New cyclic depsipeptides from the green alga Bryopsis species; application of a carboxypeptidase hydrolysis reaction to the structure determination

Tetrahedron

Volumn 62, Issue 6, 2006, Pages 1301-1308

  Dmitrenok, Andrey ^a,d   Iwashita, Takashi ^a   Nakajima, Terumi ^a,e   Sakamoto, Bryan ^b,f   Namikoshi, Michio ^c   Nagai, Hiroshi ^c  

^a SUNTORY INSTITUTE FOR BIOORGANIC RESEARCH   (Japan)

^b UNIVERSITY OF HAWAII   (United States)

^c TOKYO UNIVERSITY OF MARINE SCIENCE AND TECHNOLOGY   (Japan)

^d PACIFIC INSTITUTE OF BIOORGANIC CHEMISTRY   (Russian Federation)

^e HOSHI UNIVERSITY   (Japan)

^f INDIANA UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

Carboxypeptidase; Depsipeptide; Green alga; Marine natural product

Indexed keywords

AMINO ACID DERIVATIVE; CARBOXYPEPTIDASE; DECANOIC ACID DERIVATIVE; DEPSIPEPTIDE; KAHALALIDE P; KAHALALIDE Q; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL PROCEDURES; CHEMICAL REACTION; CHEMICAL STRUCTURE; DRUG STRUCTURE; GREEN ALGA; HYDROLYSIS; PRIORITY JOURNAL; REACTION ANALYSIS;

BRYOPSIS; CHLOROPHYTA;

EID: 29744462754     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.10.079     Document Type: Article

References (18)

1. M.T. Hamann, and P.J. Scheuer J. Am. Chem. Soc. 115 1993 5825 5826
2. M.T. Hamann, C.S. Otto, P.J. Scheuer, and D.C. Dunbar J. Org. Chem. 61 1996 6594 6600
3. G. Goetz, Y. Nakao, and P.J. Scheuer J. Nat. Prod. 60 1997 562 567
4. Y. Kan, T. Fujita, B. Sakamoto, Y. Hokama, and H. Nagai J. Nat. Prod. 62 1999 1169 1172
5. F.D. Horgen, D.B. de los Santos, G. Goetz, B. Sakamoto, Y. Kan, H. Nagai, and P.J. Scheuer J. Nat. Prod. 63 2000 152 154
6. I. Bonnard, I. Manzanares, and K.L. Rinehart J. Nat. Prod. 66 2003 1466 1470
7. J. Jimeno, J.A. Lopez-Martin, A. Ruiz-Casado, M.A. Izquierdo, P.J. Scheuer, and K. Rinehart Anti-cancer Drugs 15 2004 321 329
8. K.A. El Sayed, P. Bartyzel, X. Shen, T.L. Perry, J.K. Zjawiony, and M.T. Hamann Tetrahedron 56 2000 949 953
9. L. Bourel-Bonnet, K.V. Rao, M.T. Hamann, and A. Ganesan J. Med. Chem. 48 2005 1330 1335
10. P. Marfey Carlsberg Res. Commun. 49 1984 591 596
11. R. Hayashi, Y. Bai, and T. Hata J. Biochem. 77 1975 69 79
12. K. Cucumel, D. Bagnol, D. Moinier, J. Fisher, M. Conrath, and A. Cupo J. Neuroimmunol. 81 1998 211 224
13. W.A. Schroeder Methods Enzymol. 25 1972 138 143
14. J.A. Dale, and H.S. Mosher J. Am. Chem. Soc. 95 1973 512 518
15. I. Ohtani, T. Kusumi, Y. Kashman, and H. Kakisawa J. Am. Chem. Soc. 113 1991 4092 4096
16. B.-N. Su, E.J. Park, Z.H. Mbwambo, B.D. Santarsiero, A.D. Mesecar, H.H.S. Fong, J.M. Pezzuto, and A.D. Kinghorn J. Nat. Prod. 65 2002 1278 1282
17. M. Namikoshi, R. Negishi, H. Nagai, A. Dmitrenok, and H. Kobayashi J. Antibiot. 56 2003 755 761
18. H. Nagai, N. Oshiro, K. Takuwa-Kuroda, S. Iwanaga, M. Nozaki, and T. Nakajima Biochem. Biophys. Res. Commun. 294 2002 760 763