Chemical modification of hitachimycin. II. Synthesis and antitumor activities of carbonate derivatives.
Several carbonate derivatives of hitachimycin have been synthesized and evaluated their activities including antibacterial, cytocidal against HeLa cells and in vivo antitumor against Sarcoma 180. Some of these derivatives showed higher antitumor activity than hitachimycin. Among the derivatives, 11,15-di-O-methoxycarbonylhitachimycin (2), 11,15-di-O-ethoxycarbonylhitachimycin (3) and 15-O-methoxycarbonylhitachimycin (9) were most effective in in vivo assay.
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; D001419:Bacteria / Q000187:drug effects; D002254:Carbonates / Q000138:chemical synthesis / Q000494:pharmacology / Q000627:therapeutic use; D005260:Female; D006367:HeLa Cells / Q000187:drug effects; D051379:Mice; D008813:Mice, Inbred ICR; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011090:Polyenes / Q000138:chemical synthesis / Q000494:pharmacology / Q000627:therapeutic use; D012510:Sarcoma 180 / Q000188:drug therapy*; D013329:Structure-Activity Relationship
D000903:Antibiotics, Antineoplastic; D002254:Carbonates; D011090:Polyenes; C031780:stubomycin