Syntheses, immunosuppressive activity, and structure-activity relationships of myriocin analogs, 2-epi-myriocin, 14-deoxomyriocin, Z-14-deoxyomyriocin, and nor-deoxomyriocins.
Nine myriocin analogs, 2-epi-myriocin, 14-deoxomyriocin, Z-14-deoxomyriocin, and nor-deoxomyriocins, were synthesized from 2-deoxy-D-glucose via common intermediates used in previous myriocin and Z-myriocin syntheses. Immunosuppressive activities of those myriocin analogs on mouse allogeneic mixed lymphocyte reaction were examined, and Z-14-deoxomyriocin was found to show the most potent activity among them. The structure-activity relationships are discussed.
Kyoto Pharmaceutical University, Japan.
M
M
Yoshikawa
Y
Y
Yokokawa
Y
Y
Okuno
N
N
Yagi
N
N
Murakami
D000818:Animals; D005229:Fatty Acids, Monounsaturated / Q000138:chemical synthesis / Q000494:pharmacology; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007959:Lymphocyte Culture Test, Mixed; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D010777:Photochemistry; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013329:Structure-Activity Relationship
D005229:Fatty Acids, Monounsaturated; D007166:Immunosuppressive Agents; C001996:thermozymocidin