Marine sponge pigment

Rocca, P. Marsais, F. Godard, A. Queguiner, G. A short synthesis of the antimicrobial marine sponge pigment fascaplysin. Tetrahedron Lett. 1993, 34, 7917-7918. 

Gribble, G. W., Pelcman, B. Total syntheses of the marine sponge pigments fascaplysin and homofascaplysin B and C. J. Org. Chem. 

Pelcman, B. and Gribble, G.W (1990) Total synthesis of the marine sponge pigment fascaplysin. Tetrahedron Lett., 31, 2381-2384. 

Aminoimidazole (16) has also been identified as a metabolite from marine sponges (74MI1) and has been implicated as an in vivo progenitor of a class of marine pigments (92TL4385). 

Dharmaraj, S., Ashokkumar, B., and Dhevendaran, K. (2009b). Food-grade pigments from Streptomyces sp. isolated from the marine sponge Callyspongia diffusa. Food Res. Int. 42, 487-492. 

Bandaranayake, W. M., Bemis, J. E., and Bourne, D. J., Ultraviolet absorbing pigments from the marine sponge Dysidea herbacea isolation and structure of a new mycosporine, Comp. Biochem. Physiol., 115C, 281, 1996. 

The synthesis of tedanin 589, an isoprenoid pigment of the marine sponge Tedanis digitata, starts with the Wittig reaction of phosphorane 506 with the carbonyl compound 587, giving 588. Bromination of the latter followed by treatment with KOH/methanol and twofold oxidation yield tedanin 589 280) (Scheme 99). 

Unique is the occurrence of different porphyrin derivatives (36-40) named corallistin a-e (26) after the marine sponge Corallistes sp. which was found near to New Caledonia. The chlorophylls C1-C3 (41-43) (27) of some algae also belong to the porphyrin class though chlorophyll pigments usually have the chlorin type framework. An interesting source... 

Carbon-14 work has shown that the pulvinic acid pigments found in lichens are derived via the shikimic acid pathway, and that the unsaturated ylidenebutenolides found with polyacetylenic compounds in the Compositae are derived from oleic acid. No biosynthetic studies have been reported for the terpenoid ylidenebutenolides freelingyne, peridinin and the several sesterterpenes from marine sponges. 

McCabe T, Clardy J, Minale L, Pizza C, Zollo F, Riccio R 1982 A triterpenoid pigment with the isomalabaricane skeleton from the marine sponge Stelletta sp. Tetrahedron Lett 23 3307-3310... 

McCabe, T., J. Clardy, L. Minale, C. Pizza, F. Zollo, and R. Riccio A Triterpenoid Pigment with the Isomalabaricane Skeleton from the Marine Sponge Stelletta sp. Tetrahedron Lett. 23, 3307 (1982). 

Fused tetra- and pentacyclic aromatic alkaloids are a new, emerging group of compounds from marine organisms. Amphimedine (187) was isolated from a Pacific sponge (Amphimedon sp.) as a cytotoxic compound in 1983 and was the first example of a polycyclic alkaloid (158). A pigment from the sea anemone Calliactis parasitica, named calliactine, has been known for many years, but the structure elucidation of calliactine was a difficult problem (159). In 1987 the structure of calliactine was proposed to be 188 on the basis of modern spectroscopic methods as well as chemical... 

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