Crystal and molecular structure of didemnin A, an antiviral depsipeptide

International Journal of Peptide and Protein Research

Volumn 47, Issue 1-2, 1996, Pages 20-27

  Bilayet Hossain, M ^a   Van Der Helm, D ^a   Antel, Jochen ^b   Sheldrick, George M ^b   Weinheimer, Alfred J ^c   Sanduja, S K ^c  

^a UNIVERSITY OF OKLAHOMA   (United States)

^b UNIVERSITY OF GÖTTINGEN   (Germany)

^c UNIVERSITY OF HOUSTON   (United States)

Author keywords

Antiviral depsipeptides; Cytotoxic depsipeptides; Didemnins; Marine depsipeptides

Indexed keywords

ANTIVIRUS AGENT; DEPSIPEPTIDE; DIDEMNIN A;

ARTICLE; CHEMICAL STRUCTURE; CRYSTAL; DRUG ISOLATION; DRUG STRUCTURE; INVERTEBRATE; NONHUMAN; X RAY DIFFRACTION;

EID: 0030069117     PISSN: 03678377     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1399-3011.1996.tb00805.x     Document Type: Article

References (20)

1. Rinehart, K.L., Gloer, J.B., Cook, Jr., J.C., Mizsak, S.A. & Scahill, T.A. (1981) J. Am. Chem. Soc. 103, 1857-1859
2. Rinehart, K.L., Gloer, J.B., Hughes, Jr., R.G., Renis, H.E., McGovern, J.P., Swynenberg, E.B., Stringfellow, D.A., Kuentzel, S.L. & Li, L.H. (1981) Science 212, 933-935
3. Rinehart, K.L., Kishore, V., Nagarajan, S., Lake, R.J., Gloer, J.B., Bozich, F.A., Li, K.-M., Maleczka, R.E., Todsen, W.L., Munro, M.H.G., Sullins, D.W. & Sakai, R. (1987) J. Am. Chem. Soc. 109, 6846-6848
4. Hossain, M.B., van der Helm, D., Antel, J., Sheldrick, G.M., Sanduja, S.K. & Weinheimer, A.J. (1988) Proc. Natl. Acad. Sci. USA 85, 4118-4122
5. Rinehart, K.L., Kishore, V., Bible, K.C., Sakai, R., Sullins, D.W. & Li, K.-W. (1988) J. Natl. Prod. 51, 1-21
6. Crampton, S.L., Adams, E.G., Kuentzel, S.L., Li, L.H., Badiner, G. & Bhuyan, B.K. (1984) Cancer Res. 44, 1796-1801
7. Farley, D.E., Shelby, J., Alexander, D. & Scott, J.R. (1991) Transplantation 52, 106-110
8. Stewart, J.A., Low, J.B., Roberts, J.D. & Blow, A. (1991) Cancer 63, 2550-2554
9. Motzer, R., Scher, H., Bajorin, D., Sternberg, C. & Bosl, G.J. (1990) Investigational New Drugs 8, 391-392
10. Benvenuto, J.A., Newman, R.A., Bignami, G.S., Raybould, T.J.G., Raber, M.N., Esparza, L. & Walters, R.S. (1992) Investigational New Drugs 10, 113-117
11. Li, W.-R. & Joullie, M.M. (1992) in Studies in Natural Products Chemistry (Atta-ur-Rahman, ed.) vol. 10, part F, pp. 241-302, Elsevier, Amsterdam
12. Mayer, S.C., Ramanjulu, J., Vera, M.D., Pfizenmayer, A.J. & Jouille, M.M. (1994) J. Org. Chem. 59, 5192-5205
13. Kundu, B., Wilson, G.R., Rinehart, K.L. (1992) in Peptides, Chemistry and Biology (Smith, J.A. & Rivier, J.E. eds.), pp. 919-920, ESCOM, Leiden
14. Crews, C.M., Collins, J.L., Lane, W.S., Snapper, M.L. & Schreiber, S.L. (1994) J. Biol. Chem. 269, 15411-15414
15. Boulanger, A., Abou-Mansour, E., Badre, A., Banaigs, B., Combaut, G. & Francisco, C. (1994) Tetrahedron Lett. 35, 4345-4348
16. Sheldrick, G.M. (1990) Acta Crystallogr. Sect. A 46, 467-473
17. Sheldrick, G.M (1991) SHELXTL-PLUS. Siemens Analytical X-Ray Division, Madison, WI
18. Khan, M.A., McCulloch, A.W. & McInnes, A.G. (1985) Can. J. Chem. 63, 2119-2122
19. Kessler, H., Will, M., Antel, J., Beck, H. & Sheldrick, G.M. (1989) Helv. Chim. Acta 72, 530-555
20. Fidelis, K. (1989) Ph. D. Thesis, University of Oklahoma, Norman, OK