BIOMAT Database Logo BIOMAT Database Logo

Antimycobacterial activity: synthesis of novel 3-(substituted phenyl)-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]isoxazole analogues. 2011

Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Pharmacogenetic and Novel Therapeutic, Institute for Research in Molecular Medicine, Universiti of Sains Malysia, Pennag-11800, Malaysia. asraf80med@rediffmail.com

In this study, a series of novel 3-(substituted phenyl)-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]isoxazole analogues were synthesized and evaluated for antimycobacterial activity against Mycobacterium tuberculosis (MTB) H(37)Rv and isoniazid resistant M. tuberculosis (INHR-MTB). All the newly synthesized compounds were showing moderate to high inhibitory activities. The compound 6,7-dimethoxy-3-(4-chloro phenyl)-4H-indeno[1,2-c]isoxazole (4b) was found to be the most promising compound, active against MTB H(37)Rv and INHR-MTB with minimum inhibitory concentrations of 0.22 and 0.34 μM.

UI MeSH Term Description Entries
D007555 Isoxazoles Azoles with an OXYGEN and a NITROGEN next to each other at the 1,2 positions, in contrast to OXAZOLES that have nitrogens at the 1,3 positions. Isoxazole
D008826 Microbial Sensitivity Tests Any tests that demonstrate the relative efficacy of different chemotherapeutic agents against specific microorganisms (i.e., bacteria, fungi, viruses). Bacterial Sensitivity Tests,Drug Sensitivity Assay, Microbial,Minimum Inhibitory Concentration,Antibacterial Susceptibility Breakpoint Determination,Antibiogram,Antimicrobial Susceptibility Breakpoint Determination,Bacterial Sensitivity Test,Breakpoint Determination, Antibacterial Susceptibility,Breakpoint Determination, Antimicrobial Susceptibility,Fungal Drug Sensitivity Tests,Fungus Drug Sensitivity Tests,Sensitivity Test, Bacterial,Sensitivity Tests, Bacterial,Test, Bacterial Sensitivity,Tests, Bacterial Sensitivity,Viral Drug Sensitivity Tests,Virus Drug Sensitivity Tests,Antibiograms,Concentration, Minimum Inhibitory,Concentrations, Minimum Inhibitory,Inhibitory Concentration, Minimum,Inhibitory Concentrations, Minimum,Microbial Sensitivity Test,Minimum Inhibitory Concentrations,Sensitivity Test, Microbial,Sensitivity Tests, Microbial,Test, Microbial Sensitivity,Tests, Microbial Sensitivity
D009169 Mycobacterium tuberculosis A species of gram-positive, aerobic bacteria that produces TUBERCULOSIS in humans, other primates, CATTLE; DOGS; and some other animals which have contact with humans. Growth tends to be in serpentine, cordlike masses in which the bacilli show a parallel orientation. Mycobacterium tuberculosis H37Rv
D000900 Anti-Bacterial Agents Substances that inhibit the growth or reproduction of BACTERIA. Anti-Bacterial Agent,Anti-Bacterial Compound,Anti-Mycobacterial Agent,Antibacterial Agent,Antibiotics,Antimycobacterial Agent,Bacteriocidal Agent,Bacteriocide,Anti-Bacterial Compounds,Anti-Mycobacterial Agents,Antibacterial Agents,Antibiotic,Antimycobacterial Agents,Bacteriocidal Agents,Bacteriocides,Agent, Anti-Bacterial,Agent, Anti-Mycobacterial,Agent, Antibacterial,Agent, Antimycobacterial,Agent, Bacteriocidal,Agents, Anti-Bacterial,Agents, Anti-Mycobacterial,Agents, Antibacterial,Agents, Antimycobacterial,Agents, Bacteriocidal,Anti Bacterial Agent,Anti Bacterial Agents,Anti Bacterial Compound,Anti Bacterial Compounds,Anti Mycobacterial Agent,Anti Mycobacterial Agents,Compound, Anti-Bacterial,Compounds, Anti-Bacterial
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
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
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D024881 Drug Resistance, Bacterial The ability of bacteria to resist or to become tolerant to chemotherapeutic agents, antimicrobial agents, or antibiotics. This resistance may be acquired through gene mutation or foreign DNA in transmissible plasmids (R FACTORS). Antibiotic Resistance, Bacterial,Antibacterial Drug Resistance

Related Publications

Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Design, synthesis and antimycobacterial evaluation of novel 3-substituted-N-aryl-6,7-dimethoxy-3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide analogues.
August 2011, Bioorganic & medicinal chemistry letters,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Synthesis and antimycobacterial evaluation of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues.
November 2011, European journal of medicinal chemistry,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Synthesis and anticonvulsant activity of 3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide/carbothioamide analogues.
June 2013, Journal of enzyme inhibition and medicinal chemistry,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Discovery of novel antitubercular 3a,4-dihydro-3H-indeno[1,2-c]pyrazole-2-carboxamide/carbothioamide analogues.
September 2011, Bioorganic & medicinal chemistry letters,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
8-Bromo-3-phenyl-3a,4-dihydro-3H-chromeno[4,3-c]isoxazole-3a-carbo-nitrile.
February 2013, Acta crystallographica. Section E, Structure reports online,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Methyl 6-eth-oxy-3-phenyl-3a,4-dihydro-3H-chromeno[4,3-c]isoxazole-3a-car-boxylate.
February 2013, Acta crystallographica. Section E, Structure reports online,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Synthesis and bioactivity studies on new 4-(3-(4-Substitutedphenyl)-3a,4-dihydro-3H-indeno[1,2-c]pyrazol-2-yl) benzenesulfonamides.
December 2016, Journal of enzyme inhibition and medicinal chemistry,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
3-(2-Methyl-phen-yl)-3a,4-dihydro-3H-chromeno[4,3-c]isoxazole-3a-carbo-nitrile.
February 2013, Acta crystallographica. Section E, Structure reports online,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Synthesis and antimycobacterial activity of 4-[5-(substituted phenyl)-4, 5-dihydro-3-isoxazolyl]-2-methylphenols.
June 2008, Journal of enzyme inhibition and medicinal chemistry,
Mohamed Ashraf Ali, and Rusli Ismail, and Tan Soo Choon, and Suresh Pandian, and Mohamed Zaheen Hassan Ansari
Synthesis and antimycobacterial evaluation of novel 5,6-dimethoxy-1-oxo-2,5-dihydro-1H-2-indenyl-5,4-substituted phenyl methanone analogues.
December 2009, Bioorganic & medicinal chemistry letters,
Copied contents to your clipboard!