N-long-chain monoacylated derivatives of 2,6-diaminopyridine with antiviral activity

Chemical and Pharmaceutical Bulletin

Volumn 55, Issue 1, 2007, Pages 111-114

  Mibu, Nobuko ^a   Yokomizo, Kazumi ^b   Kashige, Nobuhiro ^a   Miake, Fumio ^a   Miyata, Takeshi ^b   Uyeda, Masaru ^c   Sumoto, Kunihiro ^a  

^a FUKUOKA UNIVERSITY   (Japan)

^b SOJO UNIVERSITY   (Japan)

^c Kumamoto University   (Japan)

Author keywords

2,6 diaminopyridine; Acylation; Anti herpes simplex virus (HSV) 1; Antibacterial activity; Antiviral activity; Plaque reduction assay

Indexed keywords

1,3 DICYCLOHEXYLCARBODIIMIDE; 2,6 DIAMINOPYRIDINE; ACICLOVIR; ACID HALIDE; AMINOPYRIDINE DERIVATIVE; ANTIVIRUS AGENT; IMIDE; N (6 AMINO 2 PYRIDINYL)DECANAMIDE; N (6 AMINO 2 PYRIDINYL)DODECANAMIDE; N (6 AMINO 2 PYRIDINYL)TETRADECANAMIDE; N,N' 2,6 PYRIDINEDIENYLBISDECANAMIDE; N,N' 2,6 PYRIDINEDIYLBISDODECANAMIDE; N,N' 2,6 PYRIDINEDIYLBISTETRADECANAMIDE; UNCLASSIFIED DRUG;

ACYLATION; ANIMAL CELL; ANTIBACTERIAL ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; ESCHERICHIA COLI; HERPES SIMPLEX VIRUS 1; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STAPHYLOCOCCUS AUREUS; VERO CELL;

ACYLATION; ANIMALS; ANTIVIRAL AGENTS; CELL LINE; CERCOPITHECUS AETHIOPS; MICROBIAL SENSITIVITY TESTS; PYRIDINES; VERO CELLS;

EID: 33846119810     PISSN: 00092363     EISSN: 13475223     Source Type: Journal    
DOI: 10.1248/cpb.55.111     Document Type: Article

References (18)

1. Mazik M., Bläser D., Boese R., Tetrahetron, 55, 12771-12782 (1999).
2. Chang S., Hamilton A. D., J. Am. Chem. Soc., 110, 1318-1319 (1988).
3. Chang S., Van Engen D., Fan E., Hamilton A. D., J. Am. Chem. Soc., 113, 7640-7645 (1991).
4. For example, see: Wu W., Hamase K., Kiguchi M., Yamamoto K., Zaitsu K., Anal. Sci., 16, 919-922 (2000).
5. Rothenberg B. E., Hayes B. K., Toomre D., Manzi A. E., Varki A., Proc. Natl. Acad. Sci. U.S.A., 90, 11939-11943 (1993).
6. Haarr L., Skulstad S., APMIS, 102, 321-346 (1994).
7. Mibu N., Yokomizo K., Uyeda M., Sumoto K., Chem. Pharm. Bull., 53, 1171-1174 (2005) and references are cited therein.
8. Mibu N., Yokomizo K., Uyeda M., Sumoto K., Chem. Pharm. Bull., 51, 1325-1327 (2003).
9. Ikeda T., Yokomizo K., Okawa M., Tsuchihashi R., Kinjo J., Nohara T., Uyeda M., Biol. Pharm. Bull., 28, 1779-1781 (2005).
10. Yamanaka G., Tuomari A. V., Hagen M., McGeever-Rubin B., Terry B., Haffey M., Bisacchi G. S., Field A. K., Mol. Pharmacol., 40, 446-453 (1991).
11. Kolomiets E., Buhler E., Candau S. J., Lehn J.-M., Macromolecules, 39, 1173-1181 (2006).
12. 13C-NMR data have not been recorded in the literature, we summarized these full assignment in Tables 2 and 4.
13. Shi Z., Li Y., Gong H., Liu M., Xiao S., Liu H., Li H., Xiao S., Zhu D., Org. Lett., 4, 1179-1182 (2002).
14. 13) Despite repeated attempts, we could not obtain this compound.
15. Tamura N., Mitsui K., Nabeshima T., Yano Y., J. Chem. Soc., Perkin Trans. 2, 1994, 2229-2237 (1994).
16. Dolain C., Maurizot V., Huc I., Angew. Chem. Int. Ed., 42, 2738-2740 (2003).
17. Schinazi R. F., Peters J., Williams C., Chance D., Nahmias A., Antimicrob. Agents Chemother., 22, 499-507 (1982).
18. Lancaster M. V., Fields R. D., U.S. Patent No. 5501959 (1996).