Antiviral agents 2. Synthesis of trimeric naphthoquinone analogues of conocurvone and their antiviral evaluation against HIV

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 17, 2010, Pages 6442-6450

  Crosby, Ian T ^a   Bourke, David G ^a   Jones, Eric D ^a   De Bruyn, Paula J ^a   Rhodes, David ^b   Vandegraaff, Nick ^b   Cox, Susan ^b   Coates, Jonathan A V ^b   Robertson, Alan D ^b  

^a MONASH UNIVERSITY   (Australia)

^b Zenyth Therapeutics Limited Australia   (Australia)

Author keywords

Anti HIV activity; Conocurvone; HIV integrase inhibition; Naphthoquinone trimers

Indexed keywords

2 BROMO 3 (4' TOLUENESULFONYLOXY) 6,7 DIMETHOXY 1,4 NAPHTHOQUINONE; 2 BROMO 3 HYDROXY 6,7 DIMETHOXY 1,4 NAPHTHOQUINONE; 2 HYDROXY 3 (3' (2'' HYDROXY 5'' METHOXY 1'',4'' DIOXO 1'', 4'' DIHYDRONAPHTHALENE 3'' YL) 1',4' DIOXO 1'',4'' DIHYDRONAPHTHALENE 2' YL) 5 METHOXY 1,4 NAPHTHOQUINONE; 2 HYDROXY 3 (3' (2'' HYDROXY 6'',7''DIMETHOXY 1'',4'' DIOXODIHYDRONAPHTHALENE 3'' YL) 1',4' DIOXO 6',7' DIMETHOXY NAPHTHALENE 2' YL) 6,7 DIMETHOXY 1,4 NAPHTHOQUINONE; 2 HYDROXY 3 (3' (2'' HYDROXY 7'' METHOXY 1'',4'' DIOXO 1'',4'' DIOXO 1'',4'' DIHYDRONAPHTHALENE 3'' YL) 1',4' DIOXO 1',4' NAPHTHALENE 2' YL) 1,4 DIOXO 1,4 DIHYDRONAPHTHALENE; 2 HYDROXY 3 (3' (2''HYDROXY 6'',7'' DIMETHOXY 1'',4'' DIOXO 1'',4'' DIHYDRONAPHTHALENE 3'' YL) 1',4' DIOXO 1',4' DIHYDRONAPHTHALENE 2' YL) 6,7 DIMETHOXY 1,4 NAPHTHOQUINONE; 2 HYDROXY 3 (3' 3' (2'' HYDROXY 1'',4'' DIOXO 1'',4'' DIHYDRONAPHTHALENE 3''YL) 1',4' DIOXO 1',4' DIHYDRONAPHTHALENE 2' YL) 1,4 NAPHTHOQUINONE; 2 HYDROXY 5 METHOXY 1,4 NAPHTHOQUINONE; 2 HYDROXY 6,7 DIMETHOXY 1,4 NAPHTHOQUINONE; 2 HYDROXY 7 METHOXY 1,4 NAPHTHOQUINONE; 2,3 DICHLORO 6 ISOPROPYLOXY 1,4 NAPHTHOQUINONE; 8 (8' BROMO 3',3' DIMETHYL 7',1'' DIOXO 1',2',7',1'' TETRAHYDRO 30H NAPHTHO[2,1 B]PYRAN 9' YL) 9 HYDROXY 3,3 DIMETHYL 3H NAPHTHO[2,1 B]PYRAN 7,10 DIONE; 8 BROMO 3,3 DIMETHYL 9 (4 TOLUENESULFONYLOXY) 1,2 DIHYDRO 3H NAPHTHO[2,1 B]PYRAN 7,10 DIONE; 8 BROMO 9 HYDROXY 3,3 DIMETHYL 1,2 DIHYDRO 3H NAPHTHO[2,1 B]PYRAN 7,10 DIONE; 9 HYDROXY 8 (3' (9'' HYDROXY 3'',3'' DIMETHYL 7'',1''' DIOXO 7'',1''' DIHYDRO 3''H NAPHTHO[2,1 B]PYRAN 8'' YL) 1,4' DIOXO 6' ISOPROPYLOXY 1',4' DIHYDRONAPHTHALEN 2' YL) 3,3 DIMETHYL 3H NAPHTHO[2,1 B]PYRAN 7,10 DIONE; 9 HYDROXY 8 (4' (9'' HYDROXY 3'',3'' DIMETHYL 7'',1''' DIOXO 7'',1'''DIHYDRO 3''H NAPHTHO[2,1 B]PYRAN 8'' YL) 1 BENZYL 1H PYRROLE 2,5 DIONE) 3,3 DIMETHYL 3H NAPHTHO[2,1 B]PYRAN 7,10 DIONE; 9 HYDROXY 8 (8' (9'' HYDROXY 3'',3'' DIMETHYL 7'',1''' DIOXO 7'',1''' DIHYDRO 3''H NAPHTHO[2,1 B]PYRAN 8'' YL) 3',3' DIMETHYL 7',1'' DIOXO ,7',1'' DIHYDRO 3'H NAPHTHO[2,1 B]PYRAN 9' YL) 3,3 DIEMTHYL 3H NAPHTHO[2,1 B]PYRAN 7,10 DIONE; 9 HYDROXY 8 (8' (9'' HYDROXY 3'',3'' DIMETHYL 7'',1'''DIOXO 7'',1'''DIHYDRO 3''H NAPHTHO[2,1 B]PYRAN 8'' YL) 3',3' DIMETHYL 7',1'' DIOXO 1',2',7',1'' TETRAHYDRO 30H NAPHTHO[2,1 B]PYRAN 9' YL) 3,3 DIMETHYL 3H NAPHTHO[2,1 B]PYRAN 7,10 DIONE; ANTIVIRUS AGENT; CONOCURVONE DERIVATIVE; MALEIMIDE DERIVATIVE; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANTIVIRAL ACTIVITY; ARTICLE; DRUG SCREENING; DRUG SYNTHESIS; ELECTROPHILICITY; ENZYME ACTIVITY; HUMAN IMMUNODEFICIENCY VIRUS 1; IN VITRO STUDY; MAXIMUM PLASMA CONCENTRATION; NONHUMAN; RAT; TIME TO MAXIMUM PLASMA CONCENTRATION;

ANIMALS; ANTI-HIV AGENTS; HIV INTEGRASE; HIV INTEGRASE INHIBITORS; HIV-1; HUMANS; NAPHTHOQUINONES; RATS;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 77955981248     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.06.105     Document Type: Article

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