Synthesis and cytotoxic activity of 5,6-heteroaromatically annulated pyridine-2,4-diamines.
A series of 5,6-heteroaromatically annulated pyridine-2,4-diamines have been synthesized and their in vitro cytotoxic activities evaluated against six human cancer cell lines. Benzo[g] annulated pyrido[2,3-b]indolediamines 7a-b and 8 showed relatively high cytotoxic activity as well as most of the diamines with pyrrolo[2,3-b]pyridine 17, thieno[2,3-b]pyridine and furo[2,3-b]pyridine 26-28, 1,8-naphthyridine 32 and 34 and benzo[h]quinoline 37 skeletons. Surprisingly, pyrido[2,3-b]indolediamines 13 and 14 without benzo[g] annulation were inactive. None of the new compounds were as potent as ellipticine, the reference compound.
Willemann
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C
Department Chemie und Pharmazie, Universität Erlangen-Nürnberg, Lehrstuhl für Pharmazeutische Chemie, Erlangen, Germany.
Grünert
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R
Bednarski
P J
PJ
Troschütz
R
R
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D003959:Diamines / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D004354:Drug Screening Assays, Antitumor; D004611:Ellipticines / Q000633:toxicity; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D003959:Diamines; D004611:Ellipticines; D011725:Pyridines; C034192:ellipticine