Concise synthesis of two trisaccharides related to the saponin isolated from Centratherum anthelminticum

Tetrahedron

Volumn 63, Issue 46, 2007, Pages 11363-11370

  Mandal, Santanu ^a   Mukhopadhyay, Balaram ^a  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

SAPONIN; SILICON DIOXIDE; SUCCINIMIDE; SULFURIC ACID; THIOGLYCOSIDE; TRISACCHARIDE; URONIC ACID;

ARTICLE; BIOLOGICAL ACTIVITY; CENTRATHERUM ANTHELMINTICUM; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; GLYCOSYLATION; MEDICINAL PLANT; NONHUMAN; OXIDATION; PRIORITY JOURNAL;

CENTRATHERUM ANTHELMINTICUM;

EID: 34848926212     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.08.077     Document Type: Article

References (45)

1. Price K.R., Johnson I.T., and Fenwick G.R. CRC Crit. Rev. Food Sci. Nutr. 26 (1987) 27-133
2. Haralampidis K., Trojanowska M., and Osbourn A.E. Adv. Biochem. Eng. Biotechnol. 75 (2002) 31-49
3. Papadopoulou K., Melton R.E., Legget M., Daniels M.J., and Osbourn A.E. Proc. Natl. Acad. Sci. U.S.A. 96 (1999) 12923-12928
4. Hostettmann K.A., and Marston A. Saponins. Chemistry and Pharmacology of Natural Products (1995), Cambridge University Press, Cambridge, UK
5. Paczkowski C., and Wojciechowski Z.A. Phytochemistry 35 (1994) 1429-1434
6. Wojciechowski Z.A. Phytochemistry 14 (1975) 1749-1753
7. Dey, A. C., Indian Medicinal Plants used in Ayurvedic Preparations, Singh, B. K.; Singh, M. P., Eds.; Dehradun, 1980, p 9.
8. Kirtikar, K. R.; Basu, B. D., Indian Medicinal Plants used in Ayurvedic Preparations, Singh, B. K.; Singh, M. P. Eds.; Dehradun, 1984, p 1326;
9. Pandey R.S., Singh L.B., and Sen S.P. J. Sci. Res. Plants Med. 2 (1981) 47
10. Scott W.E. Chem. Ind. 48 (1962) 2038
11. Anjaneyulu A.S.R., Raju K.V.S., Mallavadhani U.V., and Prakash C.V.S. Indian J. Chem., Sect. B 32 (1993) 457
12. Mehta B.K., Mehta D., and Itoriya A. Carbohydr. Res. 339 (2004) 2871-2874
13. Werz D.B., and Seeberger P.H. Angew. Chem., Int. Ed. 44 (2005) 6315-6318
14. Sarkar K., Mukherjee I., and Roy N. J. Carbohydr. Chem. 22 (2003) 95-108
15. Mukhopadhyay B., and Field R.A. Carbohydr. Res. 338 (2003) 2149-2152
16. Mukhopadhyay B., Kartha K.P.R., Russell D.A., and Field R.A. J. Org. Chem. 69 (2004) 7758-7760
17. 4-silica in carbohydrate synthesis, see:
18. Mukhopadhyay B. Tetrahedron Lett. 47 (2006) 4337-4341
19. Rajput V.K., and Mukhopadhyay B. Tetrahedron Lett. 47 (2006) 5939-5941
20. Rajput V.K., Roy B., and Mukhopadhyay B. Tetrahedron Lett. 47 (2006) 6987-6991
21. Dasgupta S., Roy B., and Mukhopadhyay B. Carbohydr. Res. 341 (2006) 2708-2713
22. Roy B., and Mukhopadhyay B. Tetrahedron Lett. 48 (2007) 3783-3787
23. 4-silica in organic synthesis, see:
24. Zolfigol M.A., and Bamoniri A. Synlett (2002) 1621-1623
25. Zolfigol M.A. Tetrahedron 57 (2001) 9509-9511
26. Zolfigol M.A., Shirini F., Ghorbani Choghamarani A., and Mohammadpoor-Baltork I. Green Chem. 4 (2002) 562-564
27. Shirini F., Zolfigol M.A., and Mohammadi K. Bull. Korean Chem. Soc. 25 (2004) 325-327
28. 4-silica, see:
29. Mukhopadhyay B., Maurer S.V., Rudolph N., van Well R., Russell D.A., and Field R.A. J. Org. Chem. 70 (2005) 9059-9062
30. Mukhopadhya B., Collet B., and Field R.A. Tetrahedron Lett. 46 (2005) 5923-5925
31. Mukhopadhyay B., and Field R.A. Carbohydr. Res. 341 (2006) 1697-1701
32. Du Y., Wei G., Cheng S., Hua Y., and Linhardt R.J. Tetrahedron Lett. 47 (2006) 307-310
33. Classon B., Garegg P.J., and Samuelson B. Acta. Chem. Scand., Ser. B 38 (1984) 419-422
34. Kerékgyártó J., Szurmai Z., and Lipták A. Carbohydr. Res. 245 (1993) 65-80
35. Zemplén G. Ber. Dtsch. Chem. Ges. 59 (1926) 1254-1266
36. Lipták A., Imre J., and Nánási P. Carbohydr. Res. 92 (1981) 154-156
37. Gent P.A., and Gigg R. J. Chem. Soc., Perkin Trans. 1 (1974) 1446-1455
38. Limberg G., and Thiem J. Carbohydr. Res. 275 (1995) 107-115
39. Davis N.J., and Flitsch S.L. Tetrahedron Lett. 34 (1993) 1181-1184
40. de Nooy A.E.J., Besemer A.C., and van Bekkum H. Synthesis (1996) 1153-1174
41. Baisch G., and Ohrlein R. Carbohydr. Res. 312 (1998) 61-72
42. Li K.C., and Helm R.F. Carbohydr. Res. 273 (1995) 249-253
43. Chauvin A.-L., Nepogodiev S.A., and Field R.A. J. Org. Chem. 70 (2005) 960-966
44. Huang L., Teumelsan N., and Huang X. Chem.-Eur. J. 12 (2006) 5246-5252
45. Perrin D.D., Amarego W.L., and Perrin D.R. Purification of Laboratory Chemicals (1996), Pergamon, London