共 99 条
Exploring the potential of the β-thiolactones in bioorganic chemistry
被引:16
作者:

Aubry, Sylvain
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机构:
CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France

Sasaki, Kaname
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CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France

Eloy, Laure
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机构:
CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France

Aubert, Genevieve
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CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France

Retailleau, Pascal
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h-index: 0
机构:
CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France

Cresteil, Thierry
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机构:
CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France

Crich, David
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h-index: 0
机构:
CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France
机构:
[1] CNRS, Inst Chim Subst Nat, Ctr Rech Gif, F-91190 Gif Sur Yvette, France
关键词:
CYSTEINE PROTEINASE-INHIBITORS;
FREE-RADICAL CHEMISTRY;
PROTEASOME INHIBITORS;
SALINOSPORAMIDE-A;
MOLECULAR-STRUCTURE;
COUPLING REACTIONS;
CANCER-THERAPY;
ACTIVE-SITE;
CATHEPSIN-B;
LACTONES;
D O I:
10.1039/c1ob05967j
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A series of novel peptide-based beta-thiolactones were synthesized and assayed for cytotoxicity against several human cancer cell lines, where they showed greater activity than the corresponding beta-lactones and beta-lactams. Several of the beta-thiolactones prepared showed strong inhibitory activity in vitro against human cathepsins B and L.
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收藏
页码:7134 / 7143
页数:10
相关论文
共 99 条
[31]
MONOBACTAMS - PREPARATION OF (S)-3-AMINO-2-OXOAZETIDINE-1-SULFONIC ACIDS FROM L-ALPHA-AMINO-BETA-HYDROXY ACIDS VIA THEIR HYDROXAMIC ESTERS
[J].
FLOYD, DM
;
FRITZ, AW
;
PLUSCEC, J
;
WEAVER, ER
;
CIMARUSTI, CM
.
JOURNAL OF ORGANIC CHEMISTRY,
1982, 47 (26)
:5160-5167

FLOYD, DM
论文数: 0 引用数: 0
h-index: 0
机构:
SQUIBB INST MED RES,PRINCETON,NJ 08540 SQUIBB INST MED RES,PRINCETON,NJ 08540

FRITZ, AW
论文数: 0 引用数: 0
h-index: 0
机构:
SQUIBB INST MED RES,PRINCETON,NJ 08540 SQUIBB INST MED RES,PRINCETON,NJ 08540

PLUSCEC, J
论文数: 0 引用数: 0
h-index: 0
机构:
SQUIBB INST MED RES,PRINCETON,NJ 08540 SQUIBB INST MED RES,PRINCETON,NJ 08540

WEAVER, ER
论文数: 0 引用数: 0
h-index: 0
机构:
SQUIBB INST MED RES,PRINCETON,NJ 08540 SQUIBB INST MED RES,PRINCETON,NJ 08540

CIMARUSTI, CM
论文数: 0 引用数: 0
h-index: 0
机构:
SQUIBB INST MED RES,PRINCETON,NJ 08540 SQUIBB INST MED RES,PRINCETON,NJ 08540
[32]
Inhibitor-binding mode of homobelactosin C to proteasomes: New insights into class I MHC ligand generation
[J].
Groll, M
;
Larionov, OV
;
Huber, R
;
de Meijere, A
.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA,
2006, 103 (12)
:4576-4579

Groll, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Munich, Adolf Butenandt Inst, D-81377 Munich, Germany

Larionov, OV
论文数: 0 引用数: 0
h-index: 0
机构: Univ Munich, Adolf Butenandt Inst, D-81377 Munich, Germany

Huber, R
论文数: 0 引用数: 0
h-index: 0
机构: Univ Munich, Adolf Butenandt Inst, D-81377 Munich, Germany

de Meijere, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Munich, Adolf Butenandt Inst, D-81377 Munich, Germany
[33]
Structural Analysis of Spiro β-Lactone Proteasome Inhibitors
[J].
Groll, Michael
;
Balskus, Emily P.
;
Jacobsen, Eric N.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2008, 130 (45)
:14981-+

Groll, Michael
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Munich, Lehrstuhl Biochem, Dept Chem, Ctr Integrated Prot Sci, D-85747 Garching, Germany Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

Balskus, Emily P.
论文数: 0 引用数: 0
h-index: 0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

Jacobsen, Eric N.
论文数: 0 引用数: 0
h-index: 0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
[34]
REVERSIBLE BINDING OF PEPTIDE ALDEHYDES TO PAPAIN - STRUCTURE-ACTIVITY-RELATIONSHIPS
[J].
HANZLIK, RP
;
JACOBER, SP
;
ZYGMUNT, J
.
BIOCHIMICA ET BIOPHYSICA ACTA,
1991, 1073 (01)
:33-42

HANZLIK, RP
论文数: 0 引用数: 0
h-index: 0
机构: Department of Medicinal Chemistry, University of Kansas, Lawrence, KS

JACOBER, SP
论文数: 0 引用数: 0
h-index: 0
机构: Department of Medicinal Chemistry, University of Kansas, Lawrence, KS

ZYGMUNT, J
论文数: 0 引用数: 0
h-index: 0
机构: Department of Medicinal Chemistry, University of Kansas, Lawrence, KS
[35]
Enantioselective total syntheses of omuralide, 7-epi-omuralide, and (+)-lactacystin
[J].
Hayes, Christopher J.
;
Sherlock, Alexandra E.
;
Green, Martin P.
;
Wilson, Claire
;
Blake, Alexander J.
;
Selby, Matthew D.
;
Prodger, Jeremy C.
.
JOURNAL OF ORGANIC CHEMISTRY,
2008, 73 (06)
:2041-2051

Hayes, Christopher J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Sherlock, Alexandra E.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Green, Martin P.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Wilson, Claire
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Blake, Alexander J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Selby, Matthew D.
论文数: 0 引用数: 0
h-index: 0
机构:
Pfizer Global Res & Dev, Sandwich CT13 9NJ, Kent, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

Prodger, Jeremy C.
论文数: 0 引用数: 0
h-index: 0
机构:
GlaxoSmithKline Inc, Med Res Ctr, Stevenage SG1 2NY, Herts, England Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
[36]
Proteasome inhibition by a totally synthetic β-lactam related to salinosporamide A and omuralide
[J].
Hogan, PC
;
Corey, EJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2005, 127 (44)
:15386-15387

Hogan, PC
论文数: 0 引用数: 0
h-index: 0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

Corey, EJ
论文数: 0 引用数: 0
h-index: 0
机构:
Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
[37]
Stereodivergency of Triazolium and Imidazolium-Derived NHCs for Catalytic, Enantioselective Cyclopentane Synthesis
[J].
Kaeobamrung, Juthanat
;
Bode, Jeffrey W.
.
ORGANIC LETTERS,
2009, 11 (03)
:677-680

Kaeobamrung, Juthanat
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA

Bode, Jeffrey W.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA
[38]
Acylating drugs: redesigning natural covalent inhibitors
[J].
Kluge, Arthur F.
;
Petter, Russell C.
.
CURRENT OPINION IN CHEMICAL BIOLOGY,
2010, 14 (03)
:421-427

Kluge, Arthur F.
论文数: 0 引用数: 0
h-index: 0
机构:
Avila Therapeut, Waltham, MA 02453 USA Avila Therapeut, Waltham, MA 02453 USA

Petter, Russell C.
论文数: 0 引用数: 0
h-index: 0
机构:
Avila Therapeut, Waltham, MA 02453 USA Avila Therapeut, Waltham, MA 02453 USA
[39]
ANNEXIN-V FOR FLOW CYTOMETRIC DETECTION OF PHOSPHATIDYLSERINE EXPRESSION ON B-CELLS UNDERGOING APOPTOSIS
[J].
KOOPMAN, G
;
REUTELINGSPERGER, CPM
;
KUIJTEN, GAM
;
KEEHNEN, RMJ
;
PALS, ST
;
VANOERS, MHJ
.
BLOOD,
1994, 84 (05)
:1415-1420

KOOPMAN, G
论文数: 0 引用数: 0
h-index: 0
机构: UNIV AMSTERDAM, ACAD MED CTR, DEPT HEMATOL, 1105 AZ AMSTERDAM, NETHERLANDS

REUTELINGSPERGER, CPM
论文数: 0 引用数: 0
h-index: 0
机构: UNIV AMSTERDAM, ACAD MED CTR, DEPT HEMATOL, 1105 AZ AMSTERDAM, NETHERLANDS

KUIJTEN, GAM
论文数: 0 引用数: 0
h-index: 0
机构: UNIV AMSTERDAM, ACAD MED CTR, DEPT HEMATOL, 1105 AZ AMSTERDAM, NETHERLANDS

KEEHNEN, RMJ
论文数: 0 引用数: 0
h-index: 0
机构: UNIV AMSTERDAM, ACAD MED CTR, DEPT HEMATOL, 1105 AZ AMSTERDAM, NETHERLANDS

PALS, ST
论文数: 0 引用数: 0
h-index: 0
机构: UNIV AMSTERDAM, ACAD MED CTR, DEPT HEMATOL, 1105 AZ AMSTERDAM, NETHERLANDS

VANOERS, MHJ
论文数: 0 引用数: 0
h-index: 0
机构: UNIV AMSTERDAM, ACAD MED CTR, DEPT HEMATOL, 1105 AZ AMSTERDAM, NETHERLANDS
[40]
Serine and threonine β-lactones:: A new class of hepatitis a virus 3C cysteine proteinase inhibitors
[J].
Lall, MS
;
Ramtohul, YK
;
James, MNG
;
Vederas, JC
.
JOURNAL OF ORGANIC CHEMISTRY,
2002, 67 (05)
:1536-1547

Lall, MS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

Ramtohul, YK
论文数: 0 引用数: 0
h-index: 0
机构: Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

James, MNG
论文数: 0 引用数: 0
h-index: 0
机构: Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

Vederas, JC
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada