SCOPUS 정보 검색 플랫폼

Volumn 13, Issue 6, 2012, Pages 895-903

Biosynthesis of Xyrrolin, a New Cytotoxic Hybrid Polyketide/Non-ribosomal Peptide Pyrroline with Anticancer Potential, in Xylaria sp. BCC 1067

(7) Phonghanpot, Suranat a Punya, Juntira b Tachaleat, Anuwat a Laoteng, Kobkul b Bhavakul, Vanida a Tanticharoen, Morakot a,c Cheevadhanarak, Supapon a

a KING MONGKUT'S UNIVERSITY OF TECHNOLOGY THONBURI (Thailand)

b NATIONAL SCIENCE AND TECHNOLOGY DEVELOPMENT AGENCY (Thailand)

c NATIONAL SCIENCE AND TECHNOLOGY DEVELOPMENT AGENCY (Thailand)

Author keywords

Antitumor agents; Biosynthesis; Fungi; Natural products; Polyketides

Indexed keywords

ACICLOVIR; AMPHOTERICIN B; ANTINEOPLASTIC AGENT; DIHYDROARTEMISININ; DOXORUBICIN; ELLIPTICINE; NONRIBOSOMAL PEPTIDE SYNTHETASE; OFLOXACIN; POLYKETIDE SYNTHASE; PYRROLINE DERIVATIVE; STREPTOMYCIN; UNCLASSIFIED DRUG; XYRROLIN;

ADENYLATION; AMINO ACID SEQUENCE; ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ANTIMALARIAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; BIOSYNTHESIS; CANCER CELL; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CYCLIZATION; CYTOTOXICITY; DRUG STRUCTURE; GENE DISRUPTION; IC 50; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; MOUTH CANCER; NONHUMAN; NUCLEOTIDE SEQUENCE; POLYMERIZATION; PRIORITY JOURNAL; PROTEIN DOMAIN; PROTON NUCLEAR MAGNETIC RESONANCE; VERO CELL; XYLARIALES;

AMINO ACID SEQUENCE; ANTINEOPLASTIC AGENTS; HUMANS; MOLECULAR SEQUENCE DATA; PEPTIDE SYNTHASES; POLYKETIDE SYNTHASES; PROTEIN ENGINEERING; PYRROLES; SPECTRUM ANALYSIS; XYLARIALES;

FUNGI; XYLARIA SP. BCC 1067;

EID: 84859619385 PISSN: 14394227 EISSN: 14397633 Source Type: Journal
DOI: 10.1002/cbic.201100746 Document Type: Article

Times cited : (19)

References (47)

1
- 30544434099
- N. P. Keller, G. Turner, J. W. Bennett, Nat. Rev. Microbiol. 2005, 3, 937-947.
- (2005) Nat. Rev. Microbiol. , vol.3 , pp. 937-947
- Keller, N.P.¹ Turner, G.² Bennett, J.W.³

2
- 77957305888
- W. Xu, X. Cai, M. E. Jung, Y. Tang, J. Am. Chem. Soc. 2010, 132, 13604-13607.
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 13604-13607
- Xu, W.¹ Cai, X.² Jung, M.E.³ Tang, Y.⁴

3
- 78650200742
- B. S. Evans, S. J. Robinson, N. L. Kelleher, Fungal Genet. Biol. 2011, 48, 49-61.
- (2011) Fungal Genet. Biol. , vol.48 , pp. 49-61
- Evans, B.S.¹ Robinson, S.J.² Kelleher, N.L.³

4
- 70349959824
- S. B. Bumpus, B. S. Evans, P. M. Thomas, I. Ntai, N. L. Kelleher, Nat. Biotechnol. 2009, 27, 951-956.
- (2009) Nat. Biotechnol. , vol.27 , pp. 951-956
- Bumpus, S.B.¹ Evans, B.S.² Thomas, P.M.³ Ntai, I.⁴ Kelleher, N.L.⁵

5
- 60849085691
- A. N. Gagunashvili, S. P. Davidsson, Z. O. Jonsson, O. S. Andresson, Mycol. Res. 2009, 113, 354-363.
- (2009) Mycol. Res. , vol.113 , pp. 354-363
- Gagunashvili, A.N.¹ Davidsson, S.P.² Jonsson, Z.O.³ Andresson, O.S.⁴

6
- 0034923131
- T. Lee, S. H. Yun, K. T. Hodge, R. A. Humber, S. B. Krasnoff, G. B. Turgeon, O. C. Yoder, D. M. Gibson, Appl. Microbiol. Biotechnol. 2001, 56, 181-187.
- (2001) Appl. Microbiol. Biotechnol. , vol.56 , pp. 181-187
- Lee, T.¹ Yun, S.H.² Hodge, K.T.³ Humber, R.A.⁴ Krasnoff, S.B.⁵ Turgeon, G.B.⁶ Yoder, O.C.⁷ Gibson, D.M.⁸

7
- 0347994901
- S. Kroken, N. L. Glass, J. W. Taylor, O. C. Yoder, B. G. Turgeon, Proc. Natl. Acad. Sci. USA 2003, 100, 15670-15675.
- (2003) Proc. Natl. Acad. Sci. USA , vol.100 , pp. 15670-15675
- Kroken, S.¹ Glass, N.L.² Taylor, J.W.³ Yoder, O.C.⁴ Turgeon, B.G.⁵

8
- 24944435061
- A. Amnuaykanjanasin, J. Punya, P. Paungmoung, A. Rungrod, A. Tachaleat, S. Pongpattanakitshote, S. Cheevadhanarak, M. Tanticharoen, FEMS Microbiol. Lett. 2005, 251, 125-136;
- (2005) FEMS Microbiol. Lett. , vol.251 , pp. 125-136
- Amnuaykanjanasin, A.¹ Punya, J.² Paungmoung, P.³ Rungrod, A.⁴ Tachaleat, A.⁵ Pongpattanakitshote, S.⁶ Cheevadhanarak, S.⁷ Tanticharoen, M.⁸

9
- 66249146377
- A. Amnuaykanjanasin, S. Phonghanpot, N. Sengpanich, S. Cheevadhanarak, M. Tanticharoen, Appl. Environ. Microbiol. 2009, 75, 3721-3732.
- (2009) Appl. Environ. Microbiol. , vol.75 , pp. 3721-3732
- Amnuaykanjanasin, A.¹ Phonghanpot, S.² Sengpanich, N.³ Cheevadhanarak, S.⁴ Tanticharoen, M.⁵

10
- 4644244128
- Z. Song, R. J. Cox, C. M. Lazarus, T. J. Simpson, ChemBioChem 2004, 5, 1196-1203.
- (2004) ChemBioChem , vol.5 , pp. 1196-1203
- Song, Z.¹ Cox, R.J.² Lazarus, C.M.³ Simpson, T.J.⁴

11
- 12744280771
- J. W. Sims, J. P. Fillmore, D. D. Warner, E. W. Schmidt, Chem. Commun. 2005, 186-188.
- (2005) Chem. Commun. , pp. 186-188
- Sims, J.W.¹ Fillmore, J.P.² Warner, D.D.³ Schmidt, E.W.⁴

12
- 33947328945
- K. L. Eley, L. M. Halo, Z. Song, H. Powles, R. J. Cox, A. M. Bailey, C. M. Lazarus, T. J. Simpson, ChemBioChem 2007, 8, 289-297.
- (2007) ChemBioChem , vol.8 , pp. 289-297
- Eley, K.L.¹ Halo, L.M.² Song, Z.³ Powles, H.⁴ Cox, R.J.⁵ Bailey, A.M.⁶ Lazarus, C.M.⁷ Simpson, T.J.⁸

13
- 34547817781
- J. Schümann, C. Hertweck, J. Am. Chem. Soc. 2007, 129, 9564-9565.
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 9564-9565
- Schümann, J.¹ Hertweck, C.²

14
- 34948842874
- S. Maiya, A. Grundmann, X. Li, S. Li, G. Turner, ChemBioChem 2007, 8, 1736-1743.
- (2007) ChemBioChem , vol.8 , pp. 1736-1743
- Maiya, S.¹ Grundmann, A.² Li, X.³ Li, S.⁴ Turner, G.⁵

15
- 65749085312
- Y. Seshime, P. R. Juvvadi, M. Tokuoka, Y. Koyama, K. Kitamoto, Y. Ebizuka, I. Fujii, Med. Chem. Lett. 2009, 19, 3288-3292.
- (2009) Med. Chem. Lett. , vol.19 , pp. 3288-3292
- Seshime, Y.¹ Juvvadi, P.R.² Tokuoka, M.³ Koyama, Y.⁴ Kitamoto, K.⁵ Ebizuka, Y.⁶ Fujii, I.⁷

16
- 80555131032
- K. Qiao, Y. H. Chooi, Y. Tang, Metab. Eng. 2011, 13, 723-732.
- (2011) Metab. Eng. , vol.13 , pp. 723-732
- Qiao, K.¹ Chooi, Y.H.² Tang, Y.³

17
- 33947308882
- S. Bergmann, J. Schümann, K. Scherlach, C. Lange, A. A. Brakhage, C. Hertweck, Nat. Chem. Biol. 2007, 3, 213-217.
- (2007) Nat. Chem. Biol. , vol.3 , pp. 213-217
- Bergmann, S.¹ Schümann, J.² Scherlach, K.³ Lange, C.⁴ Brakhage, A.A.⁵ Hertweck, C.⁶

18
- 79951857052
- M. Gressler, C. Zaehle, K. Scherlach, C. Hertweck, M. Brock, Chem. Biol. 2011, 18, 198-209.
- (2011) Chem. Biol. , vol.18 , pp. 198-209
- Gressler, M.¹ Zaehle, C.² Scherlach, K.³ Hertweck, C.⁴ Brock, M.⁵

19
- 79955583913
- M. N. Heneghan, A. A. Yakasai, K. Williams, K. A. Kadir, Z. Wasil, W. Bakeer, K. M. Fisch, A. M. Bailey, T. J. Simpson, R. J. Cox, C. M. Lazarus, Chem. Sci. 2011, 2, 972-979.
- (2011) Chem. Sci. , vol.2 , pp. 972-979
- Heneghan, M.N.¹ Yakasai, A.A.² Williams, K.³ Kadir, K.A.⁴ Wasil, Z.⁵ Bakeer, W.⁶ Fisch, K.M.⁷ Bailey, A.M.⁸ Simpson, T.J.⁹ Cox, R.J.¹⁰ Lazarus, C.M.¹¹

20
- 80054760185
- K. M. Fisch, W. Bakeer, A. A. Yakasai, Z. Song, J. Pedrick, Z. Wasil, A. M. Bailey, C. M. Lazarus, T. J. Simpson, R. J. Cox, J. Am. Chem. Soc. 2011, 133, 16635-16641.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 16635-16641
- Fisch, K.M.¹ Bakeer, W.² Yakasai, A.A.³ Song, Z.⁴ Pedrick, J.⁵ Wasil, Z.⁶ Bailey, A.M.⁷ Lazarus, C.M.⁸ Simpson, T.J.⁹ Cox, R.J.¹⁰

21
- 0034047654
- M. Isaka, A. Jaturaput, W. Kladwang, J. Punya, Y. Lertwerawat, M. Tanticharoen, Y. Thebtaranonth, Planta Med. 2000, 66, 473-475.
- (2000) Planta Med. , vol.66 , pp. 473-475
- Isaka, M.¹ Jaturaput, A.² Kladwang, W.³ Punya, J.⁴ Lertwerawat, Y.⁵ Tanticharoen, M.⁶ Thebtaranonth, Y.⁷

22
- 0033179468
- T. Stachelhaus, H. D. Mootz, M. A. Marahiel, Chem. Biol. 1999, 6, 493-505.
- (1999) Chem. Biol. , vol.6 , pp. 493-505
- Stachelhaus, T.¹ Mootz, H.D.² Marahiel, M.A.³

23
- 26944502019
- C. Rausch, T. Weber, O. Kohlbacher, W. Wohlleben, D. H. Huson, Nucleic Acids Res. 2005, 33, 5799-5808.
- (2005) Nucleic Acids Res. , vol.33 , pp. 5799-5808
- Rausch, C.¹ Weber, T.² Kohlbacher, O.³ Wohlleben, W.⁴ Huson, D.H.⁵

24
- 44349112407
- J. Jirakkakul, J. Punya, S. Pongpattanakitshote, P. Paungmoung, N. Vorapreeda, A. Tachaleat, C. Klomnara, M. Tanticharoen, S. Cheevadhanarak, Microbiology 2008, 154, 995-1006.
- (2008) Microbiology , vol.154 , pp. 995-1006
- Jirakkakul, J.¹ Punya, J.² Pongpattanakitshote, S.³ Paungmoung, P.⁴ Vorapreeda, N.⁵ Tachaleat, A.⁶ Klomnara, C.⁷ Tanticharoen, M.⁸ Cheevadhanarak, S.⁹

25
- 0033591447
- J. Kennedy, K. Auclair, S. G. Kendrew, C. Park, J. C. Vederas, C. R. Hutchinson, Science 1999, 284, 1368-1372.
- (1999) Science , vol.284 , pp. 1368-1372
- Kennedy, J.¹ Auclair, K.² Kendrew, S.G.³ Park, C.⁴ Vederas, J.C.⁵ Hutchinson, C.R.⁶

26
- 70350493673
- S. M. Ma, J. W. H. Li, J. W. Choi, H. Zhou, M. K. K. Lee, V. A. Moorthie, X. Xie, J. T. Kealey, N. A. Da Silva, J. C. Vederas, Y. Tang, Science 2009, 326, 589-592.
- (2009) Science , vol.326 , pp. 589-592
- Ma, S.M.¹ Li, J.W.H.² Choi, J.W.³ Zhou, H.⁴ Lee, M.K.K.⁵ Moorthie, V.A.⁶ Xie, X.⁷ Kealey, J.T.⁸ Da Silva, N.A.⁹ Vederas, J.C.¹⁰ Tang, Y.¹¹

27
- 0036321084
- Y. Abe, T. Suzuki, C. Ono, K. Iwamoto, M. Hosobuchi, H. Yoshikawa, Mol. Genet. Genomics 2002, 267, 636-646.
- (2002) Mol. Genet. Genomics , vol.267 , pp. 636-646
- Abe, Y.¹ Suzuki, T.² Ono, C.³ Iwamoto, K.⁴ Hosobuchi, M.⁵ Yoshikawa, H.⁶

28
- 0142135567
- S. L. Clugston, S. A. Sieber, M. A. Marahiel, C. T. Walsh, Biochemistry 2003, 42, 12095-12104.
- (2003) Biochemistry , vol.42 , pp. 12095-12104
- Clugston, S.L.¹ Sieber, S.A.² Marahiel, M.A.³ Walsh, C.T.⁴

29
- 27744519951
- C. J. Balibar, F. H. Vaillancourt, C. T. Walsh, Chem. Biol. 2005, 12, 1189-1200.
- (2005) Chem. Biol. , vol.12 , pp. 1189-1200
- Balibar, C.J.¹ Vaillancourt, F.H.² Walsh, C.T.³

30
- 70149112335
- X. Liu, C. T. Walsh, Biochemistry 2009, 48, 8746-8757.
- (2009) Biochemistry , vol.48 , pp. 8746-8757
- Liu, X.¹ Walsh, C.T.²

31
- 34250226552
- G. V. Bespalova, V. A. Sedavkina, V. G. Kharchenko, L. K. Kulikova, Pharm. Chem. J. 1981, 15, 643-645.
- (1981) Pharm. Chem. J. , vol.15 , pp. 643-645
- Bespalova, G.V.¹ Sedavkina, V.A.² Kharchenko, V.G.³ Kulikova, L.K.⁴

32
- 33751566159
- V. Faugeroux, Y. Génisson, N. Andrieu-Abadie, S. Colié, T. Levadeb, M. Baltasa, Org. Biomol. Chem. 2006, 4, 4437-4439.
- (2006) Org. Biomol. Chem. , vol.4 , pp. 4437-4439
- Faugeroux, V.¹ Génisson, Y.² Andrieu-Abadie, N.³ Colié, S.⁴ Levadeb, T.⁵ Baltasa, M.⁶

33
- 0033557521
- M. C. Cabot, A. E. Giuliano, T.-Y. Han, Y.-Y. Liu, Cancer Res. 1999, 59, 880-885.
- (1999) Cancer Res. , vol.59 , pp. 880-885
- Cabot, M.C.¹ Giuliano, A.E.² Han, T.-Y.³ Liu, Y.-Y.⁴

34
- 0032836990
- K. M. Nicholson, D. M. Quinn, G. L. Kellett, J. R. Warr, Br. J. Cancer 1999, 81, 423-430.
- (1999) Br. J. Cancer , vol.81 , pp. 423-430
- Nicholson, K.M.¹ Quinn, D.M.² Kellett, G.L.³ Warr, J.R.⁴

35
- 0034738011
- A. Huwiler, T. Kolter, J. Pfeilschifter, K. Sandho, Biochim. Biophys. Acta Mol. Cell Biol. Lipids 2000, 1485, 63-99.
- (2000) Biochim. Biophys. Acta Mol. Cell Biol. Lipids , vol.1485 , pp. 63-99
- Huwiler, A.¹ Kolter, T.² Pfeilschifter, J.³ Sandho, K.⁴

36
- 1542358155
- P. Reynolds, B. J. Maurer, R. N. Kolesnick, Cancer Lett. 2004, 206, 169-180.
- (2004) Cancer Lett. , vol.206 , pp. 169-180
- Reynolds, P.¹ Maurer, B.J.² Kolesnick, R.N.³

37
- 0024594736
- D. M. Woodcock, P. J. Crowther, J. Doherty, S. Jefferson, E. DeCruz, M. N. Weidner, S. S. Smith, M. Z. Michael, M. W. Graham, Nucleic Acids Res. 1989, 17, 3469-347.
- (1989) Nucleic Acids Res. , vol.17 , pp. 3469-3347
- Woodcock, D.M.¹ Crowther, P.J.² Doherty, J.³ Jefferson, S.⁴ DeCruz, E.⁵ Weidner, M.N.⁶ Smith, S.S.⁷ Michael, M.Z.⁸ Graham, M.W.⁹

38
- 0022206304
- U. Raeder, P. Broda, Lett. Appl. Microbiol. 1985, 1, 17-20.
- (1985) Lett. Appl. Microbiol. , vol.1 , pp. 17-20
- Raeder, U.¹ Broda, P.²

39
- 0025720665
- S. Cheevadhanarak, D. V. Renno, G. Saunders, G. Holt, T. W. Flegel, Gene 1991, 108, 151-155.
- (1991) Gene , vol.108 , pp. 151-155
- Cheevadhanarak, S.¹ Renno, D.V.² Saunders, G.³ Holt, G.⁴ Flegel, T.W.⁵

40
- 0021015939
- J. Tilburn, C. Scazzocchio, G. G. Taylor, J. H. Zabicky-Zissman, R. A. Lockington, R. W. Davies, Gene 1983, 26, 205-221.
- (1983) Gene , vol.26 , pp. 205-221
- Tilburn, J.¹ Scazzocchio, C.² Taylor, G.G.³ Zabicky-Zissman, J.H.⁴ Lockington, R.A.⁵ Davies, R.W.⁶

41
- 0033856957
- J. O'Brien, I. Wilson, T. Orton, F. Pognan, Eur. J. Biochem. 2000, 267, 5421-5426.
- (2000) Eur. J. Biochem. , vol.267 , pp. 5421-5426
- O'Brien, J.¹ Wilson, I.² Orton, T.³ Pognan, F.⁴

42
- 0344443250
- C. Changsen, S. G. Franzblau, P. Palittapongarnpim, Antimicrob. Agents Chemother. 2003, 47, 3682-3687.
- (2003) Antimicrob. Agents Chemother. , vol.47 , pp. 3682-3687
- Changsen, C.¹ Franzblau, S.G.² Palittapongarnpim, P.³

43
- 0018606732
- R. E. Desjardins, C. J. Canfield, J. D. Haynes, J. D. Chulay, Antimicrob. Agents Chemother. 1979, 16, 710-718.
- (1979) Antimicrob. Agents Chemother. , vol.16 , pp. 710-718
- Desjardins, R.E.¹ Canfield, C.J.² Haynes, J.D.³ Chulay, J.D.⁴

44
- 75549090603
- D-D.
- R. D. Finn, J. Mistry, J. Tate, P. Coggill, A. Heger, J. E. Pollington, O. L. Gavin, P. Gunesekaran, G. Ceric, K. Forslund, L. Holm, E. L. Sonnhammer, S. R. Eddy, A. Bateman, Nucleic Acids Res. 2010, 38, D211-D222.
- (2010) Nucleic Acids Res. , vol.38 , pp. 211-222
- Finn, R.D.¹ Mistry, J.² Tate, J.³ Coggill, P.⁴ Heger, A.⁵ Pollington, J.E.⁶ Gavin, O.L.⁷ Gunesekaran, P.⁸ Ceric, G.⁹ Forslund, K.¹⁰ Holm, L.¹¹ Sonnhammer, E.L.¹² Eddy, S.R.¹³ Bateman, A.¹⁴

45
- 0002315009
- D. D. Ridley, J. Chem. Inf. Comput. Sci. 2000, 40, 1077-1084.
- (2000) J. Chem. Inf. Comput. Sci. , vol.40 , pp. 1077-1084
- Ridley, D.D.¹

46
- 0344255513
- C. Steinbeck, S. Krause, S. Kuhn, J. Chem. Inf. Comput. Sci. 2003, 43, 1733-1739.
- (2003) J. Chem. Inf. Comput. Sci. , vol.43 , pp. 1733-1739
- Steinbeck, C.¹ Krause, S.² Kuhn, S.³

47
- 67849104638
- W-W.
- Y. Wang, J. Xiao, T. O. Suzek, J. Zhang, J. Wang, S. H. Bryant, Nucleic Acids Res. 2009, 37, W623-W633.
- (2009) Nucleic Acids Res. , vol.37 , pp. 623-633
- Wang, Y.¹ Xiao, J.² Suzek, T.O.³ Zhang, J.⁴ Wang, J.⁵ Bryant, S.H.⁶

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