Identification and structure-activity relationship studies of osthol, a cytotoxic principle from Cnidium monnieri

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 15, 1996, Pages 1791-1794

  Hitotsuyanagi, Yukio ^a   Kojima, Hiroshi ^a   Ikuta, Hiroshi ^a   Takeya, Koichi ^a   Itokawa, Hideji ^a  

^a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

COUMARIN; COUMARIN DERIVATIVE; CYTOTOXIC AGENT; HERNIARIN; OSTHOLE; UMBELLIFERONE;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

ANIMALIA; CNIDIUM MONNIERI;

EID: 0030572478     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00315-0     Document Type: Article

References (19)

1. 1. Itokawa, H.; Qiao, Z.-S.; Hirobe, C.; Takeya, K. Chem. Pharm. Bull. 1995, 43, 1171; Itokawa, H.; Nishimura, K.; Hitotsuyanagi, Y.; Takeya, K.; Bioorg. Med. Chem. Lett. 1995, 5, 821; Hirobe, C.; Palevitch, D.; Takeya, K.; Itokawa, H. Natural Medicines 1994, 48, 168.
2. 1. Itokawa, H.; Qiao, Z.-S.; Hirobe, C.; Takeya, K. Chem. Pharm. Bull. 1995, 43, 1171; Itokawa, H.; Nishimura, K.; Hitotsuyanagi, Y.; Takeya, K.; Bioorg. Med. Chem. Lett. 1995, 5, 821; Hirobe, C.; Palevitch, D.; Takeya, K.; Itokawa, H. Natural Medicines 1994, 48, 168.
3. 1. Itokawa, H.; Qiao, Z.-S.; Hirobe, C.; Takeya, K. Chem. Pharm. Bull. 1995, 43, 1171; Itokawa, H.; Nishimura, K.; Hitotsuyanagi, Y.; Takeya, K.; Bioorg. Med. Chem. Lett. 1995, 5, 821; Hirobe, C.; Palevitch, D.; Takeya, K.; Itokawa, H. Natural Medicines 1994, 48, 168.
4. 2. The structure of 1 was confirmed by the comparison of its spectral data with the reported values. Gawron, A.; Giowwiak, K. Planta Med. 1987, 48, 526.
5. d Some of these compounds showed weak cytotoxicity against V-79 cells. a) Lee, K.-H.; Soine, T. O.; J. Pharm. Sci. 1969, 58, 681.
6. b) Bergenthal, D.; Rózsa, Z.; Mester, I.; Reisch, J. Arch. Pharm. 1978, 311, 1026; Sin, H.-D.; Ding, J.-K., Lin, Z.-W.; Yi, Y.-F.; Fu, J.. Yaoxue Xuebao 1982, 17, 835.
7. b) Bergenthal, D.; Rózsa, Z.; Mester, I.; Reisch, J. Arch. Pharm. 1978, 311, 1026; Sin, H.-D.; Ding, J.-K., Lin, Z.-W.; Yi, Y.-F.; Fu, J.. Yaoxue Xuebao 1982, 17, 835.
8. c) Willette, R. E.; Soine, T. O. J. Pharm. Sci. 1964, 53, 275; Hata, K.; Kozawa, M.; Baba, K.; Yen, K.-Y. Chem. Pharm. Bull. 1971, 19, 640.
9. c) Willette, R. E.; Soine, T. O. J. Pharm. Sci. 1964, 53, 275; Hata, K.; Kozawa, M.; Baba, K.; Yen, K.-Y. Chem. Pharm. Bull. 1971, 19, 640.
10. d) Mitsuhashi, H.; Ito, T. Chem. Pharm. Bull. 1962, 10, 511; Nakazaki, M.; Yirose, Y.; Ikematsu, K. Tetrahedron Lett. 1966, 4735; Savina, A. A.; Vandyshev, V. V.; Perelson, M. E.; Pimenov, M. G. Khim. Prir. Soedin. 1971, 116.
11. d) Mitsuhashi, H.; Ito, T. Chem. Pharm. Bull. 1962, 10, 511; Nakazaki, M.; Yirose, Y.; Ikematsu, K. Tetrahedron Lett. 1966, 4735; Savina, A. A.; Vandyshev, V. V.; Perelson, M. E.; Pimenov, M. G. Khim. Prir. Soedin. 1971, 116.
12. d) Mitsuhashi, H.; Ito, T. Chem. Pharm. Bull. 1962, 10, 511; Nakazaki, M.; Yirose, Y.; Ikematsu, K. Tetrahedron Lett. 1966, 4735; Savina, A. A.; Vandyshev, V. V.; Perelson, M. E.; Pimenov, M. G. Khim. Prir. Soedin. 1971, 116.
13. 4. KB: human epidermoid carcinoma of nasopharynx; P-388: mouse lymphocytic leukemia; MM46: mouse mammary carcinoma.
14. 5. Rosskopf, F.; Kraus, J.; Franz, G. Pharmazie 1992, 47, 139; Gunatilaka, A. A. L.; Kingston, D. G. I.; Wijeratne, E. M. K.; Bandara, B. M. R.; Hofmann, G. A.; Johnson, R. K. J. Nat. Prod. 1994, 57, 518; Maucher, A.; von Angerer, E. J. Cancer Res. Clin. Oncol. 1994, 120, 502.
15. 5. Rosskopf, F.; Kraus, J.; Franz, G. Pharmazie 1992, 47, 139; Gunatilaka, A. A. L.; Kingston, D. G. I.; Wijeratne, E. M. K.; Bandara, B. M. R.; Hofmann, G. A.; Johnson, R. K. J. Nat. Prod. 1994, 57, 518; Maucher, A.; von Angerer, E. J. Cancer Res. Clin. Oncol. 1994, 120, 502.
16. 5. Rosskopf, F.; Kraus, J.; Franz, G. Pharmazie 1992, 47, 139; Gunatilaka, A. A. L.; Kingston, D. G. I.; Wijeratne, E. M. K.; Bandara, B. M. R.; Hofmann, G. A.; Johnson, R. K. J. Nat. Prod. 1994, 57, 518; Maucher, A.; von Angerer, E. J. Cancer Res. Clin. Oncol. 1994, 120, 502.
17. 1H NMR, IR, MS and HR-MS) and/or elemental analysis data.
18. 7. Cacchi, S.; Ciattini, P. G.; Morera, E.; Ortar, G.; Tetrahedron Lett. 1986, 27, 5541.
19. 8. Mitsunobu, O. Synthesis 1981, 1.