Synthesis of a Nine‐Membered Cyclic Analogue of the Neocarzinostatin Chromophore and Its DNA‐Cleaving Activity

Takashi Takahashi; Hiroshi Tanaka; Yoshimasa Hirai; Takayuki Doi; Haruo Yamada; Takashi Shiraki; Yukio Sugiura

doi:10.1002/anie.199316571

Synthesis of a Nine‐Membered Cyclic Analogue of the Neocarzinostatin Chromophore and Its DNA‐Cleaving Activity

Takashi Takahashi, Hiroshi Tanaka, Yoshimasa Hirai, Takayuki Doi, Haruo Yamada, Takashi Shiraki, Yukio Sugiura

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

34 Citations (Scopus)

Abstract

The highly strained but relatively stable analogue 1 of the neocarzinostatin chromophore was synthesized by a transannular [2,3]‐Wittig rearrangement and characterized. Diyne 1 is the first analogue of this type with DNA cleaving activity and may thus have potential as an anticancer agent. (Figure Presented.)

Original language	English
Pages (from-to)	1657-1659
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	32
Issue number	11
DOIs	https://doi.org/10.1002/anie.199316571
Publication status	Published - 1993 Nov

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abstract = "The highly strained but relatively stable analogue 1 of the neocarzinostatin chromophore was synthesized by a transannular [2,3]‐Wittig rearrangement and characterized. Diyne 1 is the first analogue of this type with DNA cleaving activity and may thus have potential as an anticancer agent. (Figure Presented.)",

author = "Takashi Takahashi and Hiroshi Tanaka and Yoshimasa Hirai and Takayuki Doi and Haruo Yamada and Takashi Shiraki and Yukio Sugiura",

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AU - Yamada, Haruo

AU - Shiraki, Takashi

AU - Sugiura, Yukio

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AB - The highly strained but relatively stable analogue 1 of the neocarzinostatin chromophore was synthesized by a transannular [2,3]‐Wittig rearrangement and characterized. Diyne 1 is the first analogue of this type with DNA cleaving activity and may thus have potential as an anticancer agent. (Figure Presented.)

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Synthesis of a Nine‐Membered Cyclic Analogue of the Neocarzinostatin Chromophore and Its DNA‐Cleaving Activity

Abstract

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