Synthesis and antifungal activity of 2/3-arylthio- and 2,3-bis(arylthio)-5- hydroxy-/5-methoxy-1,4-naphthoquinones

European Journal of Medicinal Chemistry

Volumn 40, Issue 5, 2005, Pages 438-444

  Ryu, Chung Kyu ^a   Shim, Ju Yeon ^a   Mi, Jin Chae ^a   Ik, Hwa Choi ^a   Han, Ja Young ^a   Jung, Ok Jai ^a   Jung, Yoon Lee ^a   Seong, Hee Jeong ^a  

^a Ewha Womans University   (South Korea)

Author keywords

1,4 Naphthoquinones; Antifungal activity; Fungi; Juglone

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; 2 (2 FLUOROPHENYLTHIO) 5 HYDROXY 1,4 NAPHTHOQUINONE; 2 (2 FLUOROPHENYLTHIO) 5 METHOXY 1,4 NAPHTHOQUINONE; 2 (3 FLUOROPHENYLTHIO) 5 METHOXY 1,4 NAPHTHOQUINONE; 2 (4 CHLOROPHENYLTHIO) 5 HYDROXY 1,4 NAPHTHOQUINONE; 2 (4 CHLOROPHENYLTHIO) 5 METHOXY 1,4 NAPHTHOQUINONE; 2 (4 FLUOROPHENYLTHIO) 5 HYDROXY 1,4 NAPHTHOQUINONE; 2,3 BIS(2 FLUOROPHENYLTHIO) 5 HYDROXY 1,4 NAPHTHOQUINONE; 2,3 BIS(2,4 DIFLUOROPHENYLTHIO) 5 HYDROXY 1,4 NAPHTHOQUINONE; 2,3 BIS(4 CHLOROPHENYLTHIO) 5 HYDROXY 1,4 NAPHTHOQUINONE; 3 (3 FLUOROPHENYLTHIO) 5 HYDROXY 1,4 NAPHTHOQUINONE; 3 (3 FLUOROPHENYLTHIO) 5 METHOXY 1,4 NAPHTHOQUINONE; 3 (4 CHLOROPHENYLTHIO) 5 HYDROXY 1,4 NAPHTHOQUINONE; 3 (4 CHLOROPHENYLTHIO) 5 METHOXY 1,4 NAPHTHOQUINONE; 5 HYDROXY 2 (4 METHYLPHENYLTHIO) 1,4 NAPHTHOQUINONE; 5 HYDROXY 2 (PHENYLTHIO) 1,4 NAPHTHOQUINONE; 5 HYDROXY 2,3 BIS(4 METHYLPHENYLTHIO) 1,4 NAPHTHOQUINONE; 5 HYDROXY 2,3 BIS(PHENYLTHIO) 1,4 NAPHTHOQUINONE; 5 HYDROXY 3 (4 METHYLPHENYLTHIO) 1,4 NAPHTHOQUINONE; 5 METHOXY 2 (4 METHYLPHENYLTHIO) 1,4 NAPHTHOQUINONE; 5 METHOXY 3 (4 METHYLPHENYLTHIO) 1,4 NAPHTHOQUINONE; UNCLASSIFIED DRUG;

ANTIBIOTIC SENSITIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; ASPERGILLUS NIGER; CANDIDA ALBICANS; CANDIDA TROPICALIS; DRUG POTENCY; DRUG SYNTHESIS; IN VITRO STUDY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN;

ANTIFUNGAL AGENTS; ASPERGILLUS NIGER; CANDIDA; CELL LINE, TUMOR; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; NAPHTHOQUINONES; SPECTROPHOTOMETRY, INFRARED;

EID: 18844430054     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejmech.2004.12.004     Document Type: Article

References (15)

1. J. Krungkrai, R. Kanchanarithisak, S.R. Krungkrai, and S. Rochanakij Exp. Parasitol. 100 2002 54 61
2. L. Cai, G.X. Wei, P. van der Bijl, and C.D. Wu J. Agric. Food Chem. 48 2000 909 914
3. J.J. Inbaraj, and C.F. Chignell Chem. Res. Toxicol. 17 1 2004 55 62
4. W. Knecht, J. Henseling, and M. Löffler Chem. Biol. Interact. 124 2002 61 76
5. L. Salmon-Chemin, E. Buisine, V. Yardley, S. Kohler, M.-A. Debreu, and V. Landry J. Med. Chem. 44 2001 548 565
6. H. Wang, Y. Mao, A.Y. Chen, N. Zhou, E.J. LaVoie, and L.F. Liu Biochemistry 40 2001 3316 3323
7. H. Roberts, W.M. Choo, S.C. Smith, S. Marzuki, A.W. Linnane, and T.H. Porter Arch. Biochem. Biophys. 191 1978 306 315
8. C.-K. Ryu, and D.Y. Kim Arch. Pharm. Res. 16 1993 161 166
9. V.K. Tandon, R.B. Chhor, R.V. Singh, S.J. Rai, and D.B. Yadav Bioorg. Med. Chem. Lett. 14 2004 1079 1083
10. C.-K. Ryu, K.U. Choi, J.-Y. Shim, H.-J. You, I.H. Choi, and M.J. Chae Bioorg. Med. Chem. 11 2003 40039 44008
11. J. Grunwell, A. Karipides, C. Wigal, S. Heinzman, J. Parlow, and J. Surso J. Org. Chem. 56 1991 91 95
12. S. Laugraud, A. Guingant, C. Chassagnard, and J. D'Angelo J. Org. Chem. 53 1988 1557 1560
13. National Committee for Clinical Laboratory Standards Reference Method for Broth Dilution Antifungal Susceptibility Testing for Yeasts. Approval Standard. Document M27-A 1997 National Committee for Clinical Laboratory Standards Wayne, PA
14. National Committee for Clinical Laboratory Standards (NCCLS) Methods for Broth Dilution Antifungal Susceptibility Testing of Conidium Forming Filamentous Fungi. Proposed Standard (M38-P) 1998 National Committee for Clinical Laboratory Standards Wayne, PA
15. P. Skehan, R. Storeng, D. Scudiero, A. Monks, J. McMahon, and D. Vistica J. Natl. Cancer Inst. 82 1990 1107 1112