A New Synthetic Framework for 11-Demethylellipticine

A new synthetic route for the synthesis of 5‐methyl‐6H‐pyrido[4,3‐b]carbazole (8), so‐called 11‐demethylellipticine, was described. Construction of the tetracyclic structure hexahydro‐1H‐pyrido[4,3‐b]carbazol‐5(6H)‐one skeleton (6) was also achieved by nucleophilic substitution reaction in the synth...

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Bibliographic Details
Published inJournal of heterocyclic chemistry Vol. 53; no. 3; pp. 767 - 770
Main Authors Gocmenturk, Mustafa, Hizliates, Cevher Gundogdu, Ergun, Yavuz
Format Journal Article
LanguageEnglish
Published HOBOKEN Blackwell Publishing Ltd 01.05.2016
Wiley
Wiley Subscription Services, Inc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ELLIPTICINE
DERIVATIVES
OLIVACINE
ALKALOIDS
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Summary:A new synthetic route for the synthesis of 5‐methyl‐6H‐pyrido[4,3‐b]carbazole (8), so‐called 11‐demethylellipticine, was described. Construction of the tetracyclic structure hexahydro‐1H‐pyrido[4,3‐b]carbazol‐5(6H)‐one skeleton (6) was also achieved by nucleophilic substitution reaction in the synthetic route. Also new tetrahydrocarbazole derivatives (2, 3, 4, and 5) were synthesized. Several ellipticine analogs and octahydropyridocarbazole‐based G‐protein coupled receptors inhibitors can also be synthesized from tetracyclic structure (6) because of carbonyl functionality at position 5.
Bibliography:ArticleID:JHET2366
ark:/67375/WNG-6KW9QP7Q-2
istex:06AB9A098990F145ED2599AB2DE08DF40565E100
Dokuz Eylul University - No. 2007.KB.FEN.25
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.2366