A regio- and stereoselective 1,3-dipolar cycloaddition for the synthesis of novel spiro-pyrrolothiazolyloxindoles and their antitubercular evaluation

European Journal of Medicinal Chemistry

Volumn 45, Issue 12, 2010, Pages 5653-5661

  Prasanna, Pitchaimani ^a   Balamurugan, Kamaraj ^a   Perumal, Subbu ^a   Yogeeswari, Perumal ^b   Sriram, Dharmarajan ^b  

^a MADURAI KAMARAJ UNIVERSITY   (India)

^b BIRLA INSTITUTE OF TECHNOLOGY AND SCIENCE   (India)

Author keywords

1,3 Dipolar cycloaddition; 2 (Arylmethylene) 2,3 dihydro 1H inden 1 ones; Antitubercular activity; Azomethine ylide; Mycobacterium tuberculosis; Spiro pyrrolothiazolyloxindoles

Indexed keywords

CIPROFLOXACIN; ETHAMBUTOL; OXINDOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2 CHLOROPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2 METHYLPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2 THIENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2,3 DICHLOROPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 BROMOPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 CHLOROPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 FLUROPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 METHOXYPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 METHYLPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' CHLOROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 NITROPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' NITROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2,3 DICHLOROPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3]THIAZOLE; SPIRO[5.3'] 5' NITROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 BROMOPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' NITROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 CHLOROPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' NITROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 METHOXYPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] 5' NITROOXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 METHYLPHENYL)TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2 CHLOROPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2 METHYLPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2 THIENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (2,3 DICHLOROPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 BROMOPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 CHLOROPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 FLUROPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 METHOXYPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 METHYLPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; SPIRO[5.3'] OXINDOLE SPIRO[6.3''] 2,3 DIHYDRO 1H INDEN 1'' ONE 7 (4 NITROPHENYL) TETRAHYDRO 1H PYRROLO[1,2 C][1,3] THIAZOLE; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG; UNINDEXED DRUG;

AGAR DILUTION; ANTIMICROBIAL ACTIVITY; ARTICLE; CYCLOADDITION; DRUG SCREENING; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; STEREOCHEMISTRY;

ANTITUBERCULAR AGENTS; CYCLIZATION; INDOLES; MICROBIAL SENSITIVITY TESTS; MOLECULAR CONFORMATION; MYCOBACTERIUM TUBERCULOSIS; SPIRO COMPOUNDS; STEREOISOMERISM;

EID: 78649319292     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.09.019     Document Type: Article

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