Hexabranchus sanguineus

The compounds isolated from the nudibranch Hexabranchus sanguineus varied with collecting location but usually included dihydrohalichondra-mide (261) and tetrahydrohalichondramide (268). Compounds 261, 263, 265, and 268 show antifungal activity and inhibit cell division in the fertilized sea urchin egg assay (218). Three cytotoxic macrolides, mycalolides A-C (269-271), were isolated from a Japanese sponge of the genus My-cale, and their structures were elucidated to be hybrids of ulapualides and halichondramide (219). 

Pawlik, J. R., Kernan, M. R., Molinski, T. F., Harper, M. K., and Faulkner, D. J., Defensive chemicals of the Spanish dancer nudibranch Hexabranchus sanguineus and its egg ribbons macrolides derived from a sponge diet, J. Exp. Mar. Biol. Ecol., 119, 99, 1988. 

The eggs of the nudibranch Hexabranchus sanguineus collected off the coast of Hawaii have yielded the macrolides ulapualide A (62) and ulapaulide B (63) (25) both of which incorporate the unprecedented trisoxazole moiety. These compounds were obtained as colorless oils whose structure determination was... 

In 1988 the Faulkner group reported the results of a comprehensive study of the macrocyclic metabolites of the nudibranch Hexabranchus sanguineus and sponges of the genus Halichondria. Specimens of the nudibranch collected from subtidal reefs at Kwajalein Atoll, Marshal Islands, were found to contain (76) dihydrohalichondramide [92], tetrahydrohalichondramide [93] and kabiramide C [91]. Both 92 and 93 were also found in the eggmasses of the nudibranch (77). It is noteworthy... 

Chattopadhyay, S. K., and Pattenden, G. (1998). Total synthesis of ulapualide A, a novel tris-oxazole containing macrolide from the marine nudibranch Hexabranchus sanguineus. Tetrahedron Lett. 39,6095-6098. 

Dalisay, D.S., Rogers, E.W, Edison, A.S., and Molinski, T.E. (2009) Stmcture elucidation at the nanomole scale. 1. Trisoxazole macrohdes and thiazole-containing cyclic peptides from the nudibranch Hexabranchus sanguineus. J. Nat. Prod., 72, 732-738. 

Kernan, M.R., Molinski, T.F., and Faulkner. D.J. (1988) Macrocydic antifungal metabolites from the Spanish dancer nudibrandi Hexabranchus sanguineus and sponges of the genus Halichondria. ]. Org. Chem., 53, 5014-5020. 

Chattopadhyay, S.K. and Pattenden, G. (2000) A total synthesis of the unique tris-oxazole macrolide ulapualide A produced by the marine nudibranch Hexabranchus sanguineus. J. Chem. Soc. Perkin Trans. I. 2429-2454. 

Hexabranchus sanguineus Roesener and Scheuer, 1986 Chattopadhyay and Pattenden,1998... 

Hexabranchus sanguineus Halichondria P-Kernan, Molinski, and Faulkner, 1988... 

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