BIOMAT Database Logo BIOMAT Database Logo

Design, synthesis and biological evaluation of novel antitumor spirodihydrothiopyran-oxindole derivatives. 2019

Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
School of Food and Biological Engineering, Shaanxi University of Science & Technology, Weiyang College Park, Xi'an 710021, People's Republic of China.

Sulfur containing spiroheterocyclic oxindoles are promising privileged scaffolds in medicinal chemistry and drug discovery. Previously, we identified a new class of spirodihydrothiopyran-oxindoles with good in vitro antitumor activity against A549 lung cancer cell line. Herein, various spirooxindole-dihydrothiopyrans with diverse substitutions were synthesized and assayed to investigate the structure-activity relationships. Among the derivatives, compounds 4b, 4i, 4m, 4n and 4q displayed superior or comparable antitumor activity than nutlin-3. Molecular mechanism study revealed this scaffold displayed moderate MDM2 inhibitory activity, significantly induced cancer cell apoptosis and arrested cell cycle at G0/G1 phase, which represented a good lead compound for antitumor drug discovery.

UI MeSH Term Description Entries
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000078183 Oxindoles Benzopyrroles with the nitrogen at the number one carbon adjacent to the benzyl and a carbonyl at the pyrrole ring typically at the 2-position. Ajmalicine Oxindole,Ajmalicine Oxindoles,Ajmalicine-Type Oxindole,Ajmalicine-Type Oxindoles,Indolinone,Indolinone Derivative,Macroline Oxindole,Macroline Oxindoles,Macroline-Type Oxindole,Macroline-Type Oxindoles,Oxazolidinone Derivative,Oxindole Alkaloid,Oxindole Alkaloid Derivative,Oxindole Derivative,Indolinone Derivatives,Indolinones,Oxazolidinone Derivatives,Oxindole Alkaloid Derivatives,Oxindole Alkaloids,Oxindole Derivatives,Ajmalicine Type Oxindole,Ajmalicine Type Oxindoles,Alkaloid Derivative, Oxindole,Alkaloid, Oxindole,Derivative, Indolinone,Derivative, Oxazolidinone,Derivative, Oxindole,Derivative, Oxindole Alkaloid,Macroline Type Oxindole,Macroline Type Oxindoles,Oxindole, Ajmalicine,Oxindole, Ajmalicine-Type,Oxindole, Macroline,Oxindole, Macroline-Type,Oxindoles, Ajmalicine,Oxindoles, Ajmalicine-Type,Oxindoles, Macroline,Oxindoles, Macroline-Type
D013141 Spiro Compounds Cyclic compounds that include two rings which share a single atom (usually a carbon). The simplest example of this type of compound is Spiro[2.2]pentane, which looks like a bow tie. Compounds, Spiro
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships

Related Publications

Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, synthesis and biological evaluation of novel antitumor spirotetrahydrothiopyran-oxindole derivatives as potent p53-MDM2 inhibitors.
October 2017, Bioorganic & medicinal chemistry,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, synthesis, and biological evaluation of oxindole derivatives as antidepressive agents.
November 2015, Bioorganic & medicinal chemistry letters,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, synthesis, and biological antitumor evaluation of tetrahydroisoquinoline derivatives.
May 2024, Bioorganic & medicinal chemistry letters,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, synthesis and biological evaluation of 3-substituted-2-oxindole hybrid derivatives as novel anticancer agents.
July 2017, European journal of medicinal chemistry,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, synthesis, and biological evaluation of novel tetrahydroisoquinoline derivatives as potential antitumor candidate.
March 2017, Chemical biology & drug design,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, synthesis and biological evaluation of N-phenylsulfonylnicotinamide derivatives as novel antitumor inhibitors.
February 2012, Bioorganic & medicinal chemistry,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Novel chiral matrine derivatives as potential antitumor agents: Design, synthesis and biological evaluation.
May 2024, Bioorganic chemistry,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, synthesis and antitumor evaluation of novel celastrol derivatives.
July 2019, European journal of medicinal chemistry,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, synthesis and biological evaluation of novel oxindole analogs as antitubercular agents.
August 2023, Future medicinal chemistry,
Wei Liu, and Shuqiang Chen, and Fan Zhang, and Shipeng He, and Shengzheng Wang, and Chunquan Sheng
Design, Synthesis, and Biological Evaluation of Novel Biotinylated Podophyllotoxin Derivatives as Potential Antitumor Agents.
January 2019, Frontiers in chemistry,
Copied contents to your clipboard!