(+)-phorboxazole A synthetic studies. Identification of a series of highly cytotoxic C(45-46) analogues

被引：25

作者：

Smith, AB ^{[1
]}

Razler, TM

Pettit, GR

Chapuis, JC

机构：

[1] Univ Penn, Monell Chem Senses Ctr, Dept Chem, Philadelphia, PA 19104 USA

[2] Univ Penn, Res Struct Matter Lab, Philadelphia, PA 19104 USA

[3] Arizona State Univ, Inst Canc Res, Tempe, AZ 85287 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 20期

关键词：

D O I：

10.1021/ol051585a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

graph Effective, scalable total syntheses and biological evaluation of six phorboxazole A analogues (1-6) have been achieved. Importantly, the C(45-46)-saturated, C(45-46)-alkenyl, and the C(45-46)-E-chloroalkenyl congeners (4, 5, and 6, respectively) reveal low nanomolar tumor cell growth inhibitory activity (Gl(50)'s) similar to or, in some cell lines, greater than that of the phorboxazoles across a diverse panel of human cancer cell lines.

引用

页码：4403 / 4406

页数：4

共 8 条

[1] (+)-phorboxazole a synthetic studies. A highly convergent, second generation total synthesis of (+)-phorboxazole A
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ORGANIC LETTERS, 2005, 7 (20) : 4399 - 4402
[2] Phorboxazole B synthetic studies: construction of C(1-32) and C(33-46) subtargets
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[3] Synthetic studies toward phorboxazole A.: Stereoselective synthesis of the C28-C46 side chain fragment
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Clark, MP
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[4] Phorboxazole synthetic studies. 1. Construction of a C(3-19) subtarget exploiting an extension of the Petasis-Ferrier rearrangement
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[5] Phorboxazole synthetic studies. 2. Construction of a C(20-28) subtarget, a further extension of the Petasis-Ferrier rearrangement
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HELVETICA CHIMICA ACTA, 2005, 88 (10) : 2575 - 2581
[8] Synthetic studies on sialoglycoconjugates, part 130.: Systematic synthesis and MAG-binding activity of novel sulfated GM1b analogues as mimics of Chol-1 (α-series) gangliosides:: highly active ligands for neural siglecs
Ito, H
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CARBOHYDRATE RESEARCH, 2003, 338 (16) : 1621 - 1639

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