Download PDF
Synlett 2001; 2001(Special Issue): 0986-0988
DOI: 10.1055/s-2001-14641
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Total Synthesis of cis,cis-Ceratospongamide, a Bioactive Thiazole-Containing Cyclic Peptide from Marine Origin

Fumiaki Yokokawa* , Hirofumi Sameshima, Takayuki Shioiri
  • *Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe-dori, Mizuho-ku, Nagoya 467-8603, Japan; Fax + 81 (52) 8 34 41 72; E-mail: shioiri@phar.nagoya-cu.ac.jp
Further Information

Publication History

Publication Date:
31 December 2001 (online)

  PDF Download Permissions and Reprints All articles of this category

The first total synthesis of cis,cis-ceratospongamide (1a), isolated from marine source, was accomplished via thiazole synthesis using CMD methodology, DEPC-mediated peptide coupling, macrolactamization, and cyclodehydration. Comparison of the cyclization sites and coupling reagents in the macrolactamization step was also investigated.

ceratospongamide - chemical manganese dioxide (CMD) - macrolactamization - cyclic peptide - total synthesis