BIOMAT Database Logo BIOMAT Database Logo

Synthesis, antiviral activity, and biological properties of vinylacetylene analogs of enviroxime. 1997

F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
Infectious Diseases Research, Lilly Research Laboratories, Indianapolis, Indiana 46285, USA.

A series of vinylacetylene analogs of Enviroxime (1) was synthesized. The new compounds are potent inhibitors of poliovirus in tissue culture. Cross-sensitivity with Enviroxime-derived mutants shows that the new compounds have the same mechanism of action as Enviroxime, which involves the viral 3A protein. In studies with Rhesus monkeys, the p-fluoro derivative 12 was found to be unique in providing oral bioavailability. Metabolism studies using hepatic microsomes suggest that this procedure would be a useful in vitro method for selecting the appropriate animal model for testing oral absorption. Compound 12 was found to be efficacious by oral administration in treating a Coxsackie A21 infection in CD-1 mice.

UI MeSH Term Description Entries
D008253 Macaca mulatta A species of the genus MACACA inhabiting India, China, and other parts of Asia. The species is used extensively in biomedical research and adapts very well to living with humans. Chinese Rhesus Macaques,Macaca mulatta lasiota,Monkey, Rhesus,Rhesus Monkey,Rhesus Macaque,Chinese Rhesus Macaque,Macaca mulatta lasiotas,Macaque, Rhesus,Rhesus Macaque, Chinese,Rhesus Macaques,Rhesus Macaques, Chinese,Rhesus Monkeys
D008297 Male Males
D008862 Microsomes, Liver Closed vesicles of fragmented endoplasmic reticulum created when liver cells or tissue are disrupted by homogenization. They may be smooth or rough. Liver Microsomes,Liver Microsome,Microsome, Liver
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D010091 Oximes Compounds that contain the radical R2C Aldoximes,Hydroxyimino Compounds,Ketoxime,Ketoximes,Oxime,Compounds, Hydroxyimino
D011916 Rats, Inbred F344 An inbred strain of rat that is used for general BIOMEDICAL RESEARCH purposes. Fischer Rats,Rats, Inbred CDF,Rats, Inbred Fischer 344,Rats, F344,Rats, Inbred Fisher 344,CDF Rat, Inbred,CDF Rats, Inbred,F344 Rat,F344 Rat, Inbred,F344 Rats,F344 Rats, Inbred,Inbred CDF Rat,Inbred CDF Rats,Inbred F344 Rat,Inbred F344 Rats,Rat, F344,Rat, Inbred CDF,Rat, Inbred F344,Rats, Fischer
D004770 Enterovirus A genus of the family PICORNAVIRIDAE whose members preferentially inhabit the intestinal tract of a variety of hosts. The genus contains many species. Newly described members of human enteroviruses are assigned continuous numbers with the species designated "human enterovirus". Coxsackie Viruses,Coxsackieviruses
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D000998 Antiviral Agents Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. Antiviral,Antiviral Agent,Antiviral Drug,Antivirals,Antiviral Drugs,Agent, Antiviral,Agents, Antiviral,Drug, Antiviral,Drugs, Antiviral

Related Publications

F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
Synthesis and antiviral activity of C2 analogs of enviroxime: an exploration of the role of critical functionality.
October 1997, Journal of medicinal chemistry,
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
[Acyclic analogs of ribavirin. Synthesis and antiviral activity].
May 1988, Bioorganicheskaia khimiia,
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
Synthesis and antiviral activity of novel isonucleoside analogs.
April 1993, Journal of medicinal chemistry,
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
Synthesis and antiviral properties of 5-vinylpyrimidine nucleoside analogs.
January 1984, Pharmacology & therapeutics,
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
SYNTHESIS AND BIOLOGICAL ACTIVITY OF PYRIDOXINE ANALOGS.
May 1962, Journal of medicinal and pharmaceutical chemistry,
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
Synthesis and biological activity of acronycine analogs.
March 1972, Journal of medicinal chemistry,
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
Synthesis and biological properties of stable phosmidosine analogs.
January 2003, Nucleic acids research. Supplement (2001),
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
[Synthesis of HBB analogs with potential antiviral activity].
January 1978, Acta poloniae pharmaceutica,
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
Synthesis and biological activity of nifuroxazide and analogs.
March 1997, Bollettino chimico farmaceutico,
F Victor, and T J Brown, and K Campanale, and B A Heinz, and L A Shipley, and K S Su, and J Tang, and L M Vance, and W A Spitzer
Synthesis and antiviral activity of 2-substituted analogs of triciribine.
December 2003, Nucleosides, nucleotides & nucleic acids,
Copied contents to your clipboard!