Automatic identification by 13C NMR of substituent groups bonded in natural product skeletons

Computers and Chemistry

Volumn 26, Issue 6, 2002, Pages 601-632

  Ferreira, Marcelo J P ^a   Oliveira, Francimeiry C ^a   Alvarenga, Sandra A V ^a   Macari, Patrícia A T ^a   Rodrigues, Gilberto V ^a   Emerenciano, Vicente P ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

13C NMR; Expert system; Natural products; Substituent elucidation; Terpenoids

Indexed keywords

BIOLOGICAL FACTOR; CARBON; TERPENE;

ARTICLE; CHEMISTRY; FACTUAL DATABASE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

BIOLOGICAL FACTORS; CARBON ISOTOPES; DATABASES, FACTUAL; MAGNETIC RESONANCE SPECTROSCOPY; TERPENES;

CHEMICAL BONDS; DATABASE SYSTEMS; EXPERT SYSTEMS; NUCLEAR MAGNETIC RESONANCE;

AUTOMATIC IDENTIFICATION;

SUBSTITUTION REACTIONS;

EID: 0036827029     PISSN: 00978485     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0097-8485(02)00029-3     Document Type: Article

References (73)

1. Ahmad V.U., Ali A., Ali Z., Baqai F.T., Zafar F.N. Phytochemistry. 49:1998;829.
2. Ahmed A.A., Mahmoud A.A. Phytochemistry. 45:1997;533.
3. Alvarenga S.A.V., Gastmans J.P., Rodrigues G.V., Emerenciano V.P. Spectroscopy. 13:1997;227.
4. Attias R. J. Chem. Inf. Comp. Sci. 23:1983;102.
5. Badertscher M., Korytko A., Schulz K.P., Madison M., Munk M.E., Portmann P., Junghans M., Fontana P., Pretsch E. Chemom. Intell. Lab. Syst. 51:2000;73.
6. Baykal T., Panayir T., Tasdemir D., Sticher O., Çalis I. Phytochemistry. 48:1998;867.
7. Brum R.L., Honda N.K., Hess S.C., Cavalheiro A.J., Monache F.D. Phytochemistry. 49:1998;1127.
8. Bruno M., Cruciata M., Bondi M.L., Piozzi F., Torre M.C.L., Rodriguez B., Servettaz O. Phytochemistry. 48:1998;687.
9. Carabedian M., Dagane I., Dubois J.-E. Anal. Chem. 60:1988;2186.
10. Carhart R.E., Smith D.H., Gray N.A.B., Nourse J.G., Djerassi C. J. Org. Chem. 46:1981;1708.
11. Castillo U.F., Wilkins A.L., Lauren D.R., Smith B.L., Towers N.R., Alonso-Amelot M.E., Jaimes-Espinosa R. Phytochemistry. 44:1997;901.
12. Christie B.D., Munk M.E. Anal. Chim. Acta. 200:1987;347.
13. Connolly J.D., Hill R.A. Dictionary of Terpenoids. 1991;Chapman & Hall, London.
14. Damtoft S., Franzys H., Jensen S.R. Phytochemistry. 45:1997;743.
15. Donnelly D.M.X., Konishi T., Dunne O., Cremin P. Phytochemistry. 44:1997;1473.
16. Elgamal M.H.A., Soliman H.S.M., Elmunajjed D.T., Toth G., Simon A., Duddeck H. Phytochemistry. 49:1998;189.
17. Emerenciano V.P., Bussolini A.C., Furlan M., Rodrigues G.V., Fromanteau D.L.G. Spectroscopy. 11:1993;95.
18. Emerenciano V.P., Melo L.D., Rodrigues G.V., Gastmans J.P. Spectroscopy. 13:1997;181.
19. Emerenciano V.P., Rodrigues G.V., Macari P.A.T., Vestri S.A., Borges J.H.G., Gastmans J.P., Fromanteau D.L.G. Spectroscopy. 12:1994;91.
20. Ferreira M.J.P., Brant A.J.C., Rodrigues G.V., Emerenciano V.P. Anal. Chim. Acta. 429:2001;151.
21. Ferreira M.J.P., Emerenciano V.P., Linia G.A.R., Romoff P., Macari P.A.T., Rodrigues G.V. Prog. Nucl. Magn. Reson. Spectrosc. 33:1998;153.
22. Ferreira M.J.P., Rodrigues G.V., Brant A.J.C., Emerenciano V.P. Spectroscopy. 15:2001;65.
23. Fromanteau D.L.G., Gastmans J.P., Vestri S.A., Emerenciano V.P., Borges J.H.G. Comp. Chem. 17:1993;369.
24. Funatsu K., Sasaki S. J. Chem. Inf. Comp. Sci. 36:1996;190.
25. Galal A.M., Abdel-Sattar E., El-Feraly F.S., Mossa J.S., Meselhy M.R., Kadota S., Namba T. Phytochemistry. 48:1998;159.
26. Gastmans J.P., Furlan M., Lopes M.N., Borges J.H.G., Emerenciano V.P. Quím. Nova. 13:1990;10.
27. Gray N.A.B. Computer-Assisted Structure Elucidation. 1986;John Wiley & Sons, New York.
28. Guilhon G.M.S.P., Müller A.H. Phytochemistry. 43:1996;417.
29. Guilhon G.M.S.P., Müller A.H. Phytochemistry. 49:1998;1347.
30. Helal A.M., Nakamura N., Meselhy M.R., El-Fishawy A.M., Hattori M., Mahran G.H. Phytochemistry. 45:1997;551.
31. Hosny M. Phytochemistry. 47:1998;1569.
32. Iossifova T., Vogler B., Kostova I. Phytochemistry. 49:1998;1329.
33. Jakupovic J., Jeske F., Morgenstern T., Tsichritzis F., Marco J.A., Berendsohn W. Phytochemistry. 47:1998;1583.
34. Jakupovic J., Morgenstern T., Marco J.A., Berendsohn W. Phytochemistry. 47:1998;1611.
35. Jaspars M. Nat. Prod. Rep. 16:1999;241.
36. Junkuszew M., Oleszek W., Jurzysta M., Piancente S., Pizza C. Phytochemistry. 49:1998;195.
37. Kanai E., Machida K., Kikuchi M. Chem. Pharm. Bull. 44:1996;1607.
38. Kwak J.H., Jang W.Y., Zee O.P., Lee K.R. Planta Medica. 63:1997;474.
39. Lazari D., Garcia B., Skaltsa H., Pedro J.R., Harvala C. Phytochemistry. 47:1998;415.
40. Lemmich J. Phytochemistry. 38:1995;427.
41. Lin H., Ding H., Wu T., Wu P. Phytochemistry. 41:1996;237.
42. Lin W., Fang J., Cheng Y. Phytochemistry. 48:1998;1391.
43. Lindsay R.K., Buchanan B.G., Fergenbaum E.A., Lederberg J. Applications of Artificial Intelligence for Organic Chemistry: The DENDRAL Project. 1980;McGraw-Hill, New York.
44. Lobitz G.O., Tamayo-Castillo G., Poveda L., Merfort I. Phytochemistry. 49:1998;805.
45. Ma B., Gao K., Shi Y., Jia Z. Phytochemistry. 46:1997;915.
46. Ma J., Wang Z., Xu L., Kadota S., Namba T. Phytochemistry. 48:1998;201.
47. Macari P.A.T., Gastmans J.P., Rodrigues G.V., Emerenciano V.P. Spectroscopy. 12:1994/1995;139.
48. Mahmoud A.A. Phytochemistry. 45:1997;1633.
49. Marco J.A., Sanz-Cervera J.F., Ropero F.J., Checa J., Fraga M. Phytochemistry. 49:1998;1095.
50. Mulholland D.A., Monkhe T.V., Coombes P.H., Rajab M.S. Phytochemistry. 49:1998;2585.
51. Munk M.E. J. Chem. Inf. Comp. Sci. 38:1998;997.
52. Munk M.E., Farkas M., Lipkis A.H., Christie B.D. Mikrochim. Acta II. 1986;199.
53. Oliveira F.C., Ferreira M.J.P., Núñez C.V., Rodriguez G.V., Emerenciano V.P. Prog. Nucl. Magn. Reson. Spectrosc. 37:2000;1.
54. Otsuka H., Yao M., Hirata E., Takushi A., Takeda Y. Phytochemistry. 41:1996;1351.
55. Pöllmann K., Schaller K., Schweizer U., Elgamal M.H.A., Shaker K.H., Seifert K. Phytochemistry. 48:1998;875.
56. Ragasa C.Y., Rideout J.A., Sy J.O., Alcachupas D., Inte V.M.L., Coll J.C. Phytochemistry. 46:1997;151.
57. Rodrigues G.V., Campos I.P.A., Emerenciano V.P. Spectroscopy. 13:1997;191.
58. Schuquel I.T.A., Malheiros A., Sarragiotto M.H., Vidotti G.J. Phytochemistry. 49:1998;2409.
59. Shelley C., Munk M.E. Anal. Chem. 54:1982;516.
60. Siems K., Weigt F., Wollenweber E. Phytochemistry. 41:1996;1119.
61. Sudo H., Ide T., Otsuka H., Hirata E., Takushi A., Takeda Y. Phytochemistry. 46:1997;1231.
62. Takeda Y., Zhang H., Matsumoto T., Otsuka H., Oosio Y., Honda G., Tabata M., Fujita T., Sun H., Sezik E., Yesilada E. Phytochemistry. 44:1997;117.
63. Tan R.X., Kong L.D. Phytochemistry. 46:1997;1035.
64. Taskova R., Handjieva N., Peev D., Popov S. Phytochemistry. 49:1998;1323.
65. Tian J., Zhang H., Sun H., Pan L., Yao P., Chen D. Phytochemistry. 48:1998;1013.
66. Tommasi N.D., Rastrelli L., Lauro M.R., Aquino R. Phytochemistry. 49:1998;1123.
67. Torres P., Ayala J., Grande C., Macías M.J., Grande M. Phytochemistry. 47:1998;57.
68. Tuntiwachwuttikul P., Pancharoen O., Taylor W.C. Phytochemistry. 49:1998;163.
69. Ujita K., Takaishi Y., Iida A., Fujita T. Phytochemistry. 31:1992;1289.
70. Verotta L., Tato M., El-Sebakhy N.A., Toaima S.M. Phytochemistry. 48:1998;1403.
71. Wang B., Jia Z. Phytochemistry. 49:1998;185.
72. Will M., Fachinger W., Richert J.R. J. Chem. Inf. Comp. Sci. 36:1996;221.
73. Youssef D.T.A. Phytochemistry. 49:1998;1733.