The structure-activity relationships of A-ring-substituted aromathecin topoisomerase i inhibitors strongly support a camptothecin-like binding mode

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 15, 2010, Pages 5535-5552

  Cinelli, Maris A ^a   Morrell, Andrew E ^a   Dexheimer, Thomas S ^b   Agama, Keli ^b   Agrawal, Surbhi ^b   Pommier, Yves ^b   Cushman, Mark ^a  

^a PURDUE UNIVERSITY   (United States)

^b NATIONAL CANCER INSTITUTE   (United States)

Author keywords

Anticancer; Aromathecins; Camptothecin like; Topoisomerase 1

Indexed keywords

1 [7 AMINO 2,3 DIHYDROBENZO(B)(1,4)DIOXIN 6 YL] 4 CHLORO 1 BUTANONE; 1 CHLORO 14 CHLOROMETHYL 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 14 (3' CHLOROPROPYL) 2,3 ETHYLENEDIOXY 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 14 (N ETHANOLAMINOMETHYL) 2,3 ETHYLENEDIOXY 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE TRIFLUOROACETATE; 14 CHLOROMETHYL 2,3 DIMETHOXY 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 14 CHLOROMETHYL 2,3 ETHYLENEDIOXY 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 14 CHLOROMETHYL 2,3 METHYLENEDIOXY 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 14 CHLOROMETHYL 3 FLUORO 2 METHYL 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 14 N,N DIMETHYLAMINOMETHYL 2,3 ETHYLENEDIOXY 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 2 AMINO 4 FLUORO 5 METHYL ALPHA CHLOROACETOPHENONE; 2 AMINO ALPHA CHLORO 4,5 (DIMETHOXY) ACETOPHENONE; 2 AMINO ALPHA CHLORO 4,5 ETHYLENEDIOXYACETOPHENONE; 2 CHLORO 14 CHLOROMETHYL 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 2,3 ETHYLENEDIOXY 14 (1' IMIDAZOLYLMETHYL) 2H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 2,3 ETHYLENEDIOXY 14 (1' MORPHOLINOMETHYL) 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 2,3 ETHYLENEDIOXY 14 (N METHYLPIPERAZINYLMETHYL) 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE TRIFLUOROACETATE; 2,3 ETHYLENEDIOXY 14 [(1' IMIDAZOLYL)PROPYLAMINOMETHYL] 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 3 CHLORO 14 CHLOROMETHYL 12H 5,11A DIAZADIBENZO[B,H]FLUOREN 11 ONE; 4 CHLORO 2 AMINO ALPHA CHLOROACETOPHENONE; 5 CHLORO 2 AMINO ALPHA CHLOROACETOPHENONE; 6 CHLORO 2 AMINO ALPHA CHLOROACETOPHENONE; ANTINEOPLASTIC AGENT; CAMPTOTHECIN; DIFLOMOTECAN; DNA TOPOISOMERASE INHIBITOR; EXATECAN; IRINOTECAN; LURTOTECAN; TOPOTECAN; UNCLASSIFIED DRUG; UNINDEXED DRUG; DNA TOPOISOMERASE; ENZYME INHIBITOR; ISOQUINOLINE DERIVATIVE; PROTEIN BINDING;

AMINO ACID SUBSTITUTION; ANTINEOPLASTIC ACTIVITY; ARTICLE; BINDING COMPETITION; BIOLOGICAL ACTIVITY; BREAST CANCER; CANCER CELL; CANCER INHIBITION; COLON CANCER; COMPETITIVE INHIBITION; CRYSTALLOGRAPHY; DRUG BINDING; DRUG BIOAVAILABILITY; DRUG CYTOTOXICITY; DRUG PROTEIN BINDING; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; HUMAN CELL; KIDNEY CANCER; LUNG CANCER; MELANOMA; OVARY CANCER; PROSTATE CANCER; STRUCTURE ACTIVITY RELATION; CHEMICAL STRUCTURE; CHEMISTRY; METABOLISM; SYNTHESIS; TOXICITY;

ANTINEOPLASTIC AGENTS; CAMPTOTHECIN; DNA TOPOISOMERASES, TYPE I; ENZYME INHIBITORS; HUMANS; ISOQUINOLINES; MODELS, MOLECULAR; PROTEIN BINDING; STRUCTURE-ACTIVITY RELATIONSHIP; TOPOISOMERASE I INHIBITORS;

EID: 77955427384     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.06.040     Document Type: Article

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