SCOPUS 정보 검색 플랫폼

Beilstein Journal of Organic Chemistry

Volumn 10, Issue , 2014, Pages 535-543

Preparation of new alkyne-modified ansamitocins by mutasynthesis

(5) Harmrolfs, Kirsten a Mancuso, Lena a Drung, Binia a Sasse, Florenz b Kirschning, Andreas a

a LEIBNIZ UNIVERSITY HANNOVER (Germany)

b HELMHOLTZ CENTRE FOR INFECTION RESEARCH (Germany)

Author keywords

Ansamitocins; Antibiotics; Antitumor agents; Click chemistry; Mutasynthesis; Natural products

Indexed keywords

EID: 84896904984 PISSN: None EISSN: 18605397 Source Type: Journal
DOI: 10.3762/bjoc.10.49 Document Type: Article

Times cited : (23)

References (35)

1
- 67650675111
- doi:10.1021/cr900019j
- Cragg, G. M.; Grothaus, P. G.; Newman, D. J. Chem. Rev. 2009, 109, 3012-3043. doi:10.1021/cr900019j
- (2009) Chem. Rev. , vol.109 , pp. 3012-3043
- Cragg, G.M.¹ Grothaus, P.G.² Newman, D.J.³

2
- 34247109045
- Natural products as sources of new drugs over the last 25 years
- DOI 10.1021/np068054v
- Newman, D. J.; Cragg, G. M. J. Nat. Prod. 2007, 70, 461-477. doi:10.1021/np068054v (Pubitemid 46595760)
- (2007) Journal of Natural Products , vol.70 , Issue.3 , pp. 461-477
- Newman, D.J.¹ Cragg, G.M.²

3
- 33749026730
- doi:10.1002/ange.200600350
- von Nussbaum, F.; Brands, M.; Hinzen, B.; Weigand, S.; Häbich, D. Angew. Chem. 2006, 118, 5194-5254. doi:10.1002/ange.200600350
- (2006) Angew. Chem. , vol.118 , pp. 5194-5254
- Von Nussbaum, F.¹ Brands, M.² Hinzen, B.³ Weigand, S.⁴ Häbich, D.⁵

4
- 33746001269
- doi:10.1002/anie.200600350
- Angew. Chem., Int. Ed. 2006, 45, 5072-5129. doi:10.1002/anie.200600350
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 5072-5129

5
- 84862701661
- doi:10.1002/ange.201107386
- Kirschning, A.; Hahn, F. Angew. Chem. 2012, 124, 4086-4096. doi:10.1002/ange.201107386
- (2012) Angew. Chem. , vol.124 , pp. 4086-4096
- Kirschning, A.¹ Hahn, F.²

6
- 84859957277
- doi:10.1002/anie.201107386
- Angew. Chem., Int. Ed. 2012, 51, 4012-4022. doi:10.1002/anie.201107386
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 4012-4022

7
- 23444460405
- Mutational biosynthesis - A tool for the generation of structural diversity in the biosynthesis of antibiotics
- DOI 10.1007/s00253-005-1891-8
- Weist, S.; Süssmuth, R. D. Appl. Microbiol. Biotechnol. 2005, 68, 141-150. doi:10.1007/s00253-005-1891-8 (Pubitemid 41110935)
- (2005) Applied Microbiology and Biotechnology , vol.68 , Issue.2 , pp. 141-150
- Weist, S.¹ Sussmuth, R.D.²

8
- 34948842023
- Total synthesis approaches to natural product derivatives based on the combination of chemical synthesis and metabolic engineering
- DOI 10.1039/b709549j
- Kirschning, A.; Taft, F.; Knobloch, T. Org. Biomol. Chem. 2007, 5, 3245-3259. doi:10.1039/b709549j (Pubitemid 47519063)
- (2007) Organic and Biomolecular Chemistry , vol.5 , Issue.20 , pp. 3245-3259
- Kirschning, A.¹ Taft, F.² Knobloch, T.³

9
- 38849174356
- Mutasynthesis, chemobiosynthesis, and back to semi-synthesis: Combining synthetic chemistry and biosynthetic engineering for diversifying natural products
- DOI 10.1039/b707678a
- Kennedy, J. Nat. Prod. Rep. 2008, 25, 25-34. doi:10.1039/B707678A (Pubitemid 351207544)
- (2008) Natural Product Reports , vol.25 , Issue.1 , pp. 25-34
- Kennedy, J.¹

10
- 3042748791
- Recent developments in the maytansinoid antitumor agents
- DOI 10.1248/cpb.52.1
- Cassady, J. M.; Chan, K. K.; Floss, H. G.; Leistner, E. Chem. Pharm. Bull. 2004, 52, 1-26. doi:10.1248/cpb.52.1 (Pubitemid 41685545)
- (2004) Chemical and Pharmaceutical Bulletin , vol.52 , Issue.1 , pp. 1-26
- Cassady, J.M.¹ Chan, K.K.² Floss, H.G.³ Leistner, E.⁴

11
- 57049092389
- doi:10.1016/j.crci.2008.02.006
- Kirschning, A.; Harmrolfs, K.; Knobloch, T. C. R. Chim. 2008, 11, 1523-1543. doi:10.1016/j.crci.2008.02.006
- (2008) C. R. Chim. , vol.11 , pp. 1523-1543
- Kirschning, A.¹ Harmrolfs, K.² Knobloch, T.³

12
- 79251634441
- doi:10.1038/ja.2010.139
- Floss, H. G.; Yu, T.-W.; Arakawa, K. J. Antibiot. 2011, 64, 35-44. doi:10.1038/ja.2010.139
- (2011) J. Antibiot. , vol.64 , pp. 35-44
- Floss, H.G.¹ Yu, T.-W.² Arakawa, K.³

13
- 77957079026
- Rahman, A.-U., Ed.; Elsevier Science B. V.: Amsterdam, doi:10.1016/S1572-5995(00)80127-1
- Funayama, S.; Cordell, G. A. In Studies in Natural Product Chemistry; Rahman, A.-U., Ed.; Elsevier Science B. V.: Amsterdam, 2000; Vol. 23, pp 51-106. doi:10.1016/S1572-5995(00)80127-1
- (2000) Studies in Natural Product Chemistry , vol.23 , pp. 51-106
- Funayama, S.¹ Cordell, G.A.²

14
- 0027093080
- Natural products which interact with tubulin in the vinca domain: Maytansine, rhizoxin, phomopsin A, dolastatins 10 and 15 and halichondrin B
- DOI 10.1016/0163-7258(92)90028-X
- Hamel, E. Pharmacol. Ther. 1992, 55, 31-51. doi:10.1016/0163-7258(92) 90028-X (Pubitemid 23018631)
- (1992) Pharmacology and Therapeutics , vol.55 , Issue.1 , pp. 31-51
- Hamel, E.¹

15
- 46649116337
- doi:10.1002/cbic.200700742
- Taft, F.; Brünjes, M.; Floss, H. G.; Czempinski, N.; Grond, S.; Sasse, F.; Kirschning, A. ChemBioChem 2008, 9, 1057-1060. doi:10.1002/cbic. 200700742
- (2008) ChemBioChem , vol.9 , pp. 1057-1060
- Taft, F.¹ Brünjes, M.² Floss, H.G.³ Czempinski, N.⁴ Grond, S.⁵ Sasse, F.⁶ Kirschning, A.⁷

16
- 33747203202
- Determination of the cryptic stereochemistry of the first PKS chain-extension step in ansamitocin biosynthesis by Actinosynnema pretiosum
- DOI 10.1002/cbic.200500506
- Kubota, T.; Brünjes, M.; Frenzel, T.; Xu, J.; Kirschning, A.; Floss, H. G. ChemBioChem 2006, 7, 1221-1225. doi:10.1002/cbic.200500506 (Pubitemid 44230845)
- (2006) ChemBioChem , vol.7 , Issue.8 , pp. 1221-1225
- Kubota, T.¹ Brunjes, M.² Frenzel, T.³ Xu, J.⁴ Kirschning, A.⁵ Floss, H.G.⁶

17
- 67849110452
- doi:10.1021/ja8088923
- Taft, F.; Brünjes, M.; Knobloch, T.; Floss, H. G.; Kirschning, A. J. Am. Chem. Soc. 2009, 131, 3812-3813. doi:10.1021/ja8088923
- (2009) J. Am. Chem. Soc. , vol.131 , pp. 3812-3813
- Taft, F.¹ Brünjes, M.² Knobloch, T.³ Floss, H.G.⁴ Kirschning, A.⁵

18
- 79952015068
- doi:10.1002/cbic.201000608
- Knobloch, T.; Harmrolfs, K.; Taft, F.; Thomaszewski, B.; Sasse, F.; Kirschning, A. ChemBioChem 2011, 12, 540-547. doi:10.1002/cbic.201000608
- (2011) ChemBioChem , vol.12 , pp. 540-547
- Knobloch, T.¹ Harmrolfs, K.² Taft, F.³ Thomaszewski, B.⁴ Sasse, F.⁵ Kirschning, A.⁶

19
- 84859967865
- doi:10.1002/ange.201106249
- Eichner, S.; Knobloch, T.; Floss, H. G.; Fohrer, J.; Harmrolfs, K.; Hermane, J.; Schulz, A.; Sasse, F.; Spiteller, P.; Taft, F.; Kirschning, A. Angew. Chem. 2012, 124, 776-781. doi:10.1002/ange.201106249
- (2012) Angew. Chem. , vol.124 , pp. 776-781
- Eichner, S.¹ Knobloch, T.² Floss, H.G.³ Fohrer, J.⁴ Harmrolfs, K.⁵ Hermane, J.⁶ Schulz, A.⁷ Sasse, F.⁸ Spiteller, P.⁹ Taft, F.¹⁰ Kirschning, A.¹¹

20
- 84855809520
- doi:10.1002/anie.201106249
- Angew. Chem., Int. Ed. 2012, 51, 752-757. doi:10.1002/anie.201106249
- (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 752-757

21
- 34247513512
- doi:10.1021/ol0702270
- Meyer, A.; Brünjes, M.; Taft, F.; Frenzel, T.; Sasse, F.; Kirschning, A. Org. Lett. 2007, 9, 1489-1492. doi:10.1021/ol0702270
- (2007) Org. Lett. , vol.9 , pp. 1489-1492
- Meyer, A.¹ Brünjes, M.² Taft, F.³ Frenzel, T.⁴ Sasse, F.⁵ Kirschning, A.⁶

22
- 30944460157
- Synthesis of the N-acetylcysteamine thioester of seco-proansamitocin
- DOI 10.1021/ol052588q
- Frenzel, T.; Brünjes, M.; Quitschalle, M.; Kirschning, A. Org. Lett. 2006, 8, 135-138. doi:10.1021/ol052588q (Pubitemid 43112856)
- (2006) Organic Letters , vol.8 , Issue.1 , pp. 135-138
- Frenzel, T.¹ Brunjes, M.² Quitschalle, M.³ Kirschning, A.⁴

23
- 78650025431
- doi:10.1002/cbic.201000422
- Harmrolfs, K.; Brünjes, M.; Dräger, G.; Floss, H. G.; Sasse, F.; Taft, F.; Kirschning, A. ChemBioChem 2010, 11, 2517-2520. doi:10.1002/cbic.201000422
- (2010) ChemBioChem , vol.11 , pp. 2517-2520
- Harmrolfs, K.¹ Brünjes, M.² Dräger, G.³ Floss, H.G.⁴ Sasse, F.⁵ Taft, F.⁶ Kirschning, A.⁷

24
- 84862699472
- doi:10.3762/bjoc.8.96
- Knobloch, T.; Dräger, G.; Collisi, W.; Sasse, F.; Kirschning, A. Beilstein J. Org. Chem. 2012, 8, 861-869. doi:10.3762/bjoc.8.96
- (2012) Beilstein J. Org. Chem. , vol.8 , pp. 861-869
- Knobloch, T.¹ Dräger, G.² Collisi, W.³ Sasse, F.⁴ Kirschning, A.⁵

25
- 83455196180
- doi:10.1039/c1np00072a
- Walsh, C. T.; Haynes, S. W.; Ames, B. D. Nat. Prod. Rep. 2012, 29, 37-59. doi:10.1039/c1np00072a
- (2012) Nat. Prod. Rep. , vol.29 , pp. 37-59
- Walsh, C.T.¹ Haynes, S.W.² Ames, B.D.³

26
- 0345306335
- The Post-Polyketide Synthase Modification Steps in the Biosynthesis of the Antitumor Agent Ansamitocin by Actinosynnema pretiosum
- DOI 10.1021/ja038166y
- Spiteller, P.; Bai, L.; Shang, G.; Carroll, B. J.; Yu, T.-W.; Floss, H. G. J. Am. Chem. Soc. 2003, 125, 14236-14237. doi:10.1021/ja038166y (Pubitemid 37452337)
- (2003) Journal of the American Chemical Society , vol.125 , Issue.47 , pp. 14236-14237
- Spiteller, P.¹ Bai, L.² Shang, G.³ Carroll, B.J.⁴ Yu, T.-W.⁵ Floss, H.G.⁶

27
- 0037062404
- The biosynthetic gene cluster of the maytansinoid antitumor agent ansamitocin from Actinosynnema pretiosum
- DOI 10.1073/pnas.092697199
- Yu, T.-W.; Bai, L.; Clade, D.; Hoffmann, D.; Toelzer, S.; Trinh, K. Q.; Xu, J.; Moss, S. J.; Leistner, E.; Floss, H. G. Proc. Natl. Acad. Sci. U. S. A. 2002, 99, 7968-7973. doi:10.1073/pnas.092697199 (Pubitemid 34650989)
- (2002) Proceedings of the National Academy of Sciences of the United States of America , vol.99 , Issue.12 , pp. 7968-7973
- Yu, T.-W.¹ Bai, L.² Clade, D.³ Hoffmann, D.⁴ Toelzer, S.⁵ Trinh, K.Q.⁶ Xu, J.⁷ Moss, S.J.⁸ Leistner, E.⁹ Floss, H.G.¹⁰

28
- 0037063517
- doi:10.1021/ja0206339
- Arakawa, K.; Müller, R.; Mahmud, T.; Yu, T.-W.; Floss, H. G. J. Am. Chem. Soc. 2002, 124, 10644-10645. doi:10.1021/ja0206339
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 10644-10645
- Arakawa, K.¹ Müller, R.² Mahmud, T.³ Yu, T.-W.⁴ Floss, H.G.⁵

29
- 0035918169
- doi:10.1074/jbc.M009667200
- Yu, T.-W.; Müller, R.; Müller, M.; Zhang, X.; Dräger, G.; Kim, C.-G.; Leistner, E.; Floss, H. G. J. Biol. Chem. 2001, 276, 12546-12555. doi:10.1074/jbc.M009667200
- (2001) J. Biol. Chem. , vol.276 , pp. 12546-12555
- Yu, T.-W.¹ Müller, R.² Müller, M.³ Zhang, X.⁴ Dräger, G.⁵ Kim, C.-G.⁶ Leistner, E.⁷ Floss, H.G.⁸

30
- 0037067081
- Identification of Asm19 as an acyltransferase attaching the biologically essential ester side chain of ansamitocins using N-desmethyl-4,5- desepoxymaytansinol, not maytansinol, as its substrate
- DOI 10.1021/ja020214b
- Moss, S. J.; Bai, L.; Toelzer, S.; Caroll, B. J.; Mahmud, T.; Yu, T.-W.; Floss, H. G. J. Am. Chem. Soc. 2002, 124, 6544-6545. doi:10.1021/ja020214b (Pubitemid 34602641)
- (2002) Journal of the American Chemical Society , vol.124 , Issue.23 , pp. 6544-6545
- Moss, S.J.¹ Bai, L.² Toelzer, S.³ Carroll, B.J.⁴ Mahmud, T.⁵ Yu, T.-W.⁶ Floss, H.G.⁷

31
- 84855698460
- doi:10.1002/chem.201101640
- Taft, F.; Harmrolfs, K.; Nickeleit, I.; Heutling, A.; Kiene, M.; Malek, N.; Sasse, F.; Kirschning, A. Chem.-Eur. J. 2012, 18, 880-886. doi:10.1002/chem.201101640
- (2012) Chem.-Eur. J. , vol.18 , pp. 880-886
- Taft, F.¹ Harmrolfs, K.² Nickeleit, I.³ Heutling, A.⁴ Kiene, M.⁵ Malek, N.⁶ Sasse, F.⁷ Kirschning, A.⁸

32
- 33947362046
- The folate receptor: What does it promise in tissue-targeted therapeutics?
- DOI 10.1007/s10555-007-9048-0, Special Issue on Transporters in Cancer
- D'Alincourt Salazar, M.; Ratnam, M. Cancer Metastasis Rev. 2007, 26, 141-152. doi:10.1007/s10555-007-9048-0 (Pubitemid 46452188)
- (2007) Cancer and Metastasis Reviews , vol.26 , Issue.1 , pp. 141-152
- Salazar, M.D.¹ Ratnam, M.²

33
- 1942535110
- Folate receptor-targeted drugs for cancer and inflammatory diseases
- DOI 10.1016/j.addr.2004.02.003, PII S0169409X04000559
- Low, P. S.; Antony, A. C. Adv. Drug Delivery Rev. 2004, 56, 1055-1058. doi:10.1016/j.addr.2004.02.003 (Pubitemid 38496506)
- (2004) Advanced Drug Delivery Reviews , vol.56 , Issue.8 , pp. 1055-1058
- Low, P.S.¹ Antony, A.C.²

34
- 0030600223
- Measurement of endosome pH following folate receptor-mediated endocytosis
- DOI 10.1016/0167-4889(96)00041-9
- Lee, R. J.; Wang, S.; Low, P. S. Biochim. Biophys. Acta 1996, 1312, 237-242. doi:10.1016/0167-4889(96)00041-9 (Pubitemid 26246522)
- (1996) Biochimica et Biophysica Acta - Molecular Cell Research , vol.1312 , Issue.3 , pp. 237-242
- Lee, R.J.¹ Wang, S.² Low, P.S.³

35
- 33646488331
- doi:10.1007/s00280-005-0151-z
- Reddy, J. A.; Westrick, E.; Vlahov, I.; Howard, S. J.; Santhapuram, H. K.; Leamon, C. P. Cancer Chemother. Pharmacol. 2006, 58, 229-236. doi:10.1007/s00280-005-0151-z
- (2006) Cancer Chemother. Pharmacol. , vol.58 , pp. 229-236
- Reddy, J.A.¹ Westrick, E.² Vlahov, I.³ Howard, S.J.⁴ Santhapuram, H.K.⁵ Leamon, C.P.⁶

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.