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Total synthesis of tubulysin U and V
被引:98
作者
:
Doemling, Alexander
论文数:
0
引用数:
0
h-index:
0
机构:
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
Doemling, Alexander
Beck, Barbara
论文数:
0
引用数:
0
h-index:
0
机构:
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
Beck, Barbara
Eichelberger, Uwe
论文数:
0
引用数:
0
h-index:
0
机构:
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
Eichelberger, Uwe
Sakamuri, Sukumar
论文数:
0
引用数:
0
h-index:
0
机构:
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
Sakamuri, Sukumar
Menon, Sanjay
论文数:
0
引用数:
0
h-index:
0
机构:
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
Menon, Sanjay
Chen, Quin-Zene
论文数:
0
引用数:
0
h-index:
0
机构:
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
Chen, Quin-Zene
Lu, Yingchun
论文数:
0
引用数:
0
h-index:
0
机构:
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
Lu, Yingchun
Wessjohann, Ludger A.
论文数:
0
引用数:
0
h-index:
0
机构:
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
Wessjohann, Ludger A.
机构
:
[1]
R& Biopharmaceutu GmbH, D-82152 Martinsried, Germany
[2]
Leibniz Inst Pflanzenbiochem, Abt Nat & Wirkstoffchem, D-06120 Halle, Germany
[3]
Morphochem Inc, Monmouth Jct, NJ 08852 USA
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2006年
/ 45卷
/ 43期
关键词
:
antitumor agents;
multicomponent reactions;
natural products;
peptide coupling;
thiazoles;
D O I
:
10.1002/anie.200601259
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Multicomponent method: Tubulysins are among the most potent cytotoxic agents known. Now the first total synthesis of some members has been achieved by utilizing a rapid three-component reaction for the synthesis of the unusual central thiazole amino acid tubuvaline (see scheme; Boc = tert-butoxycarbonyl, Ac = acetyl), thereby opening new perspectives for anticancer drug development. (Chemical Equation Presented). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:7235 / 7239
页数:5
相关论文
共 21 条
[1]
Myxobacterial epothilones and tubulysins as promising anticancer agents
[J].
Doemling, Alexander
论文数:
0
引用数:
0
h-index:
0
机构:
R&D Biopharmaceut, Munich, Germany
R&D Biopharmaceut, Munich, Germany
Doemling, Alexander
;
Richter, Wolfgang
论文数:
0
引用数:
0
h-index:
0
机构:
R&D Biopharmaceut, Munich, Germany
R&D Biopharmaceut, Munich, Germany
Richter, Wolfgang
.
MOLECULAR DIVERSITY,
2005,
9
(1-3)
:141
-147
[2]
Stereoselective Mn-mediated coupling of functionalized iodides and hydrazones:: A synthetic entry to the tubulysin γ-amino acids
[J].
Friestad, GK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Friestad, GK
;
Marié, JC
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Marié, JC
;
Deveau, AM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Deveau, AM
.
ORGANIC LETTERS,
2004,
6
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:3249
-3252
[3]
GLASER N, COMMUNICATION
[4]
Convergent multicomponent assembly of 2-acyloxymethyl thiazoles
[J].
Henkel, B
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Henkel, B
;
Beck, B
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Beck, B
;
Westner, B
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Westner, B
;
Mejat, B
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Mejat, B
;
Dömling, A
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Dömling, A
.
TETRAHEDRON LETTERS,
2003,
44
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[5]
Semisynthesis and degradation of the tubulin inhibitors epothilone and tubulysin
[J].
Höfle, G
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Höfle, G
;
Glaser, N
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Glaser, N
;
Leibold, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Leibold, T
;
Karama, U
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Karama, U
;
Sasse, F
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Sasse, F
;
Steinmetz, H
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Steinmetz, H
.
PURE AND APPLIED CHEMISTRY,
2003,
75
(2-3)
:167
-178
[6]
Biological evaluation of tubulysin A:: a potential anticancer and antiangiogenic natural product
[J].
Kaur, Gurmeet
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Kaur, Gurmeet
;
Hollingshead, Melinda
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Hollingshead, Melinda
;
Holbeck, Susan
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Holbeck, Susan
;
Schauer-Vukasinovic, Vesna
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Schauer-Vukasinovic, Vesna
;
Camalier, Richard F.
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Camalier, Richard F.
;
Doemling, Alexander
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Doemling, Alexander
;
Agarwal, Seema
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Agarwal, Seema
.
BIOCHEMICAL JOURNAL,
2006,
396
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-242
[7]
Mechanism of action of tubulysin, an antimitotic peptide from myxobacteria
[J].
Khalil, MW
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0
引用数:
0
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机构:
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Khalil, MW
;
Sasse, F
论文数:
0
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0
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0
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GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Sasse, F
;
Lünsdorf, H
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引用数:
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机构:
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Lünsdorf, H
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Elnakady, YA
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GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Elnakady, YA
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Reichenbach, H
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Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
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←
1
2
3
→
共 21 条
[1]
Myxobacterial epothilones and tubulysins as promising anticancer agents
[J].
Doemling, Alexander
论文数:
0
引用数:
0
h-index:
0
机构:
R&D Biopharmaceut, Munich, Germany
R&D Biopharmaceut, Munich, Germany
Doemling, Alexander
;
Richter, Wolfgang
论文数:
0
引用数:
0
h-index:
0
机构:
R&D Biopharmaceut, Munich, Germany
R&D Biopharmaceut, Munich, Germany
Richter, Wolfgang
.
MOLECULAR DIVERSITY,
2005,
9
(1-3)
:141
-147
[2]
Stereoselective Mn-mediated coupling of functionalized iodides and hydrazones:: A synthetic entry to the tubulysin γ-amino acids
[J].
Friestad, GK
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Friestad, GK
;
Marié, JC
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Marié, JC
;
Deveau, AM
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Univ Vermont, Dept Chem, Burlington, VT 05405 USA
Deveau, AM
.
ORGANIC LETTERS,
2004,
6
(19)
:3249
-3252
[3]
GLASER N, COMMUNICATION
[4]
Convergent multicomponent assembly of 2-acyloxymethyl thiazoles
[J].
Henkel, B
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Henkel, B
;
Beck, B
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Beck, B
;
Westner, B
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Westner, B
;
Mejat, B
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Mejat, B
;
Dömling, A
论文数:
0
引用数:
0
h-index:
0
机构:
Morphochem AG, D-81379 Munich, Germany
Morphochem AG, D-81379 Munich, Germany
Dömling, A
.
TETRAHEDRON LETTERS,
2003,
44
(50)
:8947
-8950
[5]
Semisynthesis and degradation of the tubulin inhibitors epothilone and tubulysin
[J].
Höfle, G
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Höfle, G
;
Glaser, N
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Glaser, N
;
Leibold, T
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Leibold, T
;
Karama, U
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Karama, U
;
Sasse, F
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Sasse, F
;
Steinmetz, H
论文数:
0
引用数:
0
h-index:
0
机构:
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Gesell Biotechnol Forsch mbH, Dept Nat Prod, D-38124 Braunschweig, Germany
Steinmetz, H
.
PURE AND APPLIED CHEMISTRY,
2003,
75
(2-3)
:167
-178
[6]
Biological evaluation of tubulysin A:: a potential anticancer and antiangiogenic natural product
[J].
Kaur, Gurmeet
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Kaur, Gurmeet
;
Hollingshead, Melinda
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Hollingshead, Melinda
;
Holbeck, Susan
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Holbeck, Susan
;
Schauer-Vukasinovic, Vesna
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Schauer-Vukasinovic, Vesna
;
Camalier, Richard F.
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Camalier, Richard F.
;
Doemling, Alexander
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Doemling, Alexander
;
Agarwal, Seema
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, DCTD, Dev Therapeut Program, Bethesda, MD 20892 USA
Agarwal, Seema
.
BIOCHEMICAL JOURNAL,
2006,
396
:235
-242
[7]
Mechanism of action of tubulysin, an antimitotic peptide from myxobacteria
[J].
Khalil, MW
论文数:
0
引用数:
0
h-index:
0
机构:
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Khalil, MW
;
Sasse, F
论文数:
0
引用数:
0
h-index:
0
机构:
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Sasse, F
;
Lünsdorf, H
论文数:
0
引用数:
0
h-index:
0
机构:
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Lünsdorf, H
;
Elnakady, YA
论文数:
0
引用数:
0
h-index:
0
机构:
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Elnakady, YA
;
Reichenbach, H
论文数:
0
引用数:
0
h-index:
0
机构:
GBF, German Res Ctr Biotechnol, Dept Nat Prod Biol, D-38124 Braunschweig, Germany
Reichenbach, H
.
CHEMBIOCHEM,
2006,
7
(04)
:678
-683
[8]
SEQUENTIAL POLYPEPTIDES CONTAINING GAMMA-BENZYL-L-GLUTAMYL RESIDUES
[J].
LEDGER, R
论文数:
0
引用数:
0
h-index:
0
LEDGER, R
;
STEWART, FHC
论文数:
0
引用数:
0
h-index:
0
STEWART, FHC
.
AUSTRALIAN JOURNAL OF CHEMISTRY,
1967,
20
(11)
:2509
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