N-phenethyl and N-naphthylmethyl isatins and analogues as in vitro cytotoxic agents.
A range of N-phenethyl, N-phenacyl, and N-(1- and 2-naphthylmethyl) derivatives of 5,7-dibromoisatin 2 were prepared by N-alkylation reactions. Their activity against human monocyte-like histiocytic lymphoma (U937), leukemia (Jurkat), and breast carcinoma (MDA-MB-231) cell lines was assessed. The results allowed further development of structure-activity relationships. The compound 5,7-dibromo-N-(1-naphthylmethyl)-1H-indole-2,3-dione 5a was the most potent against U937 cells with an IC(50) value of 0.19 microM.
Matesic
Lidia
L
School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia. lm66@uow.edu.au
Locke
Julie M
JM
Bremner
John B
JB
Pyne
Stephen G
SG
Skropeta
Danielle
D
Ranson
Marie
M
Vine
Kara L
KL
D000478:Alkylation; D000970:Antineoplastic Agents / Q000737:chemistry*; D001943:Breast Neoplasms / Q000188:drug therapy; D045744:Cell Line, Tumor; D005260:Female; D006801:Humans; D020128:Inhibitory Concentration 50; D007510:Isatin / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D007938:Leukemia / Q000188:drug therapy; D008223:Lymphoma / Q000188:drug therapy; D008297:Male; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D007510:Isatin