Synthesis and biological evaluation of pyridooxazine-tetrahydroisoquinoline derivatives as MDR modulators

Chen Ma, Shao Jie Liu, Liang Xin, Qun Zhang, Kai Ding, J R Falck, Dong Soo Shin

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Pyridooxazine-tetrahydroisoquinoline derivatives were designed and synthesized for MDR modulating activity. Pyridooxazin-2-one scaffolds were constructed in a one-pot annulation of N-substituted-2-chloroacetamides with 2-bromo-3-hydroxy pyridine via Smiles rearrangement. The Pictet-Spengler cyclization to form tetrahydroisoquinoline ring afforded target compounds in 17-37% overall yields. Some of these compounds exhibited multidrug resistance (MDR) reversing activity.

Original languageEnglish (US)
Pages (from-to)1010-1011
Number of pages2
JournalChemistry Letters
Volume35
Issue number9
DOIs
StatePublished - Sep 5 2006

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Tetrahydroisoquinolines
Modulators
Derivatives
Cyclization
Scaffolds
pyridine
chloroacetamide

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthesis and biological evaluation of pyridooxazine-tetrahydroisoquinoline derivatives as MDR modulators. / Ma, Chen; Liu, Shao Jie; Xin, Liang; Zhang, Qun; Ding, Kai; Falck, J R; Shin, Dong Soo.

In: Chemistry Letters, Vol. 35, No. 9, 05.09.2006, p. 1010-1011.

Research output: Contribution to journalArticle

Ma, Chen ; Liu, Shao Jie ; Xin, Liang ; Zhang, Qun ; Ding, Kai ; Falck, J R ; Shin, Dong Soo. / Synthesis and biological evaluation of pyridooxazine-tetrahydroisoquinoline derivatives as MDR modulators. In: Chemistry Letters. 2006 ; Vol. 35, No. 9. pp. 1010-1011.
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