Four new cyclic peptides, patellamide G (2) and ulithiacyclamides E-G (3-5)
, along with the known patellamides A-C (6-8) and ulithiacyclamide B (9), w
ere isolated from the ascidian Lissoclinum patella collected in Pohnpei, Fe
derated States of Micronesia. The planar structures of these peptides were
determined from 1D and 2D H-1 and C-13 NMR spectra. The absolute stereochem
istries of the amino acid units, except for cysteine, were assigned by chir
al GC analysis of N(O)-trifluoroacetyl isopropyl ester derivatives of amino
acids obtained by acid hydrolysis of the intact and ozonized peptides. The
structures of ulithiacyclamides E-G (3-5) were confirmed by chemical conve
rsion. Patellamides B (7) and C (8) exhibited in vitro modulation of multid
rug resistance in CEM/VBL100 cells.