@article{oai:kumadai.repo.nii.ac.jp:00031895, author = {Imada, Kumiko and Sakai, Eriko and Kato, Hikaru and Kawabata, Tetsuro and Yoshinaga, Sosuke and Nehira, Tatuso and Terasawa, Hiroaki and Tsukamoto, Sachiko}, issue = {34}, journal = {Tetrahedron}, month = {Aug}, note = {Three new alkaloids, reticulatins A (1) and B (2) and hyrtioreticulin F (3), were isolated from the water-soluble fraction of an EtOH extract of the marine sponge Hyrtios reticulatus. Compounds 1 and 2 were found to be novel 1,3-dimethyl-5-(methylthio)imidazolium alkaloids. The structure of 3 was determined to be an indole alkaloid related to hyrtioreticulin E (8) and hyrtioerectine B (9), which were isolated previously from the n-BuOH-soluble fraction of the sponge extract. The presence of three NH units in 3 was indicated by the 1H?15N HSQC spectrum in D2O/H2O (5:95) containing 0.05% TFA measured at 5 °C. Compound 3 is likely biosynthesized from l-tryptophan, two units of l-alanine, and glycine by the Pictet?Spengler reaction. The absolute configurations of 1?3 were determined by the methods based on ECD spectra. In addition, the result for 1 was further confirmed by the PGME method.}, pages = {7051--7055}, title = {Reticulatins A and B and hyrtioreticulin F from the marine sponge Hyrtios reticulatus}, volume = {69}, year = {2013} }