Volume 21, Issue 1
Heterocyclic Compounds
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ChemInform Abstract: Methylfuroquinolinones: New Furocoumarin Isosters as Potential Photoreagents Toward DNA.

A. GUIOTTO

A. GUIOTTO

Dep. Pharm. Sci., Padua Univ., 35131 Padova, Italy

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A. CHILIN

A. CHILIN

Dep. Pharm. Sci., Padua Univ., 35131 Padova, Italy

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G. PASTORINI

G. PASTORINI

Dep. Pharm. Sci., Padua Univ., 35131 Padova, Italy

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M. PALUMBO

M. PALUMBO

Dep. Pharm. Sci., Padua Univ., 35131 Padova, Italy

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First published: January 2, 1990

Abstract

A number of title compounds such as (VI), which can be considered as isosters of methylpsoralens, are synthesized from diaminotoluene (I) via Claisen rearrangement of the allyl ethers (II) and subsequent cyclization of the dibromo derivative (V) to form the furan ring.

ChemInform Abstract

A number of title compounds such as (VI), which can be considered as isosters of methylpsoralens, are synthesized from diaminotoluene (I) via Claisen rearrangement of the allyl ethers (II) and subsequent cyclization of the dibromo derivative (V) to form the furan ring. The molar absorptivity at long wavelengths of these compounds is remarkably higher than that of the corresponding methylpsoralen isosters; this fact may lead to an improved photobinding to the biological targets.

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