1-0-, 2-0- and 3-0-β-glycosyl-sn-glycerols: Structure - anti-tumor-promoting activity relationship

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 10, 1996, Pages 1187-1190

  Colombo, Diego ^a   Scala, Antonio ^a   Taino, Ida M ^a   Toma, Lucio ^b   Ronchetti, Fiamma ^a   Tokuda, Harukuni ^c   Nishino, Hoyoku ^c   Nagatsu, Akito ^d   Sakakibara, Jinsaku ^d  

^a UNIVERSITY OF MILAN   (Italy)

^b UNIVERSITY OF PAVIA   (Italy)

^c KYOTO PREFECTURAL UNIVERSITY OF MEDICINE   (Japan)

^d NAGOYA CITY UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

HUMAN HERPESVIRUS 4;

1 O BETA D GALACTOPYRANOSYLGLYCEROL; ANTINEOPLASTIC AGENT; EARLY ANTIGEN; GLYCEROL DERIVATIVE; UNCLASSIFIED DRUG; VIRUS ANTIGEN;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG CYTOTOXICITY; EPSTEIN BARR VIRUS; HUMAN; HUMAN CELL; NONHUMAN; RAJI CELL; TUMOR PROMOTION;

EID: 0030001377     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00196-5     Document Type: Article

References (25)

1. Curatolo, W. Biochim. Biophys. Acta 1987, 906, 111-136.
2. Koynova, R. D.; Tenchov, B. G.; Kuttenreich, H.; Hinz, H. J. Biochemistry 1993, 32, 12437-12445.
3. Curatolo, W. Biochim. Biophys. Acta 1987, 906, 137-160.
4. Kikuchi, H.; Tsukitani, Y.; Manda, T.; Fujii, T.; Nakanishi, H.; Kobayashi, M.; Kitagawa, I. Chem. Pharm. Bull. 1982, 30, 3544-3547.
5. Murakami, N.; Imanura, H.; Sakakibara, J.; Yamada, N. Chem. Pharm. Bull. 1990, 38, 3497-3499.
6. Shirahashi, H.; Murakami, N.; Watanabe, M.; Nagatsu, A.; Sakakibara, J.; Tokuda, H.; Nishino, H.; Iwashima, A. Chem. Pharm. Bull. 1993, 41, 1664-1666.
7. Murakami, A.; Nakamura, Y.; Koshimizu, K.; Ohigashi, H. J. Agric. Food Chem. 1995, 43, 2779-2783.
8. Morimoto, T.; Nagatsu, A.; Murakami, N.; Sakakibara, J.; Tokuda, H.; Nishino, H.; Iwashima, A. Phytochemistry 1995, 40, 1433-1437.
9. Hennings, H.; Glick, A. B.; Greenhalgh, D. A.; Morgan, D. L.; Strickland, J. E.; Tennenbaum, T.; Yuspa, S. H. Proc. Soc. Exp. Biol. Med. 1993, 202, 1-18.
10. Greenwald, P.; Nixon, D. W.; Malone, W. F.; Kelloff, G. J.; Stern, H. R.; Witkin, K. M. Cancer 1990, 65, 1483-1490.
11. Wattenberg, L. W. Cancer Res. 1993, 53, 5890-5896.
12. Nagatsu, A.; Watanabe, M.; Ikemoto, K.; Hashimoto, M.; Murakami, N.; Sakakibara, J.; Tokuda, H.; Nishino, H.; Iwashima, A. Yazawa, K. Bioorg. Med. Chem. Lett. 1994, 4, 1619-1622.
13. 21 9 and 10 were purchased from Fluka.
14. 2O).
15. Tokuda, H.; Konoshima, T.; Kozuka, M.; Kimura, T. Cancer Lett. 1988, 40, 309-317.
16. In mixture with 15% of its diastereoisomer 3.
17. In mixture with 4% of its diastereoisomer 6.
18. It is worthy of note that compounds 1, 4-8 showed only moderate antibacterial and antifungal in vitro activity (Marinone Albini, F.; Albini, E. personal communication).
19. Marinone Albini, F.; Murelli, C.; Patritti, G.; Rovati, M. Synth. Commun. 1994, 24, 1651-1661.
20. Colombo, D.; Ronchetti, F.; Scala, A.; Taino, I. M.; Marinone Albini, F.; Toma, L. Tetrahedron: Asymmetry 1994, 5, 1377-1384.
21. Colombo, D.; Ronchetti, F.; Scala, A.; Taino, I. M.; Marinone Albini, F.; Toma, L. Tetrahedron Lett. 1995, 36, 4865-4868;
22. Kaneda, M. Phytochemistry 1990, 29, 3559-3564.
23. Kaneda, M.; Kobayashi, K.; Nishida, K.; Katsuta, S. Phytochemistry 1984, 23, 795-798.
24. Kaneda, M.; Mizutani, K.; Tanaka, K. Phytochemistry 1982, 21, 891-893.
25. Nakano, H.; Takenishi, S.; Watanabe, Y. Agric. Biol. Chem. 1988, 8, 1913-1921.