New Steroidal Dimers with Antifungal and Antiproliferative Activity

Journal of Medicinal Chemistry

Volumn 47, Issue 6, 2004, Pages 1591-1594

  Salunke, Deepak B ^a   Hazra, Braja G ^a   Pore, Vandana S ^a   Bhat, Manoj Kumar ^b   Nahar, Pallavi B ^a   Deshpande, Mukund V ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

^b NATIONAL CENTRE FOR CELL SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

AMPHOPHILE; AMPHOTERICIN B; ANTIFUNGAL AGENT; BILE ACID; STEROID;

ANTIFUNGAL ACTIVITY; ARTICLE; BREAST CANCER; CANCER CELL; CANCER GROWTH; CARBON NUCLEAR MAGNETIC RESONANCE; CELL PROLIFERATION; DIMERIZATION; GROWTH INHIBITION; HUMAN; HUMAN CELL; HYDROGEN BOND; HYDROPHOBICITY; MOUTH CANCER; OLIGOMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE;

ANTIFUNGAL AGENTS; ANTINEOPLASTIC AGENTS; BILE ACIDS AND SALTS; CANDIDA ALBICANS; CELL DIVISION; CELL LINE; CELL LINE, TUMOR; DIMERIZATION; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; STEROIDS; STRUCTURE-ACTIVITY RELATIONSHIP; YARROWIA; ZYGOMYCOTA;

EID: 1542268150     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm030376y     Document Type: Article

References (16)

1. Wood, R. L.; Miller, T. K.; Wright, A.; Mccarthy, P.; Taft, C. S.; Pomponi, S.; Selitrennikoff, C. P. Characterisation and optimization of in vitro assay conditions for (1, 3) β-glucan synthase activity from Aspargillus fumigatus and Candida albicans for enzyme inhibition screening. J. Antibiot. 1998, 51, 665-675.
2. Odds, F. Resistance of clinically important yeasts to antifungal agents. Int. J. Antimicrob. Agents 1996, 6, 145-147.
3. Naka, K.; Sadownik, A.; Regen, S. L. Molecular harpoons. Membranedisruptive surfactants that can recognize osmotic stress in phosphoilipid bilayers. J. Am. Chem. Soc. 1993, 115, 2278-2286. And references therein.
4. Stein, T. M.; Gellman, S. H. Synthesis and aggregation properties of a new family of amphiphiles with an unusual headgroup topology. J. Am. Chem. Soc. 1992, 114, 3943-3950.
5. Edmund, S.; Petr, D.; Keiji, Y.; Steven, L. R. Amphotericin B Mimics: A sterol based ionophore. J. Am. Chem. Soc. 1994, 116, 6677-6682.
6. Hancock, R.; Falla, T.; Brown, M. Cationic bactericidal peptides. Adv. Microb. Phys. 1995, 37, 135-175.
7. Maloy, W. L.; Kari, U. P. Structure activity studies on magainins and other host defense peptides. Biopolymers 1995, 37, 105-122.
8. Beamer, L. J.; Carrol, S. F.; Eisenberg, D. The three-dimensional structure of human bactericidal permeability increasing protein. Biochem. Pharm. 1999, 57, 225-229.
9. Robert, M. M.; Sundersan, M. T.; Liang Guo; Suzanne, W. Synthesis of squalamine. A steroidal antibiotic from shark. Tetrahedron Lett. 1994, 34, 8103-8106.
10. Deng, G.; Dewa, T.; Regen, S. L. A synthetic inophore that recognizes negatively charged phospholipid membranes. J. Am. Chem. Soc. 1996, 118, 8975-8976.
11. Savage, P. B.; Chunhong Li. Cholic acid derivatives: novel antimicrobials. Exp. Opin. Invest. Drugs 2000, 9, 263-271.
12. Yuexian, Li.; Dias, R. Dimeric and oligomeric steroids. Chem. Rev. 1997, 97, 283-304.
13. Davis, A. P. Cholaphanes etal: Steroids as structural components in molecular engineering. Chem. Soc. Rev. 1993, 243-254.
14. Burrows, C. J.; Santer, R. A. Synthesis and conformational studies of a new host system based on cholic acid. J. Inclusion Phenom. 1987, 5, 117-121.
15. Okahata, Y.; Ando, R.; Kunitake, T. Catalytic hydrolysis of p-nitrophenol esters in the presence of representative ammonium aggregates. Bull. Chem. Soc. Jpn. 1979, 52, 3647-3653.
16. Frost, D. J.; Brandt, K. D.; Cugier, D.; Goldman R. A whole-cell Candida albicans assay for the detection of inhibitors towards fungal cell wall synthesis and assembly. J. Antibiot. 1995, 48, 306-310.