Original Article

Absolute Stereostructures of Cell-adhesion Inhibitors, Peribysins A, E, F and G, Produced by a Sea hare-derived Periconia sp.

Takeshi Yamada, Mitsunobu Doi, Atsuko Miura, Waka Harada, Mika Hiramura, Katsuhiko Minoura, Reiko Tanaka, Atsushi Numata

Received: December 6, 2004 / Accepted: February 24, 2005
© Japan Antibiotics Research Association

Abstract Peribysins E~G (1~3) have been isolated from a strain of Periconia byssoides originally separated from the sea hare Aplysia kurodai. Their absolute stereostructures have been elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques and some chemical transformations. In addition, the absolute configuration of peribysin A (4), previously undetermined, has been established by conversion to 2 and 3. All these metabolites inhibited the adhesion of human-leukemia HL-60 cells to HUVEC.

Keywords fungus, peribysins, cell-adhesion inhibitor, Periconia sp., sea hare

T. Yamada (Corresponding author), M. Doi, A. Miura, W. Harada, M. Hiramura, K. Minoura, R. Tanaka, A. Numata: Osaka University of Pharmaceutical Sciences, 4-20-1, Nasahara, Takatsuki, Osaka 569-1094, Japan, E-mail: yamada@gly.oups.ac.jp