Chemical modification of hitachimycin. III. Synthesis and antitumor activities of amino acyl derivatives.
Amino acyl derivatives of hitachimycin have been synthesized and evaluated their activities including antibacterial, cytocidal against HeLa cells and in vivo antitumor against sarcoma 180. 15-O-(tert-Butoxycarbonyl(BOC)-glycyl)hitachimycin (2), 15-O-(BOC-beta-alanyl)hitachimycin (4), 15-O-(BOC-(O-tert-Bu)-glutamyl)hitachimycin (6) and 15-O-L-alanylhitachimycin (11) showed comparable in vivo antitumor activity with hitachimycin and the solubility of these compounds was improved.
Shibata
K
K
Nippon Dental University, Tokyo, Japan.
Satsumabayashi
S
S
Sano
H
H
Komiyama
K
K
Yang
Z B
ZB
Nakagawa
A
A
Omura
S
S
D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis / Q000378:metabolism* / Q000494:pharmacology / Q000627:therapeutic use; D001419:Bacteria / Q000187:drug effects*; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D006367:HeLa Cells; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011090:Polyenes / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology / Q000627:therapeutic use; D012510:Sarcoma 180 / Q000188:drug therapy*; D012995:Solubility; D014407:Tumor Cells, Cultured
D000903:Antibiotics, Antineoplastic; D011090:Polyenes; C031780:stubomycin