Design, Synthesis and Biological Evaluation of Novel Thienylpyridyl- and Thioether-Containing Acetamides and Their Derivatives as Pesticidal Agents

Referring to the structural information of the “hit” compound A from the reported pharmacophore-based virtual screening, a series of novel thienylpyridyl- and thioether/sulfoxide/sulfone-containing acetamide derivatives have been designed and synthesized. The structures of new compounds were confirmed by 1H NMR, 13C NMR and HRMS. The single-crystal structure of A was firstly reported. All the new synthesized compounds were evaluated for insecticidal activities on Mythimna separata Walker and Plutella xylostella L. Through a step-by-step structural optimization, the high insecticidal agents, especially towards Plutella xylostella L., have been found, and thienylpyridyl- and sulfone/thioether-containing acetamides Iq, Io, Ib and A, which are comparable with the control insecticides cartap, triflumuron and chlorantraniliprole in the present study, can be used as novel lead structures for new insecticides innovation research. In addition, some of the compounds, e.g., A, Ih, Id, Io and Iq, also exhibited favourable fungicidal activities against Physalospora piricola, Rhizoctonia cerealis and Sclerotinia sclerotiorum and would provide useful guidance for the design and development of new fungicides.

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New Generation of Selective Androgen Receptor Degraders: Our Initial Design, Synthesis, and Biological Evaluation of New Compounds with Enzalutamide-Resistant Prostate Cancer Activity

Journal of Medicinal Chemistry ◽

10.1021/acs.jmedchem.8b00973 ◽

2018 ◽

Vol 62 (2) ◽

pp. 491-511 ◽

Cited By ~ 11

Author(s):

Dong-Jin Hwang ◽

Yali He ◽

Suriyan Ponnusamy ◽

Michael L. Mohler ◽

Thirumagal Thiyagarajan ◽

...

Keyword(s):

Prostate Cancer ◽

Androgen Receptor ◽

Biological Evaluation ◽

Design Synthesis ◽

Initial Design ◽

New Generation ◽

New Compounds ◽

Synthesis And Biological Evaluation ◽

Cancer Activity

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Design, Synthesis and Biological Evaluation of N-((2-phenyloxazol-4-yl)methyl) Pyrimidine Carboxamide Derivatives as Potential Fungicidal Agents

Heterocyclic Communications ◽

10.1515/hc-2020-0117 ◽

2020 ◽

Vol 26 (1) ◽

pp. 185-191

Author(s):

Danling Huang ◽

Shumin Zheng ◽

Yong-Xian Cheng

Keyword(s):

Sclerotinia Sclerotiorum ◽

Biological Evaluation ◽

Design Synthesis ◽

H Nmr ◽

Structure Activity ◽

Colletotrichum Fragariae ◽

New Compounds ◽

Synthesis And Biological Evaluation ◽

Commercial Fungicide ◽

C Nmr

Abstract Twelve N-((2-phenyloxazol-4-yl)methyl) pyrimidine carboxamide derivatives were designed, synthesized, and characterized by 1H NMR, 13C NMR, and HRMS. The fungicidal activities of these new compounds against Sclerotinia sclerotiorum, Botrytis cinereal, and Colletotrichum fragariae were evaluated. The results indicated that compounds 5b, 5f, and 5g displayed potential fungicidal activities against tested fungi, especially 5f exhibited IC50 value of 28.9 mg/L against S. sclerotiorum. Moreover, the compounds 5f and 5g showed IC50 values of 54.8 mg/L and 62.2 mg/L against C. fragariae respectively, which shows that they were more active than the commercial fungicide hymexazol. The superficial structure-activity relationships were discussed, which may be of benefit for the development of fungicides and discovery of novel fungicides.

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Design, Synthesis, and Biological Evaluation of a Series of 5- and 7-Hydroxycoumarin Derivatives as 5-HT1A Serotonin Receptor Antagonists

Pharmaceuticals ◽

10.3390/ph14030179 ◽

2021 ◽

Vol 14 (3) ◽

pp. 179

Author(s):

Kinga Ostrowska ◽

Anna Leśniak ◽

Zuzanna Czarnocka ◽

Jagoda Chmiel ◽

Magdalena Bujalska-Zadrożny ◽

...

Keyword(s):

Serotonin Receptor ◽

Biological Evaluation ◽

Antagonistic Activity ◽

Binding Affinities ◽

Design Synthesis ◽

5Ht1a Receptor ◽

Serotonin Receptor Antagonists ◽

Way 100635 ◽

New Compounds ◽

Synthesis And Biological Evaluation

We have designed and synthesized a series of 60 new 5- and 7-hydroxycoumarin derivatives bearing the piperazine moiety with the expected binding to 5-HT1A and 5-HT2A receptors. Molecular docking of all investigated compounds revealed subnanomolar estimates of 5-HT1AR Ki for three ligands and 5-HT2AR Ki for one ligand as well as numerous low nanomolar estimates of Ki for both receptors. Intrigued by these results we synthesized all 60 new derivatives using microwave-assisted protocols. We show that three new compounds show a relatively high antagonistic activity against the 5HT1A receptor, although lower than the reference compound WAY-100635. These compounds also showed relatively low binding affinities to the 5-HT2A receptor. We also provide a detailed structure–activity analysis of this series of compounds and compare it with previously obtained results for an exhaustive series of coumarin derivatives.

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Design, Synthesis and Biological Evaluation of of Novel Anticancer Agent tert-butyl 1-phenyl-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.781-784.2211 ◽

2013 ◽

Vol 781-784 ◽

pp. 2211-2214

Author(s):

Biao Shi ◽

Yi Qian Wang ◽

Yao Yang ◽

Peng Yu ◽

Kui Lu

Keyword(s):

Biological Activities ◽

Biological Properties ◽

Biological Evaluation ◽

Nmr Spectrum ◽

Design Synthesis ◽

H Nmr ◽

Growth Inhibitory ◽

Wide Range ◽

New Compounds ◽

Synthesis And Biological Evaluation

Indole and its derivatives extensively exist in nature, which showed a wide range of biological activities. Recently, there is a growing tendency to develop some new methods for the synthesis of novel indole derivatives and to study their biological properties. In this paper, we would like to report the design, synthesis and biological evaluation of a novel series of tricyclic indoles by employing Pictet-Spengler reaction as key step. All the target compounds were synthesized in four steps in 68-78% overall yield, which were characterized by 1H-NMR spectrum. All this new compounds were tested in an MTT assay on HepG2 and K562 and HT-29. Two of them showed tumor cell growth inhibitory good activity.

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