Stypopodium zonals

Gerwick WH, Fenical W, Norris JN (1985) Chemical variation in the tropical seaweed Stypopodium zonale (Dictyotaceae). Phytochemistry 24 1279-1283 Gerwick WH, Nagle DG, Proteau PJ (1993a) Oxylipins from marine invertebrates. Top Curr... 

Obrien ET, White S, Jacobs RS, Boder GB, Wilson L (1984) Pharmacological properties of a marine natural product, stypoldione, obtained from the brown alga Stypopodium zonale. Hydrobiologia 116 141-145... 

Pereira RC, Soares AR, Teixeira VL, Villaca R, da Gama BAP (2004) Variation in chemical defenses against herbivory in southwestern Atlantic Stypopodium zonale (Phaeophyta). Bot Mar 47 202-208... 

An examination (45) of juvenile A. dactylomela feeding on the brown alga Stypopodium zonale from Vega Baja on the north coast of Puerto Rico resulted in the isolation of epitaondiol [41] and 3-ketoepitaondiol [42] along with stypodione [43]. A comparison of the <4. dactylomela... 

Dorta, E., Cueto, M., Brito, 1., and Darias, J. (2002). New terpenoids from the brown alga Stypopodium zonale. /. Nat. Prod. 65,1727-1730. 

The brown alga Stypopodium zonale produces diterpenes of mixed biogenesis that vary... 

Stypopodium zonale Stypoquinonic acid Tyrosine kinase inhibitor [158]... 

Soares, A.R. et al. (2003) Variation on diter-pene production by the Brazilian alga Stypopodium zonale (Dictyotales, Phaeophyta). Biochem. Syst. Ecol. 31, 1347-1350... 

Figure 14.15 Biogenetic interconversions of meroditerpenes of Taonia atomaria and Stypopodium zonale (Gonzalez et ai, 1982).

The position of methyl-15 attached to the carbon 3 of atomaric acid was difficult to determine, and was first published as P then as a. As a result of further work done in 2003 on the species Stypopodium zonale, the position of methyl has been definitively established as a for atomaric acid, stypoquinonic acid and other related derivatives (Dorta et al., 2002b, 2003). Thus, in the biogenetic scheme of Figure 14.16, the absolute configurations of carbons 2 and 3 remain rmchanged. 

Gerwick, W.H. and Fenical, W. (1981) Ichihyotoxic and cytotoxic metabolites of the tropical brown alga Stypopodium zonale (Lamouroux) Papenfuss. J. Org. Chem., 46, 22—27. 

Gerwick, W.H., Fenical, W, Fritsch, N., and Clardy, (. (1979) Stypotriol and stypoldione ichtyotoxins of mixed biogenesis from the marine alga Stypopodium zonale. Tetrahedron Lett., 20,145—148. 

Mori, K. and Koga, Y. (1995) Synthesis and absolute configuration of (-)-stypoldione, a metabolite of Stypopodium zonale. Liebigs Ann. Chem., 1745-1754. 

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