Asymmetric synthesis of 2,3-dihydro-2-arylquinazolin-4-ones: Methodology and application to a potent fluorescent tubulin inhibitor with anticancer activity

Journal of Medicinal Chemistry

Volumn 51, Issue 15, 2008, Pages 4620-4631

  Chinigo, Gary M ^a   Paige, Mikell ^d   Grindrod, Scott ^a,d   Hamel, Ernest ^b   Dakshanamurthy, Sivanesan ^d   Chruszcz, Maksymilian ^c   Minor, Wladek ^c   Brown, Milton L ^d  

^a UNIVERSITY OF VIRGINIA   (United States)

^b NATIONAL CANCER INSTITUTE   (United States)

^c UNIVERSITY OF VIRGINIA   (United States)

^d GEORGETOWN UNIVERSITY MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

(2' N BENZYLOXYCARBONYL DETRO TERT LEUCINE PHENYL ESTER) 6 NITRO 4 QUINAZOLINONE; (2' N BENZYLOXYCARBONYL DEXTRO TERT LEUCINE PHENYL ESTER) 4 QUINAZOLINONE; (2' N BENZYLOXYCARBONYL DEXTRO TERT LEUCINE PHENYL ESTER) 5 METHYL 4 QUINAZOLINONE; (2' N BENZYLOXYCARBONYL DEXTRO TERT LEUCINE PHENYL ESTER) 6 CHLORO 4 QUINAZOLINONE; (2' N BENZYLOXYCARBONYL DEXTRO TERT LEUCINE PHENYL ESTER) 6 METHOXY 4 QUINAZOLINONE; (2' N BENZYLOXYCARBONYL DEXTRO TERT LEUCINE PHENYL ESTER) 7 METHOXY 4 QUINAZOLINONE; (2' N BENZYLOXYCARBONYL DEXTRO TERT LEUCINE PHENYL ESTER) 7 NITRO 4 QUINAZOLINONE; (2' N BENZYLOXYCARBONYL DEXTRO TERT LEUCINE PHENYL ESTER) 8 METHYL 4 QUINAZOLINONE; (2' N BENZYLOXYCARBONYL TERT LEUCINE PHENYL ESTER) 4 QUINAZOLINONE; (2' TRIFLUOROMETHANE SULFONYL PHENYL ESTER) 4 QUINAZOLINONE; (2' TRIFLUOROMETHANE SULFONYL PHENYL ESTER) 5 METHYL 4 QUINAZOLINONE; (2' TRIFLUOROMETHANE SULFONYL PHENYL ESTER) 6 CHLORO 4 QUINAZOLINONE; (2' TRIFLUOROMETHANE SULFONYL PHENYL ESTER) 6 METHOXY 4 QUINAZOLINONE; (2' TRIFLUOROMETHANE SULFONYL PHENYL ESTER) 6 NITRO 4 QUINAZOLINONE; (2' TRIFLUOROMETHANE SULFONYL PHENYL ESTER) 7 METHOXY 4 QUINAZOLINONE; (2' TRIFLUOROMETHANE SULFONYL PHENYL ESTER) 7 NITRO 4 QUINAZOLINONE; (2' TRIFLUOROMETHANE SULFONYL PHENYL ESTER) 8 METHYL 4 QUINAZOLINONE; [4' (2' TOLYL)PHENYL] 6 NITRO 4 QUINAZOLINONE; ANTINEOPLASTIC AGENT; PHENYL 4 QUINAZOLINONE; PHENYL 5 METHYL 4 QUINAZOLINONE; PHENYL 6 CHLORO 4 QUINAZOLINONE; PHENYL 6 METHOXY 4 QUINAZOLINONE; PHENYL 6 NITRO 4 QUINAZOLINONE; PHENYL 7 METHOXY 4 QUINAZOLINONE; PHENYL 7 NITRO 4 QUINAZOLINONE; PHENYL 8 METHYL 4 QUINAZOLINONE; QUINAZOLINONE DERIVATIVE; TUBULIN INHIBITOR; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL; CONTROLLED STUDY; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; ENANTIOMER; HUMAN; HUMAN CELL;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL PROLIFERATION; CRYSTALLOGRAPHY, X-RAY; FLUORESCENT DYES; HUMANS; HYDROGEN; MOLECULAR STRUCTURE; PROTEIN BINDING; QUINAZOLINES; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP; TUBULIN; TUBULIN MODULATORS;

EID: 49449111557     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm800271c     Document Type: Article

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