BIOMAT Database Logo BIOMAT Database Logo

Synthesis and biological evaluation of novel steroidal[17,16-d][1,2,4]triazolo[1,5-a]pyrimidines. 2012

Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, China.

The preparation of steroidal[17,16-d][1,2,4]triazolo[1,5-a]pyrimidines and their biological evaluation as potential anticancer agents are herein reported. These novel heterosteroids (2, 4) were prepared through the condensation reaction of 3-amino-1,2,4-triazole with 16-arylidene-17-ketosteroids (1, 3). All the synthesized compounds were evaluated for their anticancer activity in vitro against PC-3 (human prostatic carcinoma), MCF-7 (human breast carcinoma) and EC9706 (human esophageal carcinoma) cell lines. Among the screened compounds, 2i, 2n and 4f showed significant inhibitory activity against all the three human cell lines.

UI MeSH Term Description Entries
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000970 Antineoplastic Agents Substances that inhibit or prevent the proliferation of NEOPLASMS. Anticancer Agent,Antineoplastic,Antineoplastic Agent,Antineoplastic Drug,Antitumor Agent,Antitumor Drug,Cancer Chemotherapy Agent,Cancer Chemotherapy Drug,Anticancer Agents,Antineoplastic Drugs,Antineoplastics,Antitumor Agents,Antitumor Drugs,Cancer Chemotherapy Agents,Cancer Chemotherapy Drugs,Chemotherapeutic Anticancer Agents,Chemotherapeutic Anticancer Drug,Agent, Anticancer,Agent, Antineoplastic,Agent, Antitumor,Agent, Cancer Chemotherapy,Agents, Anticancer,Agents, Antineoplastic,Agents, Antitumor,Agents, Cancer Chemotherapy,Agents, Chemotherapeutic Anticancer,Chemotherapy Agent, Cancer,Chemotherapy Agents, Cancer,Chemotherapy Drug, Cancer,Chemotherapy Drugs, Cancer,Drug, Antineoplastic,Drug, Antitumor,Drug, Cancer Chemotherapy,Drug, Chemotherapeutic Anticancer,Drugs, Antineoplastic,Drugs, Antitumor,Drugs, Cancer Chemotherapy
D013256 Steroids A group of polycyclic compounds closely related biochemically to TERPENES. They include cholesterol, numerous hormones, precursors of certain vitamins, bile acids, alcohols (STEROLS), and certain natural drugs and poisons. Steroids have a common nucleus, a fused, reduced 17-carbon atom ring system, cyclopentanoperhydrophenanthrene. Most steroids also have two methyl groups and an aliphatic side-chain attached to the nucleus. (From Hawley's Condensed Chemical Dictionary, 11th ed) Steroid,Catatoxic Steroids,Steroids, Catatoxic
D014230 Triazoles Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3. Triazole
D045744 Cell Line, Tumor A cell line derived from cultured tumor cells. Tumor Cell Line,Cell Lines, Tumor,Line, Tumor Cell,Lines, Tumor Cell,Tumor Cell Lines
D060326 Chemistry Techniques, Synthetic Methods used for the chemical synthesis of compounds. Included under this heading are laboratory methods used to synthesize a variety of chemicals and drugs. Inorganic Synthesis,Inorganic Synthesis Methods,Inorganic Synthesis Techniques,Methods of Inorganic Synthesis,Methods of Organic Synthesis,Methods of Peptide Synthesis,Organic Synthesis,Organic Synthesis Methods,Organic Synthesis Techniques,Peptide Synthesis Methods,Peptide Synthesis Techniques,Peptide Synthesis, Synthetic,Synthetic Chemistry Techniques,Synthetic Peptide Synthesis,Chemistry Technique, Synthetic,Inorganic Syntheses,Inorganic Synthesis Method,Inorganic Synthesis Technique,Method, Inorganic Synthesis,Method, Organic Synthesis,Method, Peptide Synthesis,Methods, Inorganic Synthesis,Methods, Organic Synthesis,Methods, Peptide Synthesis,Organic Syntheses,Organic Synthesis Technique,Peptide Syntheses, Synthetic,Peptide Synthesis Method,Peptide Synthesis Technique,Syntheses, Inorganic,Syntheses, Organic,Syntheses, Synthetic Peptide,Synthesis Method, Inorganic,Synthesis Method, Peptide,Synthesis Methods, Inorganic,Synthesis Methods, Peptide,Synthesis Technique, Inorganic,Synthesis Technique, Organic,Synthesis Technique, Peptide,Synthesis Techniques, Inorganic,Synthesis Techniques, Organic,Synthesis Techniques, Peptide,Synthesis, Inorganic,Synthesis, Organic,Synthesis, Synthetic Peptide,Synthetic Chemistry Technique,Synthetic Peptide Syntheses,Technique, Inorganic Synthesis,Technique, Organic Synthesis,Technique, Peptide Synthesis,Technique, Synthetic Chemistry,Techniques, Inorganic Synthesis,Techniques, Organic Synthesis,Techniques, Peptide Synthesis,Techniques, Synthetic Chemistry
D020128 Inhibitory Concentration 50 The concentration of a compound needed to reduce population growth of organisms, including eukaryotic cells, by 50% in vitro. Though often expressed to denote in vitro antibacterial activity, it is also used as a benchmark for cytotoxicity to eukaryotic cells in culture. IC50,Concentration 50, Inhibitory

Related Publications

Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Synthesis and anti-tumor activities of novel [1,2,4]triazolo[1,5-a]pyrimidines.
May 2007, Molecules (Basel, Switzerland),
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Rational design, synthesis and biological evaluation of novel 2-(substituted amino)-[1,2,4]triazolo[1,5-a]pyrimidines as novel tubulin polymerization inhibitors.
December 2022, European journal of medicinal chemistry,
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Synthesis and fungicidal activities of new 1,2,4-triazolo[1,5-a]pyrimidines.
August 2009, Chemistry & biodiversity,
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Synthesis and electrophilic substitutions of novel pyrazolo[1,5-c]-1,2,4-triazolo[4,3-a]pyrimidines.
August 2011, Molecules (Basel, Switzerland),
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Chlorotrimethylsilane-promoted one-pot synthesis of steroidal[17,16-d]pyrimidines.
December 2010, Steroids,
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Synthesis of monomeric and dimeric steroids containing [1,2,4]triazolo[1,5-a]pyrimidines.
December 2016, Steroids,
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
1,2,4-Triazolo[1,5-a]pyrimidines in drug design.
March 2019, European journal of medicinal chemistry,
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Synthesis and evaluation of 1,2,4-triazolo[1,5-a]pyrimidines as antibacterial agents against Enterococcus faecium.
May 2015, Journal of medicinal chemistry,
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Synthesis of Novel 7-Substituted-5-phenyl-[1,2,4]triazolo[1,5-a] Pyrimidines with Anticonvulsant Activity.
January 2012, Iranian journal of pharmaceutical research : IJPR,
Li-Hua Huang, and Yong-Fei Zheng, and Yong-Zheng Lu, and Chuan-Jun Song, and Yan-Guang Wang, and Bin Yu, and Hong-Min Liu
Design, synthesis and evaluation of photoactivatable derivatives of microtubule (MT)-active [1,2,4]triazolo[1,5-a]pyrimidines.
July 2018, Bioorganic & medicinal chemistry letters,
Copied contents to your clipboard!