Chemoenzymatic synthesis and antimicrobial activity evaluation of monogalactosyl diglycerides

European Journal of Medicinal Chemistry

Volumn 43, Issue 1, 2008, Pages 210-221

  Cateni, Francesca ^a   Bonivento, Paolo ^a   Procida, Giuseppe ^a   Zacchigna, Marina ^a   Favretto, Luciana Gabrielli ^a   Scialino, Giuditta ^a   Banfi, Elena ^a  

^a UNIVERSITY OF TRIESTE   (Italy)

Author keywords

1,2 O Diacyl 3 O d galactopyranosyl glycerols; Antimicrobial activity; Lipases; Monogalactosyl diglycerides; Synthesis

Indexed keywords

1 O CAPRINYL 2 O LINOLEOYL 3 O (BETA DEXTRO GALACTOPYRANOSYL)GLYCEROL; 1 O CAPRINYL 2 O OLEOYL 3 O (BETA DEXTRO GALACTOPYRANOSYL)GLYCEROL; 1,2 O DICAPRYLYL 3 O (BETA DEXTRO GALACTOPYRANOSYL)GLYCEROL; 1,2 O DIMYRISTOYL 3 O (BETA DEXTRO GALACTOPYRANOSYL)GLYCEROL; 1,2 O DISTEAROYL 3 O (BETA DEXTRO GALACTOPYRANOSYL)GLYCEROL; CIPROFLOXACIN; GALACTOSE; GALACTOSYLDIACYLGLYCEROL; LONG CHAIN FATTY ACID; MICONAZOLE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ARTICLE; BACILLUS SUBTILIS; CANDIDA; CANDIDA PSEUDOTROPICALIS; CANDIDA TROPICALIS; CONTROLLED STUDY; DRUG SCREENING; DRUG SYNTHESIS; ENTEROCOCCUS FAECALIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; IN VITRO STUDY; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PSEUDOMONAS AERUGINOSA; STAPHYLOCOCCUS AUREUS;

ANTI-INFECTIVE AGENTS; BACTERIA; DIGLYCERIDES; FUNGI; MASS SPECTROMETRY; MICROBIAL SENSITIVITY TESTS;

EID: 38149109959     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2007.03.012     Document Type: Article

References (31)

1. Sastry P.S. Adv. Lipid Res. 12 (1974) 251-310
2. Doermann P. Membrane lipids. In: Murphy D.J. (Ed). Plant Lipid (2005), Publisher: CRC Press LLC, Boca Raton, Fla 123-161
3. Ohta H., Awai K., and Takamiya K. Trends Glycosci. Glyc. 12 66 (2000) 241-253
4. Huis in′t Veld J.H.J., and Willers J.M.N. Antonie Van Leeuwenhoek 39 2 (1973) 281-294
5. Matsubara K., Matsumoto H., Mizushina Y., Mori M., Nakajima N., Fuchigami M., Yoshida H., and Hada T. Oncol. Rep. 14 (2005) 157-160
6. Wang R., Furumoto T., Motoyama K., Okazaki K., Kondo A., and Fukui H. Biosci. Biotechnol. Biochem. 66 (2002) 248-254
7. Vairappan C.S. Sci. Int. (Lahore) 15 (2003) 49-54
8. Shirahashi H., Murakami N., Watanabe M., Nagatsu A., Sakakibara J., Tokuda H., Nishino H., and Iwashima A. Chem. Pharm. Bull. 41 (1993) 1664-1666
9. Cateni F., Falsone G., and Zilic J. Mini Rev. Med. Chem. 3 (2003) 425-437
10. Colombo D., Franchini L., Toma L., Ronchetti F., Nakabe N., Konoshima T., Nishino H., and Tokuda H. Eur. J. Med. Chem. 40 (2005) 69-74
11. Nagatsu A., Watanabe M., Ikemoto K., Hashimoto M., Murakami N., Sakakibara J., Tokuda H., Nishino H., Iwashima A., and Yazawa K. Bioorg. Med. Chem. Lett. 4 13 (1994) 1619-1622
12. Nakata K. J. Biochem. 127 (2000) 731-737
13. Nakata K., Guo C.T., Matsufugi M., Yoshimoto A., Inagaki M., Higuchi R., and Suzuki Y. J. Biochem. 127 (2000) 191-198
14. Janwitayanuchit W., Suwanborirux K., Patarapanich C., Pummangura S., Lipipun V., and Vilaivan T. Phytochemistry 64 (2003) 1253-1264
15. Bruno A., Rossi C., Marcolongo G., Di Lena A., Venzo A., Barrie C.P., and Corda D. Eur. J. Pharmacol. 524 (2005) 159-168
16. Tanaka R., Sakano Y., Nagatsu A., Shibuya M., Ebizuka Y., and Goda Y. Bioorg. Med. Chem. Lett. 15 (2005) 159-162
17. Cateni F., Zilic J., Falsone G., Scialino G., and Banfi E. Bioorg. Med. Chem. Lett. 13 (2003) 4345-4350
18. Cateni F., Falsone G., Zilic J., Bonivento P., Zacchigna M., Zigon D., Sosa S., and Altinier G. ARKIVOC v (2004) 54-65
19. Mannock D.A., Lewis R.N.A.H., and Mc Elhaney R.N. Chem. Phys. Lipids 55 (1990) 309-321
20. Colombo D., Ronchetti F., Scala A., Taino I.M., Marine Albini F., and Toma L. Tetrahedron Asymmetry 5 (1994) 1377-1381
21. Gurr M.I., Bonsen P.P.M., and Van Deenen L.L.M. Biochem. J. 106 (1968) 46-47
22. Bashkatova A.I., Volynskaya V.N., Smirnova G.V., Shvets V.I., and Evstigneeva R.P. Zh. Org. Khim. 7 (1971) 1542-1543
23. Batrakov S.G., Il'ina E.F., and Panosyan A.G. Izv. Akad. Nauk SSSR, Ser. Khim. 3 (1976) 643-649
24. Batrakov S.G., Il'ina E.F., Rozynov B.V., Sadovskaya V.L., Bergel'son L.D., and Shemyakin M.M. Bioorg. Khim. 1 (1975) 725-736
25. In: Gunstone F.D. (Ed). Structured and Modified Lipids (2001), Marcel Decker, New York
26. Haraldsson G.G., and Hjaltason B. In: Gunstone F.D. (Ed). Structured and Modified Lipids (2001), Marcel Decker, New York 313-350
27. Yamane T. In: Bornscheuer U.T. (Ed). Enzymes in Lipid Modification (2000), Wiley, Weinheim 148-169
28. Barry A.L. In: Lorian V. (Ed). Antibiotics in Laboratory Medicine (1980), Williams & Wilkins, Baltimore 1
29. Banfi E., Scialino G., and Monti-Bragadin C. J. Antimicrob. Chemother. 52 (2003) 796-800
30. National Committee for Clinical Laboratory Standards. Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeast: Approved Standard M-27 (1997), NCCLS, Villanova, PA, USA
31. Davis R., Markham A., and Balfour J.A. Drugs 51 (1996) 1019