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Total Synthesis of Thuggacin B
被引:31
作者
:
Bock, Martin
论文数:
0
引用数:
0
h-index:
0
机构:
Leibniz Univ Hannover, Inst Chim Organ, D-30167 Hannover, Germany
Bock, Martin
Dehn, Richard
论文数:
0
引用数:
0
h-index:
0
机构:
Leibniz Univ Hannover, Inst Chim Organ, D-30167 Hannover, Germany
Dehn, Richard
Kirschning, Andreas
论文数:
0
引用数:
0
h-index:
0
机构:
Leibniz Univ Hannover, Inst Chim Organ, D-30167 Hannover, Germany
Leibniz Univ Hannover, Inst Chim Organ, D-30167 Hannover, Germany
Kirschning, Andreas
[
1
]
机构
:
[1]
Leibniz Univ Hannover, Inst Chim Organ, D-30167 Hannover, Germany
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2008年
/ 47卷
/ 47期
关键词
:
aldol reaction;
antibiotics;
Sonogashira reaction;
total synthesis;
tuberculosis;
D O I
:
10.1002/anie.200803271
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Final proof of the complete structures of thuggacins A-C was gained by a highly convergent and flexible total synthesis. Notable features include a substrate-controlled, titanium-mediated aldol reaction, a cross-metathesis approach for converting terminal alkenes into the corresponding vinyl iodides, and the cross-coupling of a complex vinyl iodide and terminal alkyne in the Sonogashira reaction. (Chemical Equation Presented). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:9134 / 9137
页数:4
相关论文
共 32 条
[1]
REAKTIONEN MIT PHOSPHINALKYLENEN .12. EINE NEUE SYNTHESE VON ALLEN-CARBONSAUREESTERN
BESTMANN, HJ
论文数:
0
引用数:
0
h-index:
0
BESTMANN, HJ
HARTUNG, H
论文数:
0
引用数:
0
h-index:
0
HARTUNG, H
[J].
CHEMISCHE BERICHTE-RECUEIL,
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Bock M., 2008, ANGEW CHEM, V120, P2341
[3]
Stereochemical determination of thuggacins A-C, highly active antibiotics from the myxobacterium Sorangium cellulosum
Bock, Martin
论文数:
0
引用数:
0
h-index:
0
机构:
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Leibniz Univ Hannover, BMWZ, D-30167 Hannover, Germany
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Bock, Martin
Buntin, Kathrin
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Saarland, Inst Pharmazeut Biotechnol, D-66041 Saarbrucken, Germany
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Buntin, Kathrin
Mueller, Rolf
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Saarland, Inst Pharmazeut Biotechnol, D-66041 Saarbrucken, Germany
HZI, D-38124 Braunschweig, Germany
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Mueller, Rolf
Kirschning, Andreas
论文数:
0
引用数:
0
h-index:
0
机构:
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Leibniz Univ Hannover, BMWZ, D-30167 Hannover, Germany
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Kirschning, Andreas
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2008,
47
(12)
: 2308
-
2311
[4]
1,3-SYN DIASTEREOSELECTIVE REDUCTION OF BETA-HYDROXYKETONES UTILIZING ALKOXYDIALKYLBORANES
CHEN, KM
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
CHEN, KM
HARDTMANN, GE
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
HARDTMANN, GE
PRASAD, K
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
PRASAD, K
REPIC, O
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
REPIC, O
SHAPIRO, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SHAPIRO, MJ
[J].
TETRAHEDRON LETTERS,
1987,
28
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158
[5]
Synthesis of bicyclo[3.1.0]hexanes functionalized at the tip of the cyclopropane ring. Application to the synthesis of carbocyclic nucleosides
Comin, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
Comin, MJ
Parrish, DA
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
Parrish, DA
Deschamps, JR
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
Deschamps, JR
Marquez, VE
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
Marquez, VE
[J].
ORGANIC LETTERS,
2006,
8
(04)
: 705
-
708
[6]
The growing burden of tuberculosis - Global trends and interactions with the HIV epidemic
Corbett, EL
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Corbett, EL
Watt, CJ
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Watt, CJ
Walker, N
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Walker, N
Maher, D
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Maher, D
Williams, BG
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Williams, BG
Raviglione, MC
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Raviglione, MC
Dye, C
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Dye, C
[J].
ARCHIVES OF INTERNAL MEDICINE,
2003,
163
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: 1009
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1021
[7]
ENANTIOSELECTIVE ALDOL CONDENSATIONS .2. ERYTHRO-SELECTIVE CHIRAL ALOL CONDENSATIONS VIA BORON ENOLATES
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
EVANS, DA
BARTROLI, J
论文数:
0
引用数:
0
h-index:
0
BARTROLI, J
SHIH, TL
论文数:
0
引用数:
0
h-index:
0
SHIH, TL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1981,
103
(08)
: 2127
-
2129
[8]
NICKEL PEROXIDE DEHYDROGENATION OF OXYGEN-CONTAINING, SULFUR-CONTAINING, AND NITROGEN-CONTAINING HETEROCYCLES
EVANS, DL
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
EVANS, DL
MINSTER, DK
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MINSTER, DK
JORDIS, U
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
JORDIS, U
HECHT, SM
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
HECHT, SM
MAZZU, AL
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MAZZU, AL
MEYERS, AI
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MEYERS, AI
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(04)
: 497
-
501
[9]
Highly stereoselective aldol reactions of titanium enolates from ethyl alpha-silyloxyalkyl ketones
Figueras, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Figueras, S
Martin, R
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Martin, R
Romea, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Romea, P
Urpi, F
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Urpi, F
Vilarrasa, J
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Vilarrasa, J
[J].
TETRAHEDRON LETTERS,
1997,
38
(09)
: 1637
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1640
[10]
The thuggacins, novel antibacterial macrolides from Sorangium cellulosum acting against selected gram-positive bacteria
Irschik, Herbert
论文数:
0
引用数:
0
h-index:
0
机构:
Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Irschik, Herbert
Reichenbach, Hans
论文数:
0
引用数:
0
h-index:
0
机构:
Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Reichenbach, Hans
Hoefle, Gerhard
论文数:
0
引用数:
0
h-index:
0
机构:
Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Hoefle, Gerhard
Jansen, Rolf
论文数:
0
引用数:
0
h-index:
0
机构:
Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Jansen, Rolf
[J].
JOURNAL OF ANTIBIOTICS,
2007,
60
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: 733
-
738
←
1
2
3
4
→
共 32 条
[1]
REAKTIONEN MIT PHOSPHINALKYLENEN .12. EINE NEUE SYNTHESE VON ALLEN-CARBONSAUREESTERN
BESTMANN, HJ
论文数:
0
引用数:
0
h-index:
0
BESTMANN, HJ
HARTUNG, H
论文数:
0
引用数:
0
h-index:
0
HARTUNG, H
[J].
CHEMISCHE BERICHTE-RECUEIL,
1966,
99
(04):
: 1198
-
&
[2]
Bock M., 2008, ANGEW CHEM, V120, P2341
[3]
Stereochemical determination of thuggacins A-C, highly active antibiotics from the myxobacterium Sorangium cellulosum
Bock, Martin
论文数:
0
引用数:
0
h-index:
0
机构:
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Leibniz Univ Hannover, BMWZ, D-30167 Hannover, Germany
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Bock, Martin
Buntin, Kathrin
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Saarland, Inst Pharmazeut Biotechnol, D-66041 Saarbrucken, Germany
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Buntin, Kathrin
Mueller, Rolf
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Saarland, Inst Pharmazeut Biotechnol, D-66041 Saarbrucken, Germany
HZI, D-38124 Braunschweig, Germany
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Mueller, Rolf
Kirschning, Andreas
论文数:
0
引用数:
0
h-index:
0
机构:
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Leibniz Univ Hannover, BMWZ, D-30167 Hannover, Germany
Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
Kirschning, Andreas
[J].
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2008,
47
(12)
: 2308
-
2311
[4]
1,3-SYN DIASTEREOSELECTIVE REDUCTION OF BETA-HYDROXYKETONES UTILIZING ALKOXYDIALKYLBORANES
CHEN, KM
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
CHEN, KM
HARDTMANN, GE
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
HARDTMANN, GE
PRASAD, K
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
PRASAD, K
REPIC, O
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
REPIC, O
SHAPIRO, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SANDOZ RES INST, E HANOVER, NJ 07936 USA
SHAPIRO, MJ
[J].
TETRAHEDRON LETTERS,
1987,
28
(02)
: 155
-
158
[5]
Synthesis of bicyclo[3.1.0]hexanes functionalized at the tip of the cyclopropane ring. Application to the synthesis of carbocyclic nucleosides
Comin, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
Comin, MJ
Parrish, DA
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
Parrish, DA
Deschamps, JR
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
Deschamps, JR
Marquez, VE
论文数:
0
引用数:
0
h-index:
0
机构:
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
NCI, Ctr Canc Res, Med Chem Lab, NIH, Frederick, MD 21702 USA
Marquez, VE
[J].
ORGANIC LETTERS,
2006,
8
(04)
: 705
-
708
[6]
The growing burden of tuberculosis - Global trends and interactions with the HIV epidemic
Corbett, EL
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Corbett, EL
Watt, CJ
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Watt, CJ
Walker, N
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Walker, N
Maher, D
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Maher, D
Williams, BG
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Williams, BG
Raviglione, MC
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Raviglione, MC
Dye, C
论文数:
0
引用数:
0
h-index:
0
机构:
WHO, CH-1211 Geneva 27, Switzerland
Dye, C
[J].
ARCHIVES OF INTERNAL MEDICINE,
2003,
163
(09)
: 1009
-
1021
[7]
ENANTIOSELECTIVE ALDOL CONDENSATIONS .2. ERYTHRO-SELECTIVE CHIRAL ALOL CONDENSATIONS VIA BORON ENOLATES
EVANS, DA
论文数:
0
引用数:
0
h-index:
0
EVANS, DA
BARTROLI, J
论文数:
0
引用数:
0
h-index:
0
BARTROLI, J
SHIH, TL
论文数:
0
引用数:
0
h-index:
0
SHIH, TL
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1981,
103
(08)
: 2127
-
2129
[8]
NICKEL PEROXIDE DEHYDROGENATION OF OXYGEN-CONTAINING, SULFUR-CONTAINING, AND NITROGEN-CONTAINING HETEROCYCLES
EVANS, DL
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
EVANS, DL
MINSTER, DK
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MINSTER, DK
JORDIS, U
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
JORDIS, U
HECHT, SM
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
HECHT, SM
MAZZU, AL
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MAZZU, AL
MEYERS, AI
论文数:
0
引用数:
0
h-index:
0
机构:
MIT,DEPT CHEM,CAMBRIDGE,MA 02139
MEYERS, AI
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(04)
: 497
-
501
[9]
Highly stereoselective aldol reactions of titanium enolates from ethyl alpha-silyloxyalkyl ketones
Figueras, S
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Figueras, S
Martin, R
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Martin, R
Romea, P
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Romea, P
Urpi, F
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Urpi, F
Vilarrasa, J
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
UNIV BARCELONA,FAC QUIM,DEPT QUIM ORGAN,E-08028 BARCELONA,CATALONIA,SPAIN
Vilarrasa, J
[J].
TETRAHEDRON LETTERS,
1997,
38
(09)
: 1637
-
1640
[10]
The thuggacins, novel antibacterial macrolides from Sorangium cellulosum acting against selected gram-positive bacteria
Irschik, Herbert
论文数:
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Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Irschik, Herbert
Reichenbach, Hans
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Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Reichenbach, Hans
Hoefle, Gerhard
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Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Hoefle, Gerhard
Jansen, Rolf
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Helmholtz Zentrum Infekt Forsch, D-38124 Braunschweig, Germany
Jansen, Rolf
[J].
JOURNAL OF ANTIBIOTICS,
2007,
60
(12)
: 733
-
738
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