Laulimalide analogues

Faveau C, Mondon M, Gesson JP, Mahnke T, Gebhardt S, Koert U. Synthetic studies on a phenyl-laulimalide analogue. Tetrahedron Lett 2006 47 8305-8. 

Takahashi K, Murakami T, Kamata A, Yumoto R, Higashi Y,Yata N. Pharmacokinetic analysis of the absorption enhancing action ofdecanoic acid and its derivatives in rats. Pharm Res 1994 11 388-92. Faveau C, Mondon M, Gesson JP, Mahnke T, Gebhardt S, Koert U. Synthetic studies on a phenyl-laulimalide analogue. Tetrahedron Lett 2006 47 8305-8. 

Gallagher B.M., Zhao, H.J., Pesant, M and Fang, F.G. (2005) Synthesis of 8-(S)-methoxy-ll-desmelhyl laulimalide a novel laulimalide analogue. Tetrahedron Lett., 46, 923-926. 

Wender, PA., Hilinski, M.K., Soldermarm, N., and Mooberry, S.L (2006) Total synthesis and biological evaluation of 11-desmethyllauli-malide, a highly potent simplified laulimalide analogue. Oig. Lett., 8, 1507-1510. 

Fig. 24 Laulimalide 11-demethyl analogues with modified side chains [134]...

Fig. 25 Solution conformation of 11-demethyl-laulimalide 8a in comparison to laulimalide 6 (top) and to its side-chain analogues 8b-d (bottom). The conformation of the macrolide ring is nearly unperturbed by these chemical modifications. (Reprinted with permission from [134]. Copyright 2005 Elsevier)...

Ahmed, A., Hoegenauer, E. K., Enev, V. S., Hanbauer, M., Kaehlig, H., Oehler, E., Mulzer, J. Total Synthesis of the Microtubule Stabilizing Antitumor Agent Laulimalide and Some Nonnatural Analogues The Power of Sharpless Asymmetric Epoxidation. J. Org. Chem. 2003, 68, 3026-3042. 

The NHK reaction has also been reported in the syntheses of biologically active drug candidates such as analogues of laulimalide and epitholine B. 

Paterson I, Bergmann H, Menche D, Berkessel A. Synthesis of novel 11-desmethyl analogues of Laulimalide by Nozaki-Hiyama-Kishi coupling. Org. Lett. 2004 6 1293-1295. 

Paterson, L, Menche, D., Hakansson, A.E., Longstaff, A., Wong, D Batasoain, L, Buey, R.M., and Diaz, J.F. (2005) Design, synthesis and biological evaluation of novel, simplified analogues of laulimalide modification of the side chain. Bioorg. Med. Chem. Lett., 15, 2243-2247. 

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