Isolation and Structure of Asterin, a new halogenated cyclic penta-peptide from Aster tataricus

✍ Scribed by Seiji Kosemura; Toshiko Ogawa; Kazuo Totsuka

• Publisher: Elsevier Science
• Year: 1993
• Tongue: French
• Weight: 207 KB
• Volume: 34
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)91777-5

✦ Synopsis

Summury: A new dichlorinated cyclic penta-peptide, asterin, has been isolated from the plant Aster &ztaricI(s L.f. (Cotqosime), and its structure has also been elucidated on the basis of its spectral data coupled with some chemical evidences.

From a view point of biological activity, many structural studies have been teported on a number of cyclic peptides including bouvardin,l ulithiiycliclamide,2 cyclochlorotine (1),3 and others. In thii communication, we wish to report the isolation and the structure elucidation of a new halogenated cyclic penta-peptide, asterin (2). from the plant Aster tataricus L. f. (Compositae) (Won in Japanese).

Commercially available dried roots of Aster tutaricus (5.0 Kg) were immersed in MeOH at room temperature, and then MeOH extract was concentrated and partitioned between n-BuOH and water. The n-BuOH extract was adsorbed on activated charcoal (ca. 250 g), and the eluate with CHCl3-MeOH (9 : 1) was further purified with normal phase (Sit&, CHCls-MeOH (9 : 1)) followed by reverse phase column