Four new genuine oligoglycoside sulfates, named acanthaglycoside B (4), C (5), D (6), and F (7) were isolated from whole bodies of the starfish Acanthaster planci L. The structures of the sulfates 4 -7 were determined by chemical and spectroscopic evidences.
Biologisch aktive Glycoside aus
Asteroidea, X','). -Steroid-Oligoglycoside aus dem Seestern Acanthaster plunci L., 33). -Strukturen von vier neuen Olignglycnsid-Sulfaten Die als Acanthaglycosid B (4), C (S), D (6), und F (7) benannten vier neuen genuinen Steroid-Oligoglycosidsulfate wurden aus ganzen Seesternen Acanthaster plami L. isoliert. Chemische und spektroskopische Befunde belegen die Strukturen der Sulfate 4 -7.
In preceding paper^^,^) we have described the isolation and structure elucidation of three starfish steroidal oligoglycoside sulfates (asterosaponins) together with the known thornasteroside A1,4,5) (1) from whole bodies of the starfish Acanthaster planci L. Asteronyl pentaglycoside sulfate') (2) was isolated from the starfish collected in Ehime Prefecture in Japan, and acanthaglycoside A3) (3) was isolated from it collected in Okinawa Prefecture. Further, we continued to study about the glycoside sulfates occurring in the starfish collected in Okinawa Prefecture, and we succeeded in isolating another five asterosaponins*). Already, we have reported the biological activities of these asterosaponins6). -Very recently, the occurence of nodososide') in the same starfish and of ophidianoside') in the starfish Ophidiaster opidianus has been demonstrated. This report is a full account of the structure determination of newly isolated five asterosaponins, acanthaglycoside B (4), C (5), D (6), F (7), and marthasteroside A12,6,9) (8) from the starfish Acanthaster planci L. collected in Okinawa Prefecture.
The crude glycosides were obtained from fresh whole bodies of the starfish as shown in the preceding paper3). The acetone-insoluble part of the crude glycosides was separated into four fractions (fraction 1, 2, 3, and 4). From a part of fraction 3,1(51.5 mg)4J, 3 (1.10 g)3J, 4 (40.7 mg), and 5 (35.0 mg) were isolated. From fraction 4 and a residual part of fraction 3, 2 (88.3 mg)4J, 6 (33.6 mg), 7 (101.8 mg), and 8 (301.0 mg) were isolated. The details about the procedures of isolation are shown in the experimental section.