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Organic and Biomolecular Chemistry

Volumn 9, Issue 20, 2011, Pages 7237-7242

Syntheses of sulfur and selenium analogues of pachastrissamine via double displacements of cyclic sulfate

(6) Jeon, Hongjun a Bae, Hoon a Baek, Dong Jae a Kwak, Young Shin b Kim, Deukjoon a Kim, Sanghee a

a Seoul National University (South Korea)

b Korea Research Institute of Bioscience and Biotechnology (KRIBB) (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIC SULFATES; DIANIONS; DISPLACEMENT REACTIONS; RING SYSTEMS;

REACTION INTERMEDIATES; SUBSTITUTION REACTIONS; SULFUR;

SELENIUM;

DRUG DERIVATIVE; OXYGEN; PACHASTRISSAMINE; SELENIUM; SPHINGOSINE; SULFATE; SULFUR;

ARTICLE; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; DRUG EFFECT; HUMAN; SYNTHESIS; TUMOR CELL LINE;

CELL LINE, TUMOR; CELL SURVIVAL; CYCLIZATION; HUMANS; MOLECULAR STRUCTURE; OXYGEN; SELENIUM; SPHINGOSINE; SULFATES; SULFUR;

EID: 80053315480 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/c1ob05920c Document Type: Article

Times cited : (29)

References (35)

1
- 0036773111
- I. Kuroda M. Musman I. I. Ohtani T. Ichiba J. Tanaka D. G. Gravalos T. Higa J. Nat. Prod. 2002 65 1505 1506
- (2002) J. Nat. Prod. , vol.65 , pp. 1505-1506
- Kuroda, I.¹ Musman, M.² Ohtani, I.I.³ Ichiba, T.⁴ Tanaka, J.⁵ Gravalos, D.G.⁶ Higa, T.⁷

2
- 0037420988
- For reviews, see
- V. Ledroit C. Debitus C. Lavaud G. Massiot Tetrahedron Lett. 2003 44 225 228
- (2003) Tetrahedron Lett. , vol.44 , pp. 225-228
- Ledroit, V.¹ Debitus, C.² Lavaud, C.³ Massiot, G.⁴

3
- 43649103123
- E. Abraham S. G. Davies P. M. Roberts A. J. Russell J. E. Thomson Tetrahedron: Asymmetry 2008 19 1027 1047
- (2008) Tetrahedron: Asymmetry , vol.19 , pp. 1027-1047
- Abraham, E.¹ Davies, S.G.² Roberts, P.M.³ Russell, A.J.⁴ Thomson, J.E.⁵

4
- 79952752678
- For recent total syntheses of 1 and studies of its derivatives published after the review ref. 2a, see
- S. Ballereau M. Baltas Y. Génisson Curr. Org. Chem. 2011 15 953 986
- (2011) Curr. Org. Chem. , vol.15 , pp. 953-986
- Ballereau, S.¹ Baltas, M.² Génisson, Y.³

5
- 79952133886
- M. Passiniemi A. M. P. Koskinen Org. Biomol. Chem. 2011 9 1774 1783
- (2011) Org. Biomol. Chem. , vol.9 , pp. 1774-1783
- Passiniemi, M.¹ Koskinen, A.M.P.²

6
- 79952178424
- J. Llaveria Y. Díaz M. I. Matheu S. Castillón Eur. J. Org. Chem. 2011 1514 1519
- (2011) Eur. J. Org. Chem. , pp. 1514-1519
- Llaveria, J.¹ Díaz, Y.² Matheu, M.I.³ Castillón, S.⁴

7
- 75649093391
- H. Urano M. Enomoto S. Kuwahara Biosci., Biotechnol., Biochem. 2010 74 152 157
- (2010) Biosci., Biotechnol., Biochem. , vol.74 , pp. 152-157
- Urano, H.¹ Enomoto, M.² Kuwahara, S.³

8
- 77956231241
- G. S. Rao N. Sudhakar B. V. Rao S. J. Basha Tetrahedron: Asymmetry 2010 21 1963 1970
- (2010) Tetrahedron: Asymmetry , vol.21 , pp. 1963-1970
- Rao, G.S.¹ Sudhakar, N.² Rao, B.V.³ Basha, S.J.⁴

9
- 77956225067
- P. Vichare A. Chattopadhyay Tetrahedron: Asymmetry 2010 21 1983 1987
- (2010) Tetrahedron: Asymmetry , vol.21 , pp. 1983-1987
- Vichare, P.¹ Chattopadhyay, A.²

10
- 77952967418
- S. Inuki Y. Yoshimitsu S. Oishi N. Fujii H. Ohno J. Org. Chem. 2010 75 3831 3842
- (2010) J. Org. Chem. , vol.75 , pp. 3831-3842
- Inuki, S.¹ Yoshimitsu, Y.² Oishi, S.³ Fujii, N.⁴ Ohno, H.⁵

11
- 77953014231
- Y. Yoshimitsu S. Inuki S. Oishi N. Fujii H. Ohno J. Org. Chem. 2010 75 3843 3846
- (2010) J. Org. Chem. , vol.75 , pp. 3843-3846
- Yoshimitsu, Y.¹ Inuki, S.² Oishi, S.³ Fujii, N.⁴ Ohno, H.⁵

12
- 77954567247
- Y. Salma S. Ballereau C. Maaliki S. Ladeira N. Andrieu-Abadie Y. Génisson Org. Biomol. Chem. 2010 8 3227 3243
- (2010) Org. Biomol. Chem. , vol.8 , pp. 3227-3243
- Salma, Y.¹ Ballereau, S.² Maaliki, C.³ Ladeira, S.⁴ Andrieu-Abadie, N.⁵ Génisson, Y.⁶

13
- 75749091489
- G. Jayachitra N. Sudhakar R. K. Anchoori B. V. Rao S. Roy R. Banerjee Synthesis 2010 115 119
- (2010) Synthesis , pp. 115-119
- Jayachitra, G.¹ Sudhakar, N.² Anchoori, R.K.³ Rao, B.V.⁴ Roy, S.⁵ Banerjee, R.⁶

14
- 78449244314
- A. Rives S. Ladeira T. Levade N. Andrieu-Abadie Y. Génisson J. Org. Chem. 2010 75 7920 7923
- (2010) J. Org. Chem. , vol.75 , pp. 7920-7923
- Rives, A.¹ Ladeira, S.² Levade, T.³ Andrieu-Abadie, N.⁴ Génisson, Y.⁵

15
- 57649143954
- D. Canals D. Mormeneo G. Fabrias A. Llebaria J. Casas A. Delgado Bioorg. Med. Chem. 2009 17 235 241
- (2009) Bioorg. Med. Chem. , vol.17 , pp. 235-241
- Canals, D.¹ Mormeneo, D.² Fabrias, G.³ Llebaria, A.⁴ Casas, J.⁵ Delgado, A.⁶

16
- 69149096020
- G. Reddipalli M. Venkataiah M. K. Mishra N. W. Fadnavis Tetrahedron: Asymmetry 2009 20 1802 1805
- (2009) Tetrahedron: Asymmetry , vol.20 , pp. 1802-1805
- Reddipalli, G.¹ Venkataiah, M.² Mishra, M.K.³ Fadnavis, N.W.⁴

17
- 70350169228
- S. Inuki Y. Yoshimitsu S. Oishi N. Fujii H. Ohno Org. Lett. 2009 11 4478 4481
- (2009) Org. Lett. , vol.11 , pp. 4478-4481
- Inuki, S.¹ Yoshimitsu, Y.² Oishi, S.³ Fujii, N.⁴ Ohno, H.⁵

18
- 48549105569
- D. Enders V. Terteryan J. Paleek Synthesis 2008 2278 2282
- (2008) Synthesis , pp. 2278-2282
- Enders, D.¹ Terteryan, V.² Paleek, J.³

19
- 67649460596
- Y. Salma E. Lafont N. Therville S. Carpentier M.-J. Bonnafé T. Levade Y. Génisson N. Andrieu-Abadie Biochem. Pharmacol. 2009 78 477 485
- (2009) Biochem. Pharmacol. , vol.78 , pp. 477-485
- Salma, Y.¹ Lafont, E.² Therville, N.³ Carpentier, S.⁴ Bonnafé, M.-J.⁵ Levade, T.⁶ Génisson, Y.⁷ Andrieu-Abadie, N.⁸

20
- 0036025428
- R. P. Sheridan J. Chem. Inf. Comput. Sci. 2002 42 103 108
- (2002) J. Chem. Inf. Comput. Sci. , vol.42 , pp. 103-108
- Sheridan, R.P.¹

21
- 46949108340
- J. K. Watts B. D. Johnston K. Jayakanthan A. S. Wahba B. M. Pinto M. J. Damha J. Am. Chem. Soc. 2008 130 8578 8579
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 8578-8579
- Watts, J.K.¹ Johnston, B.D.² Jayakanthan, K.³ Wahba, A.S.⁴ Pinto, B.M.⁵ Damha, M.J.⁶

22
- 69949094546
- L. S. Jeong D. K. Tosh W. J. Choi S. K. Lee Y.-J. Kang S. Choi J. H. Lee H. Lee H. W. Lee H. O. Kim J. Med. Chem. 2009 52 5303 5306
- (2009) J. Med. Chem. , vol.52 , pp. 5303-5306
- Jeong, L.S.¹ Tosh, D.K.² Choi, W.J.³ Lee, S.K.⁴ Kang, Y.-J.⁵ Choi, S.⁶ Lee, J.H.⁷ Lee, H.⁸ Lee, H.W.⁹ Kim, H.O.¹⁰

23
- 46549088790
- K. Jayakanthan B. D. Johnston B. M. Pinto Carbohydr. Res. 2008 343 1790 1800
- (2008) Carbohydr. Res. , vol.343 , pp. 1790-1800
- Jayakanthan, K.¹ Johnston, B.D.² Pinto, B.M.³

24
- 33750460212
- Y. Ma R. Liu X. Gong Z. Li Q. Huang H. Wang G. Song J. Agric. Food Chem. 2006 54 7724 7728
- (2006) J. Agric. Food Chem. , vol.54 , pp. 7724-7728
- Ma, Y.¹ Liu, R.² Gong, X.³ Li, Z.⁴ Huang, Q.⁵ Wang, H.⁶ Song, G.⁷

25
- 78449273353
- J. Chin J. Y. Hong J. Lee H. Hwang H. Ko H. Choi D. Hahn J. Ko S. J. Nam J. Tak J. Ham H. Kang Bioorg. Med. Chem. Lett. 2010 20 7239 7242
- (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 7239-7242
- Chin, J.¹ Hong, J.Y.² Lee, J.³ Hwang, H.⁴ Ko, H.⁵ Choi, H.⁶ Hahn, D.⁷ Ko, J.⁸ Nam, S.J.⁹ Tak, J.¹⁰ Ham, J.¹¹ Kang, H.¹²

26
- 70349861404
- For a selective protection of 4-OH by oxazinanone formation, see ref. 3g For a review, see
- H.-J. Ha D.-H. Yoon L.-S. Kang M. C. Hong W. K. Lee Bull. Korean Chem. Soc. 2009 30 535 536
- (2009) Bull. Korean Chem. Soc. , vol.30 , pp. 535-536
- Ha, H.-J.¹ Yoon, D.-H.² Kang, L.-S.³ Hong, M.C.⁴ Lee, W.K.⁵

27
- 0034622871
- H.-S. Byun L. He R. Bittman Tetrahedron 2000 56 7051 7091
- (2000) Tetrahedron , vol.56 , pp. 7051-7091
- Byun, H.-S.¹ He, L.² Bittman, R.³

28
- 4444276636
- H. C. Kolb M. S. VanNieuwenhze K. B. Sharpless Chem. Rev. 1994 94 2483 2547
- (1994) Chem. Rev. , vol.94 , pp. 2483-2547
- Kolb, H.C.¹ Vannieuwenhze, M.S.² Sharpless, K.B.³

29
- 77956651324
- H. W. Lee H. O. Kim W. J. Choi S. Choi J. H. Lee S.-G. Park L. Yoo K. A. Jacobson L. S. Jeong Bioorg. Med. Chem. 2010 18 7015 7021
- (2010) Bioorg. Med. Chem. , vol.18 , pp. 7015-7021
- Lee, H.W.¹ Kim, H.O.² Choi, W.J.³ Choi, S.⁴ Lee, J.H.⁵ Park, S.-G.⁶ Yoo, L.⁷ Jacobson, K.A.⁸ Jeong, L.S.⁹

30
- 70349773097
- S. Maity S. Ghosh Tetrahedron 2009 65 9202 9210
- (2009) Tetrahedron , vol.65 , pp. 9202-9210
- Maity, S.¹ Ghosh, S.²

31
- 34447319936
- For the formation of dimeric sulfide from a 5-membered cyclic sulfate, see
- R. Nasi L. Sim D. R. Rose B. M. Pinto Carbohydr. Res. 2007 342 1888 1894
- (2007) Carbohydr. Res. , vol.342 , pp. 1888-1894
- Nasi, R.¹ Sim, L.² Rose, D.R.³ Pinto, B.M.⁴

32
- 0000861808
- F. G. Calvo-Flores P. García-Mendoza F. Hernández-Mateo J. Isac-García F. Santoyo-González J. Org. Chem. 1997 62 3944 3961
- (1997) J. Org. Chem. , vol.62 , pp. 3944-3961
- Calvo-Flores, F.G.¹ García-Mendoza, P.² Hernández-Mateo, F.³ Isac-García, J.⁴ Santoyo-González, F.⁵

33
- 37049082043
- The identity of was confirmed by its conversion to the corresponding 4-hydroxy compound by hydrolysis with aqueous sulfuric acid
- F. Santoyo-González F. G. Calvo-Flores P. García-Mendoza F. Hernández-Mateo J. Isac-García M. D. Pérez-Alvarez J. Chem. Soc., Chem. Commun. 1995 461 462
- (1995) J. Chem. Soc., Chem. Commun. , vol.14 , pp. 461-462
- Santoyo-González, F.¹ Calvo-Flores, F.G.² García-Mendoza, P.³ Hernández-Mateo, F.⁴ Isac-García, J.⁵ Pérez-Alvarez, M.D.⁶

34
- 85045502623
- K. Schürrlea W. J. Piepersberga Carbohydr. Chem. 1996 15 435 447
- (1996) Carbohydr. Chem. , vol.15 , pp. 435-447
- Schürrlea, K.¹ Piepersberga, W.J.²

35
- 38749115075
- L. S. Jeong D. K. Tosh H. O. Kim T. Wang X. Hou H. S. Yun Y. Kwon S. K. Lee J. Choi L. X. Zhao Org. Lett. 2008 10 209 212
- (2008) Org. Lett. , vol.10 , pp. 209-212
- Jeong, L.S.¹ Tosh, D.K.² Kim, H.O.³ Wang, T.⁴ Hou, X.⁵ Yun, H.S.⁶ Kwon, Y.⁷ Lee, S.K.⁸ Choi, J.⁹ Zhao, L.X.¹⁰

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