title: Absolute stereostructures of cell-adhesion inhibitors, peribysins A, E, F and G, produced by a sea hare-derived Periconia sp.
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.
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1, Nasahara, Takatsuki, Osaka 569-1094, Japan. yamada@gly.oups.ac.jp
authors.forename: Takeshi
authors.initials: T
authors.lastname: Yamada
authors.forename: Mitsunobu
authors.initials: M
authors.lastname: Doi
authors.forename: Atsuko
authors.initials: A
authors.lastname: Miura
authors.forename: Waka
authors.initials: W
authors.lastname: Harada
authors.forename: Mika
authors.initials: M
authors.lastname: Hiramura
authors.forename: Katsuhiko
authors.initials: K
authors.lastname: Minoura
authors.forename: Reiko
authors.initials: R
authors.lastname: Tanaka
authors.forename: Atsushi
authors.initials: A
authors.lastname: Numata
mesh_terms: D000818:Animals; D001048:Aplysia / Q000382:microbiology; D001203:Ascomycota / Q000302:isolation & purification / Q000378:metabolism; D002448:Cell Adhesion / Q000187:drug effects; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D018360:Crystallography, X-Ray; D005663:Furans / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D007189:Indans / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism
chemical_list: D005663:Furans; D007189:Indans; D009284:Naphthols; C492944:peribysin A; C501235:peribysin E; C501236:peribysin F; C501237:peribysin G