Anti-AIDS agents 82: Synthesis of seco-(3′R,4′R)-3′,4′-di-O-(S)-camphanoyl-(+)-cis-khellactone (DCK) derivatives as novel anti-HIV agents

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 12, 2010, Pages 4363-4373

  Tang, Jian ^a   Qian, Keduo ^b   Zhang, Bei Na ^a   Chen, Ying ^a   Xia, Peng ^a   Yu, Donglei ^b   Xia, Yi ^b   Yang, Zheng Yu ^b   Chen, Chin Ho ^c   Morris Natschke, Susan L ^b   Lee, Kuo Hsiung ^b  

^a FUDAN UNIVERSITY   (China)

^b University of North Carolina   (United States)

^c DUKE UNIVERSITY MEDICAL CENTER   (United States)

Author keywords

Anti HIV agents; Seco DCK analogs

Indexed keywords

1 [(DI O CAMPHANOYLOXY) 5 ETHOXY 2,2 DIMETHYL 3,4 DIHYDRO 2H CHROMEN 6 YL]ETHANONE; 7 (3 DI O CAMPHANOYLOXY 1,1 DIMETHYLPROPOXY) 4 METHYL 2H CHROMEN 2 ONE; 8 (2 O CAMPHANOYLOXYETHYL) 7 ISOPROPOXY 4 METHYL 2H CHROMEN 2 ONE; 8 (DI O CAMPHANOYLOXYETHYL) 7 ISOPROPOXY 4 METHYL 2H CHROMEN 2 ONE; 8 (O CAMPHANOYLOXYMETHYL) 7 (METHOXYCARBONYLMETHOXY) 4 METHYL 2H CHROMEN 2 ONE; 8 (O CAMPHANOYLOXYMETHYL) 7 ISOPROPOXY 4 METHYL 2H CHROMEN 2 ONE; 8 [(N 4 METHOXYPHENYL N CAMPHANOYL)AMINOMETHYL] 7 ISOPROPOXY 4 METHYL 2H CHROMEN 2 ONE; 8 [(N CAMPHANOYL)AMINOMETHYL] 7 ISOPROPOXY 4 METHYL 2H CHROMEN 2 ONE; 8 [(N METHYL N CAMPHANOYL)AMINOMETHYL] 7 ISOPROPOXY 4 METHYL 2H CHROMEN 2 ONE; 8 [(S CAMPHANOYL)MERCAPTOMETHYL] 7 ISOPROPOXY 4 METHYL 2H CHROMEN 2 ONE; 8 [O CAMPHANOYLOXYMETHYL) 7 METHOXY 4 METHYL 2H CHROMEN 2 ONE; 8 [O CAMPHANOYLOXYMETHYL] 7 ETHOXY 4 METHYL 2H CHROMEN 2 ONE; ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; DICAMPHANOYLOXY 2,2,5 TRIMETHYL 6 ACETYL 2H CHROMAN; KHELLACTONE; SECO 3',4' DI O CAMPHANOYL KHELLACTONE; UNCLASSIFIED DRUG; COUMARIN DERIVATIVE;

ACQUIRED IMMUNE DEFICIENCY SYNDROME; ANTIVIRAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; CELL LINE; CHEMISTRY; CONFORMATION; DRUG DESIGN; SYNTHESIS;

ANTI-HIV AGENTS; CELL LINE; COUMARINS; DRUG DESIGN; HUMANS; MOLECULAR CONFORMATION;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 77953131905     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.04.089     Document Type: Article

References (13)

1. Huang L., Kashiwada Y., Cosentino L.M., Fan S., Chen C.H., McPhail A.T., Fujioka T., Mihashi K., and Lee K.H. J. Med. Chem. 37 (1994) 3947
2. Xie L., Takeuchi Y., Cosentino L.M., and Lee K.H. J. Med. Chem. 42 (1999) 2662
3. Yu D., Suzuki M., Xie L., Morris-Natschke S.L., and Lee K.H. Med. Res. Rev. 23 (2003) 322
4. Yang Z.Y., Xia Y., Xia P., Cosentino L.M., and Lee K.H. Bioorg. Med. Chem. Lett. 10 (2000) 1003
5. Xia P., Yin Z.J., Chen Y., Zhang Q., Zhang B.N., Xia Y., Yang Z.Y., Kilgore N., Wild C., Morris-Natschke S.L., and Lee K.H. Bioorg. Med. Chem. Lett. 14 (2004) 3341
6. Wang Y., Huang S.X., Xia P., Xia Y., Yang Z.Y., Yu D.L., Morris-Natschke S.L., and Lee K.H. Bioorg. Med. Chem. Lett. 17 (2007) 4316
7. Chen Y., Zhang Q., Zhang B.N., Xia P., Xia Y., Yang Z.Y., Kilgore N., Wild C., Morris-Natschke S.L., and Lee K.H. Bioorg. Med. Chem. 12 (2004) 6383
8. Yu D., Chen C., Brossi A., and Lee K.H. J. Med. Chem. 47 (2004) 4072
9. Zhang Q., Chen Y., Xia P., Xia Y., Yang Z.Y., Yu D.L., Morris-Natschke S.L., and Lee K.H. Bioorg. Med. Chem. Lett. 14 (2004) 5855
10. Yu D., Brossi A., Kilgore N., Wild C., Allaway G., and Lee K.H. Bioorg. Med. Chem. Lett. 13 (2003) 1575
11. Suzuki M., Li Y., Smith P.C., Swenberg J.A., Martin D.E., Morris-Natschke S.L., and Lee K.H. Drug Metab. Dispos. 33 (2005) 1588
12. Xie L., Yu D., Wild C., Allaway G., Turpin J., Smith P.C., and Lee K.H. J. Med. Chem. 47 (2004) 756
13. Evers M., Poujade C., Soler F., Ribelli R.Y., James C., Lelièvre Y., Gueguen J.C., Reisdorf D., Morize I., Pauwels R., De Clercq E., Hénin Y., Bousseau A., Mayaux J.F., Le Pecq J.B., and Dereu N. J. Med. Chem. 39 (1996) 1056