Antimitotic activity of moroidin, a bicyclic peptide from the seeds of Celosia argentea

Bioorganic and Medicinal Chemistry Letters

Volumn 10, Issue 5, 2000, Pages 469-471

  Morita, Hiroshi ^a   Shimbo, Kazutaka ^a   Shigemori, Hideyuki ^a   Kobayashi, Jun'Ichi ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIMITOTIC AGENT; MOROIDIN; PLANT EXTRACT; TUBULIN; UNCLASSIFIED DRUG;

ANGIOSPERM; ARTICLE; CELOSIA ARGENTEA; DEGRADATION; DRUG ACTIVITY; DRUG STRUCTURE; MOLECULAR DYNAMICS; NONHUMAN; PLANT SEED; STRUCTURE ANALYSIS;

ANTINEOPLASTIC AGENTS; COLCHICINE; DIMETHYL SULFOXIDE; MAGNETIC RESONANCE SPECTROSCOPY; PEPTIDES, CYCLIC; PLANTS, MEDICINAL; SEEDS; SPECTROMETRY, MASS, FAST ATOM BOMBARDMENT; SPECTROPHOTOMETRY, ULTRAVIOLET; TUBULIN;

CELOSIA; CELOSIA ARGENTEA; MAGNOLIOPHYTA;

EID: 0034611441     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(00)00029-9     Document Type: Article

References (11)

1. Iwasaki S. Med. Res. Rev. 13:1993;183.
2. Hase K., Kadota S., Basnet P., Takahashi T., Namba T. Biol. Pharm. Bull. 19:1996;567.
3. Hayakawa Y., Fujii H., Hase K., Ohnishi Y., Sakukawa R., Kadota S., Namba T., Saiki I. Biol. Pharm. Bull. 21:1998;1154.
4. Leung T.-W. C., Williams D.H., Barna J.C.J., Foti S. Tetrahedron. 42:1986;3333.
5. Leung T.-W. C., Williams D.H., Barna J.C.J., Foti S. J. Org. Chem. 54:1989;1901.
6. Uemoto H., Yahiro Y., Shigemori H., Tsuda T., Takao T., Shimonishi Y., Kobayashi J. Tetrahedron. 54:1998;6719.
7. Falk M., Spierenburg P.F., Walter J.A. J. Comp. Chem. 17:1996;409.
8. Interatomic distances were classified into five ranges, ≤2.5, ≤3.0, ≤3.5, ≤4.0, and ≤5.0 Å, corresponding to the integrated volumes of the NOESY cross peaks. Because of the lack of stereospecific assignments in some methylene protons, the upper distances of these methylene and methyl protons were further relaxed by means of the pseudoatoms corrections.
9. Initial structures satisfying the experimental restraints were embedded by distance geometry calculations. Structural calculations were carried out using simulated annealing protocol. Calculations were carried out with the program SYBYL, and the produced conformers were then subjected to restrained energy minimization with TRIPOS force field.
10. Kobayashi J., Ogiwara A., Hosoyama H., Shigemori H., Yoshida N., Sasaki T., Li Y., Iwasaki S., Naito M., Tsuruo T. Tetrahedron. 50:1994;7401.
11. 8: α, 4.60 (1H, m); β, 3.03 (1H, m), 3.08 (1H, m); H2, 7.90 (1H, s); H4, 7.27 (1H, s); NH, 8.65 (1H, d, 7.0).