Volume 23, Issue 51
Isocyclic Compounds
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ChemInform Abstract: Synthesis and Evaluation of Analogues of Z-1-(4-Methoxyphenyl)-2-(3,4, 5-trimethoxyphenyl)ethene as Potential Cytotoxic and Antimitotic Agents.

M. CUSHMAN

M. CUSHMAN

Dep. Med. Chem. Pharm., Purdue Univ., West Lafayette, IN 47907, USA

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D. NAGARATHNAM

D. NAGARATHNAM

Dep. Med. Chem. Pharm., Purdue Univ., West Lafayette, IN 47907, USA

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D. GOPAL

D. GOPAL

Dep. Med. Chem. Pharm., Purdue Univ., West Lafayette, IN 47907, USA

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H.-M. HE

H.-M. HE

Dep. Med. Chem. Pharm., Purdue Univ., West Lafayette, IN 47907, USA

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C. M. LIN

C. M. LIN

Dep. Med. Chem. Pharm., Purdue Univ., West Lafayette, IN 47907, USA

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E. HAMEL

E. HAMEL

Dep. Med. Chem. Pharm., Purdue Univ., West Lafayette, IN 47907, USA

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First published: December 22, 1992

Abstract

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ChemInform Abstract

Wittig reaction of the phosphonium bromides (I) with the benzaldehydes (II) yields the E- (III) and Z-stilbenes (IV) with the predominance of the latter. The related carboxylic acids (VII), prepared by coupling of the phenylacetic acid (V) with the benzaldehydes (VI), are converted to amides and esters such as (IXa) and (IXb). The syntheses of further stilbenes are described in the original paper. The compound (IVb) mentioned in the title shows the best cytotoxic activity in five human cancer cell lines.

chemical structure image

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