening on a library of 206,000 small molecules, Dai and coworkers [15] identified two acylthiourea derivatives active against viruses. To further improve antiviral potency and to optimize drug-like properties, an exhaustive structure-activity relationship analysis was accomplished.…”

Section: Biological Aspectsmentioning

confidence: 99%

“…Thus, interesting structure-activity analyses are feasible for this class of compounds, including high-throughput screening on libraries and structure-activity relationship analysis to optimize drug-like properties. [15] In this review, special attention is devoted to the synthesis and chemistry, and structural, spectroscopic and biological aspects of 1-(acyl/aroyl)-3-substituted and 3,3-di-substituted thioureas. We focus our attention on the literature appearing after 2007, although some earlier works will be mentioned in order to give proper perspective on new developments.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

Saeed

Flörke

Erben

2013

Journal of Sulfur Chemistry

192

123

View full text Add to dashboard Cite

This review provides an overview of the chemistry, structure and potential applications of 1-(acyl/aroyl)-3-(mono-substituted) and 1-(acyl/aroyl)-3,3-(di-substituted) thioureas, with general formula R 1 C(O)N (1) HC(S)N (3) R 2 R 3 . In recent years, the title compounds have found extensive applications as ligands in coordination chemistry. The effect that nitrogen substituents exert on the intra-and intermolecular hydrogen-bonding interactions is discussed, including their role on the coordination properties displayed by these ligands. Novel applications of transition metal complexes bearing 1-(acyl/aroyl)-3-(mono-and di-substituted) thioureas are introduced. Biological aspects are also highlighted. As recently demonstrated, high-throughput screening assay and structure-activity analyses are feasible for this class of compounds. The chemical versatility of 1-(acyl)-3-(substituted) thiourea molecules and the derived metal complexes, together with the possibility of determining detailed structural properties, join biological applications in a promising interdisciplinary approach. The bibliography includes 382 references with emphasis on the literature appearing after 2007.

show abstract

Section: Biological Aspectsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

Saeed

Flörke

Erben

2013

Journal of Sulfur Chemistry

192

123

View full text Add to dashboard Cite

show abstract

“…ST-669 is a novel antiviral compound that has a spectrum of activity across a wide range of different virus families (22). The present study was undertaken to examine whether ST-669 also has activity against intracellular bacteria, with a primary focus on chlamydiae and Coxiella burnetii.…”

Section: Resultsmentioning

confidence: 99%

“…ST-669 is one of several acyl thiourea-based broad-spectrum antiviral molecules that were identified and characterized by researchers at Siga Technologies in a high-throughput screen of a chemically defined compound library (22). The compound has a high selective index and inhibits a wide variety of viruses, including dengue, human immunodeficiency, and vaccinia viruses at submillimolar concentrations.…”

mentioning

confidence: 99%

The Broad-Spectrum Antiviral Compound ST-669 Restricts Chlamydial Inclusion Development and Bacterial Growth and Localizes to Host Cell Lipid Droplets within Treated Cells

Sandoz

Valiant

Eriksen

et al. 2014

Antimicrob Agents Chemother

Self Cite

View full text Add to dashboard Cite

“…The experimental details with regard to the synthesis of LT1 have been reported previously in literatures [18]. However, some modifications in synthetic work and further characterization on the spectroscopic and analytical tasks were carried out and are discussed further in this report.…”

Section: Synthesis Of N-(4-nitrophenylcarbamothioyl)-n'-(4-methylbenzmentioning

confidence: 99%

An Efficient Palladium-Thiourea Catalysed Heck Cross-Coupling Reaction for Molecular Electronic Interest

Khairul

Shariff

Rahamathullah

et al. 2017

MST

View full text Add to dashboard Cite

The synthesis and utilization of C-C bonds formation are concerned about the key steps for the building of several conducting molecular electronics involving many asymmetric catalysts approached, which is an essential task that most researchers would ignore in preparing these materials to enhance the production yield of cross-coupling materials. Despite the enormous progress, there still remains a great demand for economic and practicable cross-coupling processes involving ultra-low catalyst loadings with high turnover numbers due to the employment of conventional metal catalyst. Thus, there has been an excessive interest to cultivate non-phosphine palladium catalysts for excellent achievement of activity, stability, and substrate tolerance which permit the coupling reactions to be conducted under mild reaction condition at ambient atmosphere. In this contribution, N-(4-nitrophenylcarbamothioyl)-N'-(4-methylbenzoyl) thiourea (LT1) and its metal complex of MLT1 featuring Pd (II) have been successfully characterised via typical spectroscopic methods namely; Infrared (IR) spectroscopy, Ultraviolet-visible (UV-Vis) spectroscopy, CHNS elemental analysis, and Nuclear Magnetic Resonance ( 1 H and 13 C NMR). In turn, catalytic studies of palladium catalyst (MLT1) were tested for its homogenous catalytic activity in Heck cross-coupling reaction. The reaction was monitored by Gas Chromatography-Flame Ionisation Detector (GC-FID). Results reveal that MLT1 exhibits 100% of conversion starting material into a cross-coupling product, which was alkene-based compound. Abstrak Palladium-Tiourea Yang Efisien Sebagai Katalis Reaksi Gandengan Silang Heck Untuk Molekul Elektronik.Sintesis dan penggunaan pembentukan ikatan C-C perlu diperhatikan sebagai langkah utama untuk membina beberapa molekul elektronik terkonduksi yang melibatkan banyak katalis-katalis asimetris, yang merupakan tugas yang sering diabaikan oleh kebanyakan peneliti dalam menyediakan bahan-bahan ini untuk meningkatkan pengeluaran hasil bahan gandengan silang. Meskipun telah banyak perkembangan dalam hal ini, masih ada permintaan yang tinggi untuk proses gandengan silang yang lebih ekonomis dan praktis yang hanya melibatkan pembekalan katalis yang sangat rendah dengan hasil perolehan yang tinggi dengan penggunaan katalis logam biasa. Oleh karena itu, terdapat banyak kepentingan untuk menghasilkan katalis paladium tanpa fosfina untuk pencapaian yang cemerlang dari segi aktivitas, kestabilan dan toleransi substrat yang membenarkan reaksi gandengan silang yang dijalankan dalam keadaan reaksi sederhana pada keadaan atmosfer tertentu. Dalam kajian ini, N-(4-nitrofenilcarbamotionil)-N'-(4-metilbenzoil) tiourea (LT1) dan kompleks logamnya yaitu MLT1 menampilkan Pd(II) telah berhasil dicirikan melalui kaidah spektroskopi yang biasa yaitu spektroskopi sinar inframerah (IR), spektroskopi Ultra-Lembayung Sinar Nampak (UV-Vis), analisis unsur CHNS dan Resonan Magnetik Nukleus ( 1 H dan 13 C NMR). Selanjutnya, tindak balas ini dipantau menggunakan Gas Chromatography-Fla...

show abstract

SAR analysis of a series of acylthiourea derivatives possessing broad-spectrum antiviral activity

Cited by 36 publications

References 12 publications

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

A review on the chemistry, coordination, structure and biological properties of 1-(acyl/aroyl)-3-(substituted) thioureas

The Broad-Spectrum Antiviral Compound ST-669 Restricts Chlamydial Inclusion Development and Bacterial Growth and Localizes to Host Cell Lipid Droplets within Treated Cells

An Efficient Palladium-Thiourea Catalysed Heck Cross-Coupling Reaction for Molecular Electronic Interest

Contact Info

Product

Resources

About