ABSTRACT
Targeted synthesis of the title compound, with one converging coordination site and three diverging H-bonding sites, has led to the formation of multiporphyrin oligomers by directed intermolecular coordination, without resorting to external auxiliaries. A uniquely structured cyclic tetraporphyrin supermolecule was detected in solution, isolated in the solid state, and characterized in detail by X-ray diffraction.
Subject(s)
Metalloporphyrins/chemistry , Metalloporphyrins/chemical synthesis , Zinc/chemistry , Crystallography, X-Ray , Models, Molecular , Molecular Conformation , Molecular Structure , Spectrometry, Mass, Matrix-Assisted Laser Desorption-IonizationABSTRACT
The chemical content of Sarcophyton glaucum, one of the more abundant soft corals on many coral reefs, collected from many seas, was thoroughly explored, resulting in the discovery of a large number of cembranoids, biscembranoids, sterols, and other secondary metabolites. The presently investigated Kenyan specimens of S. glaucum yielded three new metabolites, i.e., nyalolide (15), a biscembranoid, 16-oxosarcoglaucol acetate (16), a cembranoid, and the sesquiterpene guaiacophine (17). Nyalolide was also isolated from the Kenyan soft coral Sarcophyton elegans. The structures of the new compounds were elucidated by interpretation of their MS and 1D and 2D NMR experiments and, in the case of nyalolide, possessing 11 chiral centers, secured by X-ray diffraction analysis.
