Structure-activity relationships of phenyl- and benzoylpyrroles.
Antitumor, antimicrobial, and phytotoxic activities of the marine antibiotic pentabromopseudilin (1a) and related phenyl-, benzyl- and benzoyl pyrroles were compared. All activities depended strongly on the substituent pattern, with the natural compound 1a being the most active one. As judged from model reactions, a covalent bond of nucleophiles to the pyrrole system may be involved in the inhibition of macromolecular syntheses.
Laatsch
H
H
Institut für Organische Chemie, Universität Göttingen, Germany.
Renneberg
B
B
Hanefeld
U
U
Kellner
M
M
Pudleiner
H
H
Hamprecht
G
G
Kraemer
H P
HP
Anke
H
H
D000818:Animals; D000890:Anti-Infective Agents / Q000737:chemistry* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology; D005260:Female; D006860:Hydrogen Bonding; D007928:Lethal Dose 50; D007939:Leukemia L1210 / Q000473:pathology; D008546:Melanoma, Experimental / Q000473:pathology; D051379:Mice; D008810:Mice, Inbred C57BL; D008811:Mice, Inbred DBA; D010944:Plants / Q000187:drug effects*; D011758:Pyrroles / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000890:Anti-Infective Agents; D000970:Antineoplastic Agents; D011758:Pyrroles; C094409:pentabromopseudilin