Synthesis of bioisosteric 5-sulfa-rutaecarpine derivatives

Máté Bubenyák, Mária Takács, Balázs Blazics, Ákos Rácz, B. Noszál, László Püski, J. Kökösi, I. Hermecz

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Rutaecarpine (Evodia rutaecarpa) derivatives were synthesized by bioisosteric replacements of the quinazolone moiety of the pentacyclic system with benzothiadiazine 1,1-dioxide. Syntheses were performed efficiently by formation of phenylhydrazones via active methylene group transformations of pyrrolo-and pyrido[1,2-b]1,2,4-benzothiadiazine 5,5-dioxides, and subsequent Fischer-indolization. Preliminary testing of compound 3 showed cytotoxic activity against HeLa cells and apoptosis inducing effect.

Original languageEnglish
Pages (from-to)291-302
Number of pages12
JournalArkivoc
Volume2010
Issue number11
Publication statusPublished - Nov 7 2010

Fingerprint

Benzothiadiazines
Evodia
Derivatives
Apoptosis
Testing
rutecarpine

Keywords

  • Alkaloids
  • Antitumor agents
  • Benzothiadiazine
  • Bioisosteric replacements
  • Luotonin A
  • Rutaecarpine

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Bubenyák, M., Takács, M., Blazics, B., Rácz, Á., Noszál, B., Püski, L., ... Hermecz, I. (2010). Synthesis of bioisosteric 5-sulfa-rutaecarpine derivatives. Arkivoc, 2010(11), 291-302.

Synthesis of bioisosteric 5-sulfa-rutaecarpine derivatives. / Bubenyák, Máté; Takács, Mária; Blazics, Balázs; Rácz, Ákos; Noszál, B.; Püski, László; Kökösi, J.; Hermecz, I.

In: Arkivoc, Vol. 2010, No. 11, 07.11.2010, p. 291-302.

Research output: Contribution to journalArticle

Bubenyák, M, Takács, M, Blazics, B, Rácz, Á, Noszál, B, Püski, L, Kökösi, J & Hermecz, I 2010, 'Synthesis of bioisosteric 5-sulfa-rutaecarpine derivatives', Arkivoc, vol. 2010, no. 11, pp. 291-302.
Bubenyák M, Takács M, Blazics B, Rácz Á, Noszál B, Püski L et al. Synthesis of bioisosteric 5-sulfa-rutaecarpine derivatives. Arkivoc. 2010 Nov 7;2010(11):291-302.
Bubenyák, Máté ; Takács, Mária ; Blazics, Balázs ; Rácz, Ákos ; Noszál, B. ; Püski, László ; Kökösi, J. ; Hermecz, I. / Synthesis of bioisosteric 5-sulfa-rutaecarpine derivatives. In: Arkivoc. 2010 ; Vol. 2010, No. 11. pp. 291-302.
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