CAST/CNMR: Highly accurate 13C NMR chemical shift prediction system considering stereochemistry

Tetrahedron

Volumn 59, Issue 25, 2003, Pages 4539-4547

  Satoh, Hiroko ^a,b,c   Koshino, Hiroyuki ^a   Uzawa, Jun ^a   Nakata, Tadashi ^a  

^a RIKEN   (Japan)

^b NATIONAL INSTITUTE OF INFORMATICS   (Japan)

^c JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

20 hydroxyecdysone; 13C NMR assignments; Arisugacin F; Database; Natural products

Indexed keywords

CARBON; CARBON 13; NATURAL PRODUCT;

ACCURACY; ANALYTIC METHOD; ANALYTICAL PARAMETERS; CHEMICAL ANALYSIS; CHEMICAL PARAMETERS; CHEMICAL STRUCTURE; CODING; CONFORMATION; DATA ANALYSIS; DATA BASE; NUCLEAR MAGNETIC RESONANCE; PREDICTION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REVIEW; STEREOCHEMISTRY;

EID: 0038512204     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00662-8     Document Type: Review

References (42)

1. Bremser W. Angew. Chem., Int. Ed. Engl. 27:1988;247-260.
2. Panaye A., Doucet J.-P., Fan B.T., Feuilleaubois E., Assouzi S.R.E. Chemom. Intell. Lab. Syst. 24:1994;129-135.
3. Sklenak S., Kvasnicka V., Pospichal J. Chem. Pap. 48:1994;135-140.
4. Clouser D.L., Jurs P.C. Carbohydr. Res. 271:1995;65-77.
5. Svozil D., Pospichal J., Kvasnicka V. J. Chem. Inf. Comput. Sci. 35:1995;924-928.
6. Thomas S., Kleinpeter E. J. Prakt. Chem./Chem.-Ztg. 337:1995;504-507.
7. Clouser D.L., Jurs P.C. J. Chem. Inf. Comput. Sci. 36:1996;168-172.
8. Funatsu K., Sasaki S. J. Chem. Inf. Comput. Sci. 36:1996;190-204.
9. Ivanciuc O., Rabine J.P. J. Chem. Inf. Comput. Sci. 36:1996;644-653.
10. Will M., Fachinger W., Richert J.R. J. Chem. Inf. Comput. Sci. 36:1996;221-227.
11. Fukazawa Y., Yang Y., Hayashibara T., Usui S. Tetrahedron. 52:1996;2847-2862.
12. ACD/CNMR and ACD/HNMR; Advanced Chemistry Development, Inc.: http://www.acdlabs.com.
13. PredictIt NMR system; Bio-Rad Laboratories Inc.: http://www.bio-rad.com.
14. (a) Schütz V., Purtuc V., Felsinger S., Robien W. Fresenius J. Anal. Chem. 359:1997;33-41
15. (b) Seger C., Jandl B., Brader G., Robien W., Hofer O., Greger H. Fresenius J. Anal. Chem. 359:1997;42-45.
16. Meiler J., Meusinger R., Will M. Monatsh. Chem. 130:1999;1089-1095.
17. Meiler J., Will M. J. Chem. Inf. Comput. Sci. 41:2001;1535-1546.
18. Meiler J., Sanli E., Junker J., Meusinger R., Lindel T., Will M., Maier W., Köck M. J. Chem. Inf. Comput. Sci. 42:2002;241-248.
19. Aires-de-Sousa J., Hemmer M.C., Gasteiger J. Anal. Chem. 74:2002;80-90.
20. Barone G., Duca D., Silvestri A., Gomez-Paloma L., Riccio R., Bifulco G. Chem. Curr. J. 14:2002;3240-3245.
21. (a) Kobayashi Y., Lee J., Tezuka K., Kishi Y. Org. Lett. 1:1999;2177-2180
22. (b) Lee J., Kobayashi Y., Tezuka K., Kishi Y. Org. Lett. 1:1999;2181-2184
23. (c) Kobayashi Y., Tan C.-H., Kishi Y. Helv. Chim. Acta. 83:2000;2562-2571
24. (d) Kobayashi Y., Tan C.-H., Kishi Y. Angew. Chem., Int. Ed. 39:2000;4279-4281
25. (e) Tan C.-H., Kobayashi Y., Kishi Y. Angew. Chem., Int. Ed. 39:2000;4282-4284
26. (f) Kobayashi Y., Tan C.-H., Kishi Y. J. Am. Chem. Soc. 123:(9):2001;2076-2078.
27. Satoh H., Koshino H., Funatsu K., Nakata T. J. Chem. Inf. Comput. Sci. 40:2000;622-630.
28. Satoh H., Koshino H., Funatsu K., Nakata T. J. Chem. Inf. Comput. Sci. 41:2001;1106-1112.
29. Satoh H., Koshino H., Nakata T. J. Comput. Aided Chem. 3:2002;48-55.
30. Otoguro K., Shiomi K., Yamaguchi Y., Arai N., Sunazuka T., Masuma R., Iwai Y., Omura S. J. Antibiot. 53:2000;50-57.
31. Calcagno M.P., Camps F., Coll J., Melé E., Sánchez-Baeza F. Tetrahedron. 52:1996;10137-10146.
32. Seo S., Uomori A., Yoshimura Y., Takeda K., Sankawa U., Ebizuka Y., Seto H. J. Chem. Soc., Chem. Commun. 1986;1141-1143.
33. Toki M., Ooi T., Kusumi T. J. Nat. Prod. 62:1999;1504-1509.
34. Seo S., Uomori A., Yoshimura Y., Takeda K., Seto H., Ebizuka Y., Noguchi H., Sankawa U. J. Chem. Soc., Perkin Trans. 1. 1988;2407-2414.
35. Lee I.S., Ma X., Chai H.B., Madulid D.A., Lamont R.B., O'Neill M.J., Besterman J.M., Farnsworth N.R., Soejarto D.D., Cordell G.A., Pezzuto J.M., Kinghorn A.D. Tetrahedron. 51:1995;21-28.
36. Kim Y.H., Kim H.S., Lee S.W., Uramoto M., Lee J.J. Phytochemistry. 39:1995;449-451.
37. Miyagawa H., Nagai S., Tsurushima T., Sato M., Ueno T., Fukami H. Biosci. Biotechnol. Biochem. 58:1994;1143-1145.
38. Tomoda H., Tabata N., Yang D.J., Takayanagi H., Nishida H., Omura S. J. Antibiot. 48:1995;495-503.
39. Da Silva M.F.D.F., Francisco R.H.P., Gray A.I., Lechat J.R., Waterman P.G. Phytochemistry. 29:1990;1629-1632.
40. Mohamad K., Martin M.T., Litaudon M., Gaspard C., Sévent T., Païs M. Phytochemistry. 52:1999;1461-1468.
41. Suksamrarn A., Promrangsan N., Jintasirikul A. Phytochemistry. 53:2000;921-924.
42. Abe H., Kudo Y., Yamasaki T., Tanaka K., Sasaki M., Sasaki S. J. Chem. Inf. Comput. Sci. 24:1984;212-216.