Unexpected forma tion of indenoisoquinoline derivatives from thia analogues of protoberberine alkaloids

Research output: Article

Abstract

Treatment of thia analogues of protoberberine alkaloids, 13-carboxy-13,13a-dihydro-6H,8H-isoquinolino [2,3-c][1,3]benzothiazin-8-ones, with thionyl chloride, followed by ethanol, unexpectedly provided 5,11-dioxoindeno [1,2-c]isoquinoline derivatives containing a novel ring system. Elucidation of their structures is presented in this paper. The antiproliferative effects of thiaprotoberberines and indenoisoquinolines were determined by MTT assay against a set of human adherent cancer cell lines (Hela, MCF7 and A431).

Original languageEnglish
Pages (from-to)450-453
Number of pages4
JournalLetters in Organic Chemistry
Volume8
Issue number7
DOIs
Publication statusPublished - szept. 2011

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Alkaloids
Assays
Ethanol
Cells
Derivatives
Cell Line
Neoplasms
protoberberine
isoquinoline
thionyl chloride

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry

Cite this

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title = "Unexpected forma tion of indenoisoquinoline derivatives from thia analogues of protoberberine alkaloids",
abstract = "Treatment of thia analogues of protoberberine alkaloids, 13-carboxy-13,13a-dihydro-6H,8H-isoquinolino [2,3-c][1,3]benzothiazin-8-ones, with thionyl chloride, followed by ethanol, unexpectedly provided 5,11-dioxoindeno [1,2-c]isoquinoline derivatives containing a novel ring system. Elucidation of their structures is presented in this paper. The antiproliferative effects of thiaprotoberberines and indenoisoquinolines were determined by MTT assay against a set of human adherent cancer cell lines (Hela, MCF7 and A431).",
keywords = "Benzothiazine, Indenoisoquinoline, MTT assay, Thia-protoberberine",
author = "Lajos Fodor and P{\'e}ter Csom{\'o}s and Judit Moln{\'a}r and Istv{\'a}n Zupk{\'o} and Antal Cs{\'a}mpai and P{\'a}l Soh{\'a}r",
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language = "English",
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pages = "450--453",
journal = "Letters in Organic Chemistry",
issn = "1570-1786",
publisher = "Bentham Science Publishers B.V.",
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TY - JOUR

T1 - Unexpected forma tion of indenoisoquinoline derivatives from thia analogues of protoberberine alkaloids

AU - Fodor, Lajos

AU - Csomós, Péter

AU - Molnár, Judit

AU - Zupkó, István

AU - Csámpai, Antal

AU - Sohár, Pál

PY - 2011/9

Y1 - 2011/9

N2 - Treatment of thia analogues of protoberberine alkaloids, 13-carboxy-13,13a-dihydro-6H,8H-isoquinolino [2,3-c][1,3]benzothiazin-8-ones, with thionyl chloride, followed by ethanol, unexpectedly provided 5,11-dioxoindeno [1,2-c]isoquinoline derivatives containing a novel ring system. Elucidation of their structures is presented in this paper. The antiproliferative effects of thiaprotoberberines and indenoisoquinolines were determined by MTT assay against a set of human adherent cancer cell lines (Hela, MCF7 and A431).

AB - Treatment of thia analogues of protoberberine alkaloids, 13-carboxy-13,13a-dihydro-6H,8H-isoquinolino [2,3-c][1,3]benzothiazin-8-ones, with thionyl chloride, followed by ethanol, unexpectedly provided 5,11-dioxoindeno [1,2-c]isoquinoline derivatives containing a novel ring system. Elucidation of their structures is presented in this paper. The antiproliferative effects of thiaprotoberberines and indenoisoquinolines were determined by MTT assay against a set of human adherent cancer cell lines (Hela, MCF7 and A431).

KW - Benzothiazine

KW - Indenoisoquinoline

KW - MTT assay

KW - Thia-protoberberine

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DO - 10.2174/157017811796504981

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JO - Letters in Organic Chemistry

JF - Letters in Organic Chemistry

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