Ten‐Membered Ring Enediynes with Remarkable Chemical and Biological Profiles

K. C. Nicolaou; Erik J. Sorensen; Robert Discordia; Chan‐Kou ‐K Hwang; Robert G. Bergman; Robert E. Minto; Kamal N. Bharucha

doi:10.1002/anie.199210441

Ten‐Membered Ring Enediynes with Remarkable Chemical and Biological Profiles

K. C. Nicolaou, Erik J. Sorensen, Robert Discordia, Chan‐Kou ‐K Hwang, Robert G. Bergman, Robert E. Minto, Kamal N. Bharucha

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52 Scopus citations

Abstract

The large effects of minimal structural variations are demonstrated by enediynes 1. At 50 °C the cis isomer cyclizes much faster (t_1/2 = 4 h) than the trans isomer (t_1/2 = 22 h). The carbonate derivative of trans‐l is stable even for several hours at 100 °C. The exploration of the chemistry of cyclic enediynes is prompted by their DNA‐cleaving properties. (Figure Presented.)

Original language	English (US)
Pages (from-to)	1044-1046
Number of pages	3
Journal	Angewandte Chemie International Edition in English
Volume	31
Issue number	8
DOIs	https://doi.org/10.1002/anie.199210441
State	Published - Aug 1992
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry

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10.1002/anie.199210441

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title = "Ten‐Membered Ring Enediynes with Remarkable Chemical and Biological Profiles",

abstract = "The large effects of minimal structural variations are demonstrated by enediynes 1. At 50 °C the cis isomer cyclizes much faster (t1/2 = 4 h) than the trans isomer (t1/2 = 22 h). The carbonate derivative of trans‐l is stable even for several hours at 100 °C. The exploration of the chemistry of cyclic enediynes is prompted by their DNA‐cleaving properties. (Figure Presented.)",

author = "Nicolaou, {K. C.} and Sorensen, {Erik J.} and Robert Discordia and Hwang, {Chan‐Kou ‐K} and Bergman, {Robert G.} and Minto, {Robert E.} and Bharucha, {Kamal N.}",

year = "1992",

month = aug,

doi = "10.1002/anie.199210441",

language = "English (US)",

volume = "31",

pages = "1044--1046",

journal = "Angewandte Chemie International Edition in English",

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publisher = "John Wiley and Sons Ltd",

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T1 - Ten‐Membered Ring Enediynes with Remarkable Chemical and Biological Profiles

AU - Nicolaou, K. C.

AU - Sorensen, Erik J.

AU - Discordia, Robert

AU - Hwang, Chan‐Kou ‐K

AU - Bergman, Robert G.

AU - Minto, Robert E.

AU - Bharucha, Kamal N.

PY - 1992/8

Y1 - 1992/8

N2 - The large effects of minimal structural variations are demonstrated by enediynes 1. At 50 °C the cis isomer cyclizes much faster (t1/2 = 4 h) than the trans isomer (t1/2 = 22 h). The carbonate derivative of trans‐l is stable even for several hours at 100 °C. The exploration of the chemistry of cyclic enediynes is prompted by their DNA‐cleaving properties. (Figure Presented.)

AB - The large effects of minimal structural variations are demonstrated by enediynes 1. At 50 °C the cis isomer cyclizes much faster (t1/2 = 4 h) than the trans isomer (t1/2 = 22 h). The carbonate derivative of trans‐l is stable even for several hours at 100 °C. The exploration of the chemistry of cyclic enediynes is prompted by their DNA‐cleaving properties. (Figure Presented.)

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JF - Angewandte Chemie International Edition in English

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ER -

Ten‐Membered Ring Enediynes with Remarkable Chemical and Biological Profiles

Abstract

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