Facile syntheses of the hexasaccharide repeating unit of the exopolysaccharide from Cryptococcus neoformans serovar A

Bioorganic and Medicinal Chemistry

Volumn 11, Issue 18, 2003, Pages 4027-4037

  Zhang, Jianjun ^a   Kong, Fanzuo ^a  

^a RESEARCH CENTER FOR ECO ENVIRONMENTAL SCIENCES   (China)

Author keywords

[No Author keywords available]

Indexed keywords

2,3 DI O ACETYL 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSYLTRICHLOROACETIMIDATE; 2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2) 3,4,6 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYL (1-3) [2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2)] 4,6 DI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYLTRICHLOROACETIMIDATE; 2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2) 3,4,6 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYLTRICHLOROACETIMIDATE; ALLYL 2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2) 3,4,6 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYL (1-3) 2 O ACETYL 4,6 O BENZYLIDENE ALPHA DEXTRO MANNOPYRANOSIDE; ALLYL 2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2) 3,4,6 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYL (1-3) 4,6 O BENZYLIDENE ALPHA DEXTRO MANNOPYRANOSIDE; ALLYL 2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2) 3,4,6 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYL (1-3) [2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2)] 4,6 DI O BENZOYL ALPHA DEXTRO MANNOPYRANOSIDE; ALLYL 2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2) 3,4,6 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYL (1-3) [2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2)] 4,6 O BENZYLIDENE ALPHA DEXTRO MANNOPYRANOSIDE; ALLYL 2,3,4 TRI O BENZOYL BETA DEXTRO XYLOPYRANOSYL (1-2) 3,4,6 TRI O BENZOYL DEXTRO MANNOPYRANOSIDE; CARBOHYDRATE; GLYCOSIDE; METHYL 2 O ACETYL 3,4,6 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYL (1-3) 2 O ACETYL 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSYL (1-3) 2 O ACETYL 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSIDE; METHYL 2 O ACETYL 3,4,6 TRI O BENZOYL ALPHA DEXTRO MANNOPYRANOSYL (1-3) 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSYL (1-3) 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSIDE; METHYL 2,3 DI O ACETYL 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSYL (1-3) 2 O ACETYL 4,6 ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSIDE; METHYL 2,3 DI O ACETYL 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSYL (1-3) 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSIDE; METHYL 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSYL (1-3) 4,6 O ISOPROPYLIDENE ALPHA DEXTRO MANNOPYRANOSIDE; METHYL BETA DEXTRO XYLOPYRANOSYL (1-2) ALPHA DEXTRO MANNOPYRANOSYL (1-3) [BETA DEXTRO XYLOPYRANOSYL (1-2)] ALPHA DEXTRO MANNOPYRANOSYL (1-3) [(BETA DEXTRO GLUCOPYRANOSYLURONIC ACID) (1-2)] ALPHA DEXTRO MANNOPYRANOSIDE SODIUM; POLYSACCHARIDE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; CRYPTOCOCCUS NEOFORMANS; NONHUMAN; SEROTYPE; STEREOCHEMISTRY; SYNTHESIS;

FILOBASIDIELLA NEOFORMANS;

EID: 0042591214     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(03)00391-2     Document Type: Article

References (37)

1. Diomond, R. D. In Mandell, G. L., Bennett, J. E.; Douglas, Jr, R. G. (Eds.), Principles of Infectious Diseases; Churchhill Livingstone: New York, 1995; p 2331.
2. Bottone E.J., Salkin I.F., Hurd N.J., Wormser G.P. J. Infect. Dis. 242:1987;242.
3. Ellerbroek P.M., Hoepelman A.J.M., Wolbers F., Zwaginga J.J., Coenjaerts F.E.J. Infect. Immun. 70:2002;4762.
4. Shimizu R.Y., Howard D.H., Clancy M.N. J. Infect. Dis. 154:1986;1042.
5. Otteson E.W., Welch W.H., Kozel T.R. J. Biol. Chem. 269:1994;1858.
6. Fromtling R.A., Shadomy H.J., Jacobson E.S. Mycopathologia. 79:1982;23.
7. Dong Z.M., Murphy J.W. Infect. Immun. 63:1995;770.
8. Pettoello-Mantovani M.A., Casadevall M.A., Kallmann T.R., Rubinstein A., Goldstein H. Lancet. 339:1992;21.
9. Dong Z.M., Murphy J.W. J. Clin. Invest. 97:1996;689.
10. Wilson D.E., Bennett J.E., Bailey J.W. Proc. Soc. Exp. Biol. Med. 127:1968;820.
11. (a) Bhattacharjee A.K., Kwon-Chung K.J., Glaudemans C.P.J. Carbohydr. Res. 73:1979;183
12. (b) Bhattacharjee A.K., Kwon-Chung K.J., Glaudemans C.P.J. Carbohydr. Res. 95:1981;237
13. (c) Bhattacharjee A.K., Kwon-Chung K.J., Glaudemans C.P.J. Carbohydr. Res. 82:1980;103.
14. (d) Bhattacharjee A.K., Kwon-Chung K.J., Glaudemans C.P.J. Mol. Immunol. 16:1979;531.
15. (a) Ning J., Yi Y., Kong F. Tetrahedron Lett. 2002;5545.
16. (b) Ning J., Kong F., Lin B., Lei H. J. Agric. Food Chem. 51:2003;987.
17. (c) Yang G., Kong F. Synlett. 2000;1423.
18. (d) Zhang J., Kong F. Tetrahedron. 59:2003;1429.
19. (e) Zhang J., Kong F. Carbohydr. Res. 228:2002;19
20. (f) Ning N., Heng L., Kong F. Tetrahedron Lett. 2002;673.
21. (g) Zeng Y., Zhang J., Ning J., Kong F. Carbohydr. Res. 338:2002;5.
22. (h) Zhu Y., Kong F. Synlett. 2000;1783.
23. (i) Zhang J., Kong F. Tetrahedron: Asymmetry. 13:2002;243.
24. Bollenback G.N., Long J. J. Am. Chem. Soc. 77:1955;3310.
25. Garegg P.J., Olsson L., Oscarson S. J. Carbohydr. Chem. 12:1993;195.
26. Garegg P.J., Olsson L., Oscarson S. Bioorg. Med. Chem. 4:1996;1867.
27. Zegelaar-Jaarsveld K., Smits S.A.W., van der Marel G.A., van Boom J.H. Bioorg. Med. Chem. 4:1996;1819.
28. (a) Zhu Y., Kong F. Synlett. 2000;663
29. (b) Zhu Y., Chen L., Kong F. Carbohydr. Res. 337:2002;207.
30. (a) Zhang J., Kong F. J. Carbohydr. Chem. 21:2002;79.
31. (b) Zhang J., Kong F. Carbohydr. Res. 337:2002;391.
32. (c) Zhang J., Zhu Y., Kong F. Carbohydr. Res. 336:2001;329.
33. Zhang J., Kong F. Tetrahedron Lett. 2003;1839.
34. Zhu Y., Kong F. Synlett. 2001;1217.
35. Byramova N.E., Ovchinnikov M.V., Backinowsky L.V. Kochetkov. Carbohydr. Res. 124:1983;c8.
36. Schmidt R.R., Kinzy W. Adv. Carbohydr. Chem. Biochem. 50:1994;21.
37. Copeland C., Stick R.V. Aust. J. Chem. 31:1978;1371.