Noncariogenic intense natural sweeteners

Medicinal Research Reviews

Volumn 18, Issue 5, 1998, Pages 347-360

  Kinghorn, A Douglas ^d   Kaneda, Norito ^a,d   Baek, Nam In ^b,d   Kennelly, Edward J ^c,d   Soejarto, Djaja Doel ^d  

^a Eli Lilly Japan KK   (Japan)

^b Kyung Hee University   (South Korea)

^c CENTER FOR DRUG EVALUATION AND RESEARCH   (United States)

^d UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

Author keywords

Biological evaluation; Isoprenoids; Phenols; Plant constituents; Sucrose substitutes

Indexed keywords

ACESULFAME; ASPARTAME; DITERPENOID; HERNANDULCIN; PROANTHOCYANIDIN DERIVATIVE; REBAUDIOSIDE A; SACCHARIN; SAPONIN DERIVATIVE; SESQUITERPENE DERIVATIVE; STEVIOSIDE; SUCRALOSE; SWEETENING AGENT; THAUMATIN; TRITERPENOID; UNCLASSIFIED DRUG;

DENTAL CARIES; DRUG STRUCTURE; DRUG SYNTHESIS; GERBIL; NONHUMAN; REVIEW;

ANIMALS; CARBOHYDRATE CONFORMATION; CARBOHYDRATE SEQUENCE; DENTAL CARIES; HUMANS; MOLECULAR SEQUENCE DATA; PLANTS; SWEETENING AGENTS;

EID: 0031689563     PISSN: 01986325     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1098-1128(199809)18:5<347::AID-MED5>3.0.CO;2-T     Document Type: Review

References (70)

1. E. M. Kirshner, Chem. Eng. News, April 21 issue, 19-25 (1997).
2. Anonymous. Fed. Reg. April 3, 63, 16417 (1998).
3. L. O'Brien Nabors and R. C. Gelardi, Eds., Alternative Sweeteners: Second Edition, Revised and Expanded, Marcel Dekker, New York, 1991.
4. B. Hileman, Chem. Eng. News, November 25 issue, 10 (1996).
5. Anonymous, Chem. Eng. News, July 28 issue, 27 (1997).
6. A. D. Kinghorn and D. D. Soejarto, CRC Crit. Rev. Plant Sci., 4, 79 (1986).
7. H. van der Wel, A. van der Heiiiden, and H. G. Peer, Food Rev. Int., 3, 193 (1987).
8. A. D. Kinghorn, F. Fullas, and R. A. Hussain, in Studies in Natural Products Chemistry, Vol. 15, Structure and Function (C), A.-ur-Rahman, Ed., Elsevier Science Publishers, Amsterdam, 1995, p. 3.
9. A. D. Kinghorn and D. D. Soejarto, Med. Res. Rev. 9, 91 (1989).
10. A. D. Kinghorn and D. D. Soejarto, in Alternative Sweeteners: Second Edition, Revised and Expanded, L. O'Brien Nabors and R. C. Gelardi, Eds., Marcel Dekker, New York, 1991, p. 157.
11. O. Tanaka, Pure Appl. Chem., 69, 675 (1997).
12. A. D. Kinghorn and C. M. Compadre, in Alternative Sweeteners: Second Edition, Revised and Expanded, L. O'Brien Nabors and R. C. Gelardi, Eds., Marcel Dekker, New York, 1991, p. 197.
13. A. D. Kinghorn and D. D. Soejarto, in Sweeteners: Discovery, Molecular Design, and Chemoreception, D. E. Walters, F. Orthoefer, and G. E. DuBois, Eds., Symp. Ser. No. 450, American Chemical Society, Washington, DC, 1991, p. 14.
14. A. D. Kinghorn and J. Kim, in Bioactive Natural Products: Detection, Isolation, and Structure Determination, S. M. Colegate and R. J. Molyneux, Eds., CRC Press, Boca Raton, FL, 1993, p. 173.
15. A. D. Kinghorn and E. J. Kennelly, J. Chem. Educ., 72, 676 (1995).
16. A. D. Kinghorn, R. Suttisri, and I.-S. Lee, in Phytochemistry of Plants Used in Traditional Medicine. Proceedings of the Phytochemical Society of Europe, Vol. 37, K. Hostettmann, A. Marston, M. Maillard, and M. Hamburger, Eds., Oxford University Press, Oxford, U.K., 1995, p. 165.
17. E. J. Kennelly, R. Suttisri, and A. D. Kinghorn, in Saponins Used in Food and Agriculture. Advances in Experimental Medicine and Biology, Vol. 405, G. R. Waller and K. Yamasaki, Eds., Plenum, New York. 1996, p. 13.
18. A. D. Kinghorn, N. Kaneda, M.-S. Chung, and N.-I. Baek, Rev. Latinoamer. Quím., 25, 49 (1997).
19. C. M. Compadre, J. M. Pezzuto, A. D. Kinghorn, and S. K. Kamath, Science, 227, 417 (1985).
20. C. M. Compadre, R. A. Hussain, N. P. D. Nanayakkara, J. M. Pezzuto, and A. D. Kinghorn, J. Agric. Food Chem., 35, 273 (1987).
21. A. D. Kinghorn, C. M. Compadre, and J. M. Pezzuto, U.S. Patent No. 4,808,409, Feb. 28, 1989.
22. K. Mori and M. Kato, Tetrahedron Lett., 27, 981 (1986).
23. C. M. Compadre, R. A. Hussain, R. L. Lopez de Compadre, J. M. Pezzuto, and A. D. Kinghorn, Experientia, 44, 447 (1988).
24. N. Kaneda, I.-S. Lee, M. P. Gupta, D. D. Soejarto, and A. D. Kinghorn, J. Nat. Prod., 55, 1136 (1992).
25. C. M. Compadre, E. F. Robbins, and A. D. Kinghorn, J. Ethnopharmacol., 15, 89 (1986).
26. F. A. Souto-Bachiller, M. de Jesus-Echevarría, O. E. Cárdenas-González, M. F. Acuña-Rodriguez, P. A. Mélendez, and L. Romero-Ramsey, Phytochemistry, 44, 1077 (1997).
27. K. Mori and M. Kato, Tetrahedron, 42, 5895 (1986).
28. Y. N. Bubnov and M. E. Gurskii, Izv. Akad. Nauk. SSSR, Ser. Khim. (6), 1448 (1986); through Chem. Abstr., 107, 40102u (1987).
29. Y. N. Bubnov and M. E. Gurskii, Izv. Akad. Nauk. SSSR, Ser. Khim. (6), 1448 (1986); through Chem. Abstr., 107, 40102u (1987).
30. G.-C. Zheng and H. Kakisawa, Bull. Chem. Soc. Jpn., 62, 602 (1989).
31. P. I. De Cusati and R. A. Olofson, Tetrahedron Lett., 31, 1409 (1990).
32. M. Sauerwein, T. Yamazaki, and K. Shimomura, Plant Cell Rep., 9, 579 (1991).
33. M. Sauerwein, H. E. Flores, T. Yamazaki, and K. Shimomura, Plant Cell Rep., 9, 663 (1991).
34. T. Gomi and T. Shimada, Jpn. Kokai Tokkyo Koho JP04074114, Mar. 9, 1992; through Chem. Abstr. 117, 56064a (1992).
35. M.-S. Chung, N.-C. Kim, L. Long, L. Shamon, W.-Y. Ahmad, L. Sagrero-Nieves, L. B. S. Kardono, E. J. Kennelly, J. M. Pezzuto, D. D. Soejarto, and A. D. Kinghorn, Phytochem. Anal, 8, 49 (1997).
36. W. H. Wong, R. Kasai, W. Choshi, Y. Nakagawa, K. Mizutani, K. Ohtani, and O. Tanaka, Phytochemistry, 30, 2699 (1991).
37. F. Fullas, R. A. Hussain, E. Bordas, J. M. Pezzuto, D. D. Soejarto, and A. D. Kinghorn, Tetrahedron, 47, 8515 (1991).
38. F. Fullas, D. D. Soejarto, and A. D. Kinghorn, Phytochemistry, 31, 2543 (1992).
39. F. Fullas, R. A. Hussain, H. Chai, J. M. Pezzuto, and A. D. Kinghorn, J. Nat. Prod., 57, 801 (1994).
40. J. Dai, R. Suttisri, E. Bordas, D. D. Soejarto, and A. D. Kinghorn, Phytochemistry, 334, 1087 (1993).
41. R. Suttisri, A. D. Kinghorn, A. D. Wright, and O. Sticher, Phytochemistry, 35, 443 (1994).
42. S. Olsnes, K. Refnes, T. B. Christensen, and A. Pihl, Nature, 249, 627 (1974).
43. Y.-H. Choi, R. A. Hussain, J. M. Pezzuto, A. D. Kinghorn, and J. F. Morton, J. Nat. Prod., 52, 1118 (1989).
44. Y.-H. Choi, A. D. Kinghorn, X. Shi, H. Zhang, and B. K. Teo, J Chem. Soc., Chem. Commun., 887 (1989).
45. Y.-H. Choi and A. D. Kinghorn, Jpn. Kokai Tokkyo Koho JP03209394, Sept. 12, 1991.
46. A. D. Kinghorn and Y.-H. Choi, U.S. Patent No. 5, 198,427, Mar. 20, 1993.
47. F. Fullas, Y.-H. Choi, A. D. Kinghorn, and N. Bunyapraphatsara, Planta Med., 56, 332 (1990).
48. E. J. Kennelly, L. Cai, N.-C. Kim, and A. D. Kinghorn, Phytochemistry, 41, 1381 (1996).
49. Y. Hashimoto, H. Ishizone, M. Suganuma, M. Ogura, and H. Yoshioka, Phytochemistry, 23, 259 (1983).
50. R. Suttisri, M.-S. Chung, A. D. Kinghorn, O. Sticher, and Y. Hashimoto, Phytochemistry, 34, 405 (1993).
51. E. J. Kennelly, L. Cai, L. Long, L. Shamon, K. Zaw, B.-N. Zhou, J. M. Pezzuto, and A. D. Kinghorn, J. Agric. Food Chem., 43, 2602 (1995).
52. D. J. Yang, Z. C. Zhong, and Z. M. Zie, Acta Pharm. Sin., 27, 841 (1992).
53. H. Yamada, M. Nishizawa, and C. Katayama, Tetrahedron Lett., 33, 4009 (1992).
54. M. Nishizawa and H. Yamada, in Saponins Used in Food and Agriculture. Advances in Experimental Medicine and Biology, Vol. 405, G. R. Waller and K. Yamasaki, Eds., Plenum, New York, 1996, p. 25.
55. J. Kim, J. M. Pezzuto, D. D. Soejarto, F. A. Lang, and A. D. Kinghorn, J. Nat. Prod., 51, 1166 (1988).
56. M. Nishizawa, H. Yamada, Y. Yamaguchi, S. Hatakayama, I.-S. Lee, E. J. Kennelly, J. Kim, and A. D. Kinghorn, Chem. Lett., 1555 (1994). [Addendum: Chem. Lett., 1979 (1994)].
57. J. Kim and A. D. Kinghorn, Phytochemistry, 28, 1225 (1989).
58. N.-I. Baek, M.-S. Chung, L. Shamon, L. B. S. Kardono, S. Tsauri, K. Padmawinata, J. M. Pezzuto, D. D. Soejarto, and A. D. Kinghorn, J. Nat. Prod., 56, 1532 (1993).
59. N.-I. Baek, E. J. Kennelly, L. B. S. Kardono, S. Tsauri, K. Padmawinata, D. D. Soejarto, and A. D. Kinghorn, Phytochemistry, 36, 443 (1994).
60. M. Vasänge, B. Liu, C. J. Welsh, W. Rolfsen, and L. Bohlin, Planta Med., 63, 511 (1997).
61. P. J. Medon, J. M. Pezzuto, J. M. Hovanec-Brown, N. P D. Nanayakkara, D. D. Soejarto, S. K. Kamath, and A. D. Kinghorn, Fed. Proc., 41, 1568 (1982).
62. J. M. Pezzuto, C. M. Compadre, S. M. Swanson, N. P. D. Nanayakkara, and A. D. Kinghorn, Proc. Natl. Acad. Sci., USA, 82, 2478 (1985).
63. N. P. D. Nanayakkara, R. A. Hussain, J. M. Pezzuto, D. D. Soejarto, and A. D. Kinghorn, J. Med. Chem., 31, 1250 (1988).
64. W. Jakinovich, Jr., Brain Res., 110, 481 (1976).
65. W. Jakinovich, Jr. and I. J. Goldstein, Brain Res., 110, 491 (1976).
66. W. Jakinovich, Jr. Brain Res., 210, 69 (1991).
67. C. M. Myers, A. Neita, and W. Jakinovich, Jr., Physiol. Behav., 46, 541 (1989).
68. W. Jakinovich, Jr., C. Moon, Y.-H. Choi, and A. D. Kinghorn, J. Nat. Prod., 56, 332 (1990).
69. E. Vasquez, W. Jakinovich, Jr., N. P. D. Nanayakkara, R. A. Hussain, R. A., M.-S. Chung, and A. D. Kinghorn, J. Agric. Food Chem., 41, 1305 (1993).
70. S. Das, A. K. Das, R. A. Murphy, I.C. Punwani, M. P. Nasution, and A. D. Kinghorn, Caries Res., 26, 363 (1992).