Synthesis of novel tricyclic chromenone-based inhibitors of IRE-1 rnase activity

Journal of Medicinal Chemistry

Volumn 57, Issue 10, 2014, Pages 4289-4301

  Ranatunga, Sujeewa ^a   Tang, Chih Hang Anthony ^a   Kang, Chang Won ^a   Kriss, Crystina L ^a   Kloppenburg, Bernhard J ^a   Hu, Chih Chi Andrew ^a   Del Valle, Juan R ^a  

^a H LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 (4 FLUOROBENZYL) 8 HYDROXY 5 OXO 2,3,4,5 TETRAHYDRO 1H CHROMENO[3,4 C]PYRIDINE 7 CARBALDEHYDE; 3 ACETYL 8 HYDROXY 5 OXO 2,3,4,5 TETRAHYDRO 1H CHROMENO [3,4 C]PYRIDINE 7 CARBALDEHYDE; 3 ALLYL 7 METHYL 8 HYDROXY 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3,7(2H) DICARBOXYLATE; 3 BENZYL 8 HYDROXY 5 OXO 2,3,4,5 TETRAHYDRO 1H CHROMENO[3,4 C]PYRIDINE 7 CARBALDEHYDE; 3 [(ALLYLOXY)CARBONYL] 8 (METHOXYMETHOXY) 5 OXO 2,3,4,5 TETRAHYDRO 1H CHROMENO[3,4 C]PYRIDINE 7 CARBOXYLIC ACID; 3 [(ALLYLOXY)CARBONYL] 8 HYDROXY 5 OXO 2,3,4,5 TETRAHYDRO 1H CHROMENO[3,4 C]PYRIDINE 7 CARBOXYLIC ACID; 7 (1,3 DIOXAN 2 YL) 8 HYDROXY 3,4 DIHYDRO 1H CHROMENO[3,4 C]PYRIDIN 5(2H) ONE; 7 FORMYL 8 HYDROXY 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXIMIDAMIDE; 8 HYDROXY 3 METHYL 5 OXO 2,3,4,5 TETRAHYDRO 1H CHROMENO[3,4 C]PYRIDINE 7 CARBALDEHYDE; ALLYL 7 (1,3 DIOXAN 2 YL) 8 HYDROXY 5 OXO 4,5 DIHYDRO H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 7 (1,3 DITHIAN 2 YL) 8 HYDROXY 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 7 (3 ETHOXY 3 OXOPROP 1 EN 1 YL) 8 HYDROXY 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 7 ACETYL 8 HYDROXY 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 7 FORMYL 8 (METHOXYMETHOXY) 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 7 FORMYL 8 BENZOYLOXY 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 7 FORMYL 8 HYDROXY 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 7 FORMYL 8 METHOXY 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 8 HYDROXY 7 (HYDROXYMETHYL) 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 8 HYDROXY 7 CHLORO 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 8 HYDROXY 7 [2 (METHYLSULFONYL)VINYL] 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ALLYL 8 HYDROXY 7 [METHOXY(METHYL)CARBAMOYL] 5 OXO 4,5 DIHYDRO 1H CHROMENO[3,4 C]PYRIDINE 3(2H) CARBOXYLATE; ENZYME INHIBITOR; MKC 3946; PHOSPHOTRANSFERASE; PYRIDINE DERIVATIVE; RIBONUCLEASE; STF 083010; TOYOCAMYCIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; B LYMPHOCYTE; CANCER CELL CULTURE; CELL PROTECTION; CYCLIZATION; DRUG POTENCY; DRUG SYNTHESIS; ENDOPLASMIC RETICULUM STRESS; ENZYME ACTIVITY; HUMAN; HUMAN CELL; HYDROFORMYLATION; IC 50; IN VITRO STUDY; MANTLE CELL LYMPHOMA; MOUSE; NONHUMAN; PROTEIN EXPRESSION; PROTEIN FOLDING; STRUCTURE ACTIVITY RELATION; WILD TYPE;

ANIMALS; CELL PROLIFERATION; CELLS, CULTURED; CHROMONES; CYCLIZATION; ENDORIBONUCLEASES; HUMANS; MICE; PROTEIN KINASE INHIBITORS; PROTEIN-SERINE-THREONINE KINASES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84901268222     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm5002452     Document Type: Article

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