Synthetic and biological studies of tubulin targeting C2-substituted 7-deazahypoxanthines derived from marine alkaloid rigidins

ChemMedChem

Volumn 9, Issue 7, 2014, Pages 1428-1435

  Scott, Robert ^a   Karki, Menuka ^b   Reisenauer, Mary R ^c   Rodrigues, Roberta ^a   Dasari, Ramesh ^a   Smith, W Ross ^a   Pelly, Stephen C ^d   Van Otterlo, Willem A L ^d   Shuster, Charles B ^b   Rogelj, Snezna ^c   Magedov, Igor V ^c   Frolova, Liliya V ^c   Kornienko, Alexander ^a  

^a Texas State University   (United States)

^b NEW MEXICO STATE UNIVERSITY   (United States)

^c NEW MEXICO INSTITUTE OF MINING AND TECHNOLOGY   (United States)

^d STELLENBOSCH UNIVERSITY   (South Africa)

Author keywords

7 deazapurines; alkaloids; drug discovery; privileged structures; pyrrolo 2,3 d pyrimidines

Indexed keywords

3 [[6 (4 CHLOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE] 5 FLUOROINDOLIN 2 ONE; 3 [[6 (4 CHLOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE] 5 NITROINDOLIN 2 ONE; 3 [[6 (4 FLUOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE] 5 METHOXYINDOLIN 2 ONE; 3 [[6 (4 METHOXYPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]5 METHOXYINDOLIN 2 ONE; 3 [[6 CHLOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 3 [[6 PHENYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE] 5 NITROINDOLIN 2 ONE; 3[[6 4 TOLYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 CHLORO 3 [[6 (4 CHLOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 CHLORO 3 [[6 (4 FLUOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 CHLORO 3 [[6 (4 METHOXYPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 CHLORO 3 [[6 4 TOLYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 CHLORO 3 [[6 PHENYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 FLUORO 3 [[6 (4 FLUOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 FLUORO 3 [[6 (4 METHOXYPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 FLUORO 3 [[6 4 TOLYL 2 (3,4,5 TRIMETHOXYPHENYL) IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 FLUORO 3 [[6 PHENYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 METHOXY 3 [[6 (4 METHOXYPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 METHOXY 3 [[6 4 TOLYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 5 METHOXY 3 [[6 PHENYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 6 CHLORO 3 [[6 (4 CHLOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 6 CHLORO 3 [[6 (4 FLUOROPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 6 CHLORO 3 [[6 (4 METHOXYPHENYL) 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 6 CHLORO 3 [[6 4 TOLYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; 6 CHLORO 3 [[6 PHENYL 2 (3,4,5 TRIMETHOXYPHENYL)IMIDAZO[2,1 B][1,3,4]THIADIAZOL 5 YL]METHYLENE]INDOLIN 2 ONE; BETA ACTIN; COLCHICINE; COMBRETASTATIN A4; CYCLIN B1; OXINDOLE; TUBULIN; UNCLASSIFIED DRUG; ALKALOID; HYPOXANTHINE DERIVATIVE; PYRIMIDINE DERIVATIVE; PYRROLE DERIVATIVE; PYRROLO(2,3-D)PYRIMIDINE; TUBULIN MODULATOR;

ANTIPROLIFERATIVE ACTIVITY; ARTICLE; BREAST CANCER CELL LINE; CELL CYCLE; CELL GROWTH; CELL VIABILITY; COLON CANCER; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG BINDING SITE; DRUG CYTOTOXICITY; DRUG SCREENING; DRUG SYNTHESIS; G2 PHASE CELL CYCLE CHECKPOINT; HUMAN; HUMAN CELL; HYDROGEN BOND; IC 50; IMMUNOHISTOCHEMISTRY; IN VITRO STUDY; LEUKEMIA CELL LINE; LUNG NON SMALL CELL CANCER; MELANOMA; MELANOMA CELL LINE; MICROTUBULE ASSEMBLY; MOLECULAR DOCKING; OVARIAN CANCER CELL LINE; PHENOTYPE; PRIORITY JOURNAL; PROSTATE CANCER CELL LINE; RENAL CANCER CELL LINE; WESTERN BLOTTING; BINDING SITE; CELL SURVIVAL; CHEMISTRY; DRUG EFFECTS; HELA CELL LINE; MCF 7 CELL LINE; METABOLISM; PROTEIN TERTIARY STRUCTURE; STRUCTURE ACTIVITY RELATION; SYNTHESIS; TUMOR CELL LINE; VIDEO MICROSCOPY;

ALKALOIDS; BINDING SITES; CELL LINE, TUMOR; CELL SURVIVAL; HELA CELLS; HUMANS; HYPOXANTHINES; MCF-7 CELLS; MICROSCOPY, VIDEO; MOLECULAR DOCKING SIMULATION; PROTEIN STRUCTURE, TERTIARY; PYRIMIDINES; PYRROLES; STRUCTURE-ACTIVITY RELATIONSHIP; TUBULIN; TUBULIN MODULATORS;

EID: 84903755975     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.201300532     Document Type: Article

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