Absolute Stereostructures of Cell‐Adhesion Inhibitors, Peribysins A, E, F and G, Produced by a Sea Hare‐Derived Periconia sp.

Abstract

Peribysins EG (13) 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.

Cell-adhesion Inhibitors Produced by a Sea Hare-derived Periconia sp. II

“…As part of this study, we have previously isolated the cell-adhesion inhibitors, macrosphelides EϳI, L [4,5] and peribysins AϳG [6,7], from a strain of Periconia byssoides OUPS-N133 originally separated from the sea hare Aplysia kurodai. All of these compounds except for macrosphelide I inhibited the adhesion of human-leukemia HL-60 cells to humanumbilical-vein endothelial cells (HUVEC) more potently than herbimycin A [8,9].…”

Investigação da origem metabólica de derivados da esculetina ativos contra o vírus da SARS

“…Alguns exemplos de produtos naturais novos e/ou com atividade biológica isolados a partir de microrganismos marinhos são: a sicaína (2), que foi o primeiro antibiótico isolado a partir de um fungo marinho obrigatório (Kupka et al, 1981); dois novos derivados de isocumarinas, as haloroselinas A (3) e B (4); a fenil lactona 3-acetil-7-hidroxi-5-metoxi-3,4-dimetil-3H-isobenzofuran-1-ona (5), que apresentou atividade contra Mycobacterium tuberculosis (CIM = 200 µg/mL) (Chinworrungsee et al, 2002). A peribisina F (6), produzida pelo fungo Periconia byssoides associado à lebredo-mar Aplysia kurodai, inibiu a adesão de células de leucemia humana HL-60 às células do cordão umbilical (IC 50 = 20,7 µM) (Yamada et al, 2005). A tricodermamida B (7) foi obtida a partir do extrato do fungo Trichoderma virens, derivado da ascídia Didemnum molle, e apresentou citotoxicidade in vitro contra células de carcinoma de cólon humano HCT-116 (IC 50 = 0,32 µg/mL).…”