The single-crystal X-ray diffraction of a novel alkaloid, stellettamine (15), together with long-range 1H-13C coupling constants obtained by inverse detection methods, and metal chelation studies have shown that the previously reported regiochemistry of the thiazole moiety of dercitin (1) and four other related alkaloids 2-5 has to be revised. The corrected structures 10-14 are related to, and in one case identical to, those of the kuanoniamines 6-9.
This document is the accepted manuscript version of a published work that appeared in final form in The Journal of Organic Chemistry after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/jo00031a035. This article may be cited as: Gunawardana, G. P., Koehn, F. E., Lee, A. Y., Clardy, J., He, H-y., & Faulkner, D. J. (1992). Pyridoacridine alkaloids from deep-water marine sponges of the family Pachastrellidae: structure revision of dercitin and related compounds and correlation with the kuanoniamines. The Journal of Organic Chemistry, 57(5), 1523-1526. doi:10.1021/jo00031a035
Florida Atlantic University. Harbor Branch Oceanographic Institute contribution #903.