Novel naphtho[2,1-d]oxazole-4,5-diones as NQO1 substrates with improved aqueous solubility: Design, synthesis, and in vivo antitumor evaluation

Bioorganic and Medicinal Chemistry

Volumn 24, Issue 5, 2016, Pages 1006-1013

  Li, Xiang ^a   Bian, Jinlei ^a   Wang, Nan ^a   Qian, Xue ^a   Gu, Jing ^a   Mu, Tong ^a   Fan, Jun ^a   Yang, Xiuwen ^a   Li, Shangzhen ^a   Yang, Tingting ^a   Sun, Haopeng ^a   You, Qidong ^a   Zhang, Xiaojin ^a  

^a CHINA PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Antitumor; In vivo; NQO1 substrates; ortho Naphthoquinones; Lapachone

Indexed keywords

2 ETHYLNAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 METHYLNAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [(4 BENZYLPIPERAZIN 1 YL)METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [(4 PHENYLPIPERAZIN 1 YL)METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [(DIMETHYLAMINO)METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [(MORPHOLINO)METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [[(2 METHOXYPHENYL)AMINO]METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [[(3 FLUOROPHENYL)AMINO]METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [[(3 METHOXYPHENYL)AMINO]METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [[(4 CHLOROPHENYL)AMINO]METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [[(4 METHOXYPHENYL)AMINO]METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; 2 [[(4 METHYLPHENYL)AMINO]METHYL]NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE; ANTINEOPLASTIC AGENT; BETA CYCLODEXTRIN; BETA LAPACHONE; HYDROXYLPROPYL BETA CYCLODEXTRIN; NAPHTHO[2,1 D]OXAZOLE 4,5 DIONE DERIVATIVE; NQO1 PROTEIN; OXIDOREDUCTASE; UNCLASSIFIED DRUG; WATER; 1,2-NAPHTHOQUINONE; BETA-LAPACHONE; NAPHTHOQUINONE; NQO1 PROTEIN, HUMAN; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE);

A549 CELL LINE; ACIDITY; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER MODEL; CONTROLLED STUDY; DOSE RESPONSE; DRUG CLEARANCE; DRUG CYTOTOXICITY; DRUG DESIGN; DRUG SCREENING; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME SUBSTRATE; HEMOLYTIC ANEMIA; HUMAN; HUMAN CELL; IC50; IN VIVO STUDY; MOUSE; NON SMALL CELL LUNG CANCER; NONHUMAN; TUMOR XENOGRAFT; ANIMAL; CHEMISTRY; DRUG EFFECTS; LUNG; LUNG NEOPLASMS; METABOLISM; MOLECULAR DOCKING; NUDE MOUSE; PATHOLOGY; SOLUBILITY; SYNTHESIS; TUMOR CELL LINE;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; HUMANS; LUNG; LUNG NEOPLASMS; MICE; MICE, NUDE; MOLECULAR DOCKING SIMULATION; NAD(P)H DEHYDROGENASE (QUINONE); NAPHTHOQUINONES; SOLUBILITY; WATER;

EID: 84957848480     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2016.01.024     Document Type: Article

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