New natural products in the discorhabdin A- and B-series from New Zealand-sourced Latrunculia spp. sponges

Tetrahedron

Volumn 65, Issue 32, 2009, Pages 6335-6340

  Grkovic, Tanja ^a   Copp, Brent R ^a  

^a UNIVERSITY OF AUCKLAND   (New Zealand)

Author keywords

Alkaloid; Circular dichroism; Cytotoxic; Discorhabdin; Latrunculia; Marine natural products

Indexed keywords

1 THIOMETHYLDISCORHABDIN G; 16ALPHA,17ALPHA DEHYDRODISCORHABDIN W; 3 DIHYDRODISCORHABDIN A; ALKALOID; DISCORHABDIN B; PRIANOSIN A; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CIRCULAR DICHROISM; DRUG CYTOTOXICITY; DRUG EFFECT; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; EPIMER; HUMAN; HUMAN CELL; LATRUNCULIA; METABOLITE; NEW ZEALAND; PRIORITY JOURNAL; SPONGE (PORIFERA); STEREOCHEMISTRY;

LATRUNCULIA;

EID: 67649623180     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.06.012     Document Type: Article

References (17)

1. Perry N.B., Blunt J.W., McCombs J.D., and Munro M.H.G. J. Org. Chem. 51 (1986) 5476-5478
2. Kobayashi J., Cheng J., Ishibashi M., Nakamura H., Ohizumi Y., Hirata Y., Sasaki T., Lu H., and Clardy J. Tetrahedron Lett. 28 (1987) 4939-4942
3. Perry N.B., Blunt J.W., and Munro M.H.G. Tetrahedron 44 (1988) 1727-1734
4. Antunes E.M., Copp B.R., Davies-Coleman M.T., and Samaai T. Nat. Prod. Rep. 22 (2005) 62-72
5. Lang G., Pinkert A., Blunt J.W., and Munro M.H.G. J. Nat. Prod. 68 (2005) 1796-1798
6. Grkovic T., Ding Y., Li X.-C., Webb V.L., Ferreira D., and Copp B.R. J. Org. Chem. 73 (2008) 9133-9136
7. Grkovic T., Kaur B., Webb V.L., and Copp B.R. Bioorg. Med. Chem. Lett. 16 (2006) 1944-1946
8. El-Naggar M., and Capon R.J. J. Nat. Prod. 72 (2009) 460-464
9. Perry N.B., Blunt J.W., Munro M.H.G., Higa T., and Sakai R. J. Org. Chem. 53 (1988) 4127-4128
10. Antunes E.M., Beukes D.R., Kelly M., Samaai T., Barrows L.R., Marshall K.M., Sincich C., and Davies-Coleman M.T. J. Nat. Prod. 67 (2004) 1268-1276
11. Reyes F., Martin R., Rueda A., Fernández R., Montalvo D., Gómez C., and Sánchez-Puelles J. J. Nat. Prod. 67 (2004) 463-465
12. Dijoux M.-G., Gamble W.R., Hallock Y.F., Cardellina J.H., van Soest R., and Boyd M.R. J. Nat. Prod. 62 (1999) 636-637
13. Copp B.R., Fulton K.F., Perry N.B., Blunt J.W., and Munro M.H.G. J. Org. Chem. 59 (1994) 8233-8238
14. Gunasekera S.P., Zuleta I.A., Longley R.E., Wright A.E., and Pomponi S.A. J. Nat. Prod. 66 (2003) 1615-1617
15. Pearce A.N., Chia E.W., Berridge M.V., Maas E.W., Page M.J., Harper J.L., Webb V.L., and Copp B.R. Tetrahedron 64 (2008) 5748-5755
16. Shao Y., Molnar L.F., Jung Y., Kussmann J., Ochsenfeld C., Brown S.T., Gilbert A.T.B., Slipchenko L.V., Levchenko S.V., O'Neill D.P., DiStasio R.A., Lochan R.C., Wang T., Beran G.J.O., Besley N.A., Herbert J.M., Lin C.Y., Van Voorhis T., Chien S.H., Sodt A., Steele R.P., Rassolov V.A., Maslen P.E., Korambath P.P., Adamson R.D., Austin B., Baker J., Byrd E.F.C., Dachsel H., Doerksen R.J., Dreuw A., Dunietz B.D., Dutoi A.D., Furlani T.R., Gwaltney S.R., Heyden A., Hirata S., Hsu C.P., Kedziora G., Khalliulin R.Z., Klunzinger P., Lee A.M., Lee M.S., Liang W., Lotan I., Nair N., Peters B., Proynov E.I., Pieniazek P.A., Rhee Y.M., Ritchie J., Rosta E., Sherrill C.D., Simmonett A.C., Subotnik J.E., Woodcock H.L., Zhang W., Bell A.T., Chakraborty A.K., Chipman D.M., Keil F.J., Warshel A., Hehre W.J., Schaefer H.F., Kong J., Krylov A.I., Gill P.M.W., and Head-Gordon M. Phys. Chem. Chem. Phys. 8 (2006) 3172-3191
17. Haasnoot C.A.G., De Leeuw F.A.A.M., and Altona C. Tetrahedron 36 (1980) 2783-2792