SCOPUS 정보 검색 플랫폼

Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry

Volumn 67, Issue 8, 2009, Pages 798-808

Development of glycoside bond formation reactions and their applications to the synthesis of novel biologically active nucleosides

(2) Yoshimura, Yuichi a Takahata, Hiroki a

a TOHOKU PHARMACEUTICAL UNIVERSITY (Japan)

Author keywords

Antineoplastic activity; Antiviral activity; Glycosylation; Hypervalent iodine; Nucleoside; Pummerer reaction

Indexed keywords

CHEMICAL BONDS; CHEMOTHERAPY; GLYCOSYLATION; IODINE; VIRUSES;

ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITIES; HYPERVALENT IODINE; NUCLEOSIDE; PUMMERER REACTION;

BIOMOLECULES;

EID: 72449158739 PISSN: 00379980 EISSN: None Source Type: Journal
DOI: 10.5059/yukigoseikyokaishi.67.798 Document Type: Article

Times cited : (2)

References (58)

1
- 58149133507
- S. G. Sarafianos, B. Marchand, K. Das, D. M. Himmel, M. A. Parniak, S. H. Hughes, E. Arnold, J. Mol. Biol., 385, 693 (2009)
- (2009) J. Mol. Biol. , vol.385 , pp. 693
- Sarafianos, S.G.¹ Marchand, B.² Das, K.³ Himmel, D.M.⁴ Parniak, M.A.⁵ Hughes, S.H.⁶ Arnold, E.⁷

2
- 43049106403
- D. Jochmans, Virus Res, 134, 171 (2008)
- (2008) Virus Res , vol.134 , pp. 171
- Jochmans, D.¹

3
- 33646848691
- D. C. Meadows, J. Gervay-Hague, Chem Med Chem, 1, 16 (2006)
- (2006) Chem Med Chem , vol.1 , pp. 16
- Meadows, D.C.¹ Gervay-Hague, J.²

4
- 10644280992
- T. Imamichi, Curr. Pharm. Des., 10, 4039 (2004)
- (2004) Curr. Pharm. Des. , vol.10 , pp. 4039
- Imamichi, T.¹

5
- 0030917732
- Y. Yoshimura, K. Kitano, K. Yamada, H. Satoh, M. Watanabe, S. Miura, S. Sakata, T. Sasaki, A. Matsuda, J. Org. Chem., 62,3140 (1997)
- (1997) J. Org. Chem. , vol.62 , pp. 3140
- Yoshimura, Y.¹ Kitano, K.² Yamada, K.³ Satoh, H.⁴ Watanabe, M.⁵ Miura, S.⁶ Sakata, S.⁷ Sasaki, T.⁸ Matsuda, A.⁹

6
- 0001023643
- Y. Yoshimura, K. Kitano, H. Satoh, M. Watanabe, S. Miura, S. Sakata, T. Sasaki, A. Matsuda, J. Org. Chem., 61,822 (1996)
- (1996) J. Org. Chem. , vol.61 , pp. 822
- Yoshimura, Y.¹ Kitano, K.² Satoh, H.³ Watanabe, M.⁴ Miura, S.⁵ Sakata, S.⁶ Sasaki, T.⁷ Matsuda, A.⁸

7
- 0026012222
- M. R. Dyson, P. L. Coe, R. T. Walker, J. Med. Chem., 34, 2782 (1991)
- (1991) J. Med. Chem. , vol.34 , pp. 2782
- Dyson, M.R.¹ Coe, P.L.² Walker, R.T.³

8
- 0025827985
- M. R. Dyson, P. L. Coe, R. T. Walker, J. Chem. Soc., Chem. Commun., 1991,741
- (1991) J. Chem. Soc. Chem. Commun. , vol.741
- Dyson, M.R.¹ Coe, P.L.² Walker, R.T.³

9
- 0026045160
- J. A. Secrist, III, K. N. Tiwari, J. M. Riordan, J. A. Montgomery, J. Med. Chem., 34, 2361 (1991)
- (1991) J. Med. Chem. , vol.34 , pp. 2361
- Secrist III, J.A.¹ Tiwari, K.N.² Riordan, J.M.³ Montgomery, J.A.⁴

10
- 72449181623
- R. T. Walker, R. F. Whale, M. R. Dyson, P. L. Coe, W. Alderton, P. Collins, P. Ertl, D. Lower, G. Rahim, W. Snowden, E. Littler, Nucleic Acids Symp. Ser., 31, 9 (1994)
- (1994) Nucleic Acids Symp. Ser. , vol.31 , Issue.9
- Walker, R.T.¹ Whale, R.F.² Dyson, M.R.³ Coe, P.L.⁴ Alderton, W.⁵ Collins, P.⁶ Ertl, P.⁷ Lower, D.⁸ Rahim, G.⁹ Snowden, W.¹⁰ Littler, E.¹¹

11
- 0026093491
- A. Matsuda, K. Takenuki, M. Tanaka, T. Sasaki, T. Ueda, J. Med. Chem., 34,812 (1991)
- (1991) J. Med. Chem. , vol.34 , pp. 812
- Matsuda, A.¹ Takenuki, K.² Tanaka, M.³ Sasaki, T.⁴ Ueda, T.⁵

12
- 85004266031
- Y. Kita, O. Tamura, H. Yasuda, F. Itoh, Y. Tamura, Chem. Pharm. Bull., 33,4235 (1985)
- (1985) Chem. Pharm. Bull. , vol.33 , pp. 4235
- Kita, Y.¹ Tamura, O.² Yasuda, H.³ Itoh, F.⁴ Tamura, Y.⁵

13
- 16944367329
- I. A. O'Neil, K. M. Hamilton, Synlett, 1992, 791
- (1992) Synlett , vol.791
- O'Neil, I.A.¹ Hamilton, K.M.²

14
- 4544307100
- B. A. Shainyan, S. V. Kirpichenko, F. Freeman, J. Am. Chem. Soc, 126, 11456 (2004)
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 11456
- Shainyan, B.A.¹ Kirpichenko, S.V.² Freeman, F.³

15
- 0034596301
- T. Naka, N. Minakawa, H. Abe, D. Kaga, A. Matsuda, J. Am. Chem. Soc., 122, 7233 (2000)
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 7233
- Naka, T.¹ Minakawa, N.² Abe, H.³ Kaga, D.⁴ Matsuda, A.⁵

16
- 29144461516
- Y. Yoshimura, T. Kuze, M. Ueno, F. Komiya, K. Haraguchi, H. Tanaka, F. Kano, K. Yamada, K. Asami, N. Kaneko, H. Takahata, Tetrahedron Lett., 47, 591 (2006)
- (2006) Tetrahedron Lett. , vol.47 , pp. 591
- Yoshimura, Y.¹ Kuze, T.² Ueno, M.³ Komiya, F.⁴ Haraguchi, K.⁵ Tanaka, H.⁶ Kano, F.⁷ Yamada, K.⁸ Asami, K.⁹ Kaneko, N.¹⁰ Takahata, H.¹¹

17
- 33644858889
- H. Choo, X. Chen, V. Yadav, J. Wang, R. F. Schinazi, C. K. Chu, J. Med. Chem., 49,1635 (2006)
- (2006) J. Med. Chem. , vol.49 , pp. 1635
- Choo, H.¹ Chen, X.² Yadav, V.³ Wang, J.⁴ Schinazi, R.F.⁵ Chu, C.K.⁶

18
- 34249745670
- Y. Yoshimura, Y. Yamazaki, M. Kawahata, K. Yamaguchi, H. Takahata, Tetrahedron Lett., 48,4519 (2007)
- (2007) Tetrahedron Lett. , vol.48 , pp. 4519
- Yoshimura, Y.¹ Yamazaki, Y.² Kawahata, M.³ Yamaguchi, K.⁴ Takahata, H.⁵

19
- 0028004678
- L. S. Jeong, M. C. Nicklaus, C. George, V. E. Marquez, Tetrahedron Lett., 35, 7569 (1994)
- (1994) Tetrahedron Lett. , vol.35 , pp. 7569
- Jeong, L.S.¹ Nicklaus, M.C.² George, C.³ Marquez, V.E.⁴

20
- 34247172025
- J. K. Watts, N. Choubdar, K. Sadalapure, F. Robert, A. S. Wahba, J. Pelletier, B. M. Pinto, M. J. Damha, Nucleic Acids Res., 35,1441 (2007)
- (2007) Nucleic Acids Res. , vol.35 , pp. 1441
- Watts, J.K.¹ Choubdar, N.² Sadalapure, K.³ Robert, F.⁴ Wahba, A.S.⁵ Pelletier, J.⁶ Pinto, B.M.⁷ Damha, M.J.⁸

21
- 0030803389
- Y. Yoshimura, M. Watanabe, H. Satoh, N. Ashida, K. Ijichi, S. Sakata, H. Machida, A. Matsuda, J. Med. Chem., 40, 2177 (1997)
- (1997) J. Med. Chem. , vol.40 , pp. 2177
- Yoshimura, Y.¹ Watanabe, M.² Satoh, H.³ Ashida, N.⁴ Ijichi, K.⁵ Sakata, S.⁶ Machida, H.⁷ Matsuda, A.⁸

22
- 0022625386
- R. F. Schinazi, J. J. Fox, K. A. Watanabe, A. J. Nahmias, Antimicrob. Agents Chemother., 29, 77 (1986)
- (1986) Antimicrob. Agents Chemother. , vol.29 , pp. 77
- Schinazi, R.F.¹ Fox, J.J.² Watanabe, K.A.³ Nahmias, A.J.⁴

23
- 0022611098
- H. Machida, Antimicrob. Agents Chemother., 29, 524 (1986)
- (1986) Antimicrob. Agents Chemother. , vol.29 , pp. 524
- Machida, H.¹

24
- 0028771094
- D. Brahams, Lancet, 343,1494 (1994)
- (1994) Lancet , vol.343 , pp. 1494
- Brahams, D.¹

25
- 84982384818
- H. Vorbrüggen, K. Krolikiewicz, Angew. Chem., Int. Ed. Engl., 14,421(1975)
- (1975) Angew. Chem., Int. Ed. Engl. , vol.14 , pp. 421
- Vorbrüggen, H.¹ Krolikiewicz, K.²

26
- 0033933714
- Y. Yoshimura, K. Kitano, K. Yamada, S. Sakata, S. Miura, N. Ashida, H. Machida, Bioorg. Med. Chem., 8,1545 (2000)
- (2000) Bioorg. Med. Chem. , vol.8 , pp. 1545
- Yoshimura, Y.¹ Kitano, K.² Yamada, K.³ Sakata, S.⁴ Miura, S.⁵ Ashida, N.⁶ Machida, H.⁷

27
- 0032746220
- Y. Yoshimura, M. Endo, S. Miura, S. Sakata, J. Org. Chem., 64, 7912 (1999)
- (1999) J. Org. Chem. , vol.64 , pp. 7912
- Yoshimura, Y.¹ Endo, M.² Miura, S.³ Sakata, S.⁴

28
- 0031886860
- H. Satoh, Y. Yoshimura, M. Watanabe, N. Ashida, K. Ijichi, S. Sakata, H. Machida, A. Matsuda, Nucleosides Nucleotides, 17, 65(1998)
- (1998) Nucleosides Nucleotides , vol.17 , pp. 65
- Satoh, H.¹ Yoshimura, Y.² Watanabe, M.³ Ashida, N.⁴ Ijichi, K.⁵ Sakata, S.⁶ Machida, H.⁷ Matsuda, A.⁸

29
- 0032080780
- H. Satoh, Y. Yoshimura, S. Sakata, S. Miura, H. Machida, A. Matsuda, Bioorg. Med. Chem. Lett., 8, 989 (1998)
- (1998) Bioorg. Med. Chem. Lett. , vol.8 , pp. 989
- Satoh, H.¹ Yoshimura, Y.² Sakata, S.³ Miura, S.⁴ Machida, H.⁵ Matsuda, A.⁶

30
- 16544386627
- S. Miura, K. Yamada, F. Kano, Y. Yoshimura, Biol. Pharm. Bull, 27, 520 (2004)
- (2004) Biol. Pharm. Bull , vol.27 , pp. 520
- Miura, S.¹ Yamada, K.² Kano, F.³ Yoshimura, Y.⁴

31
- 0032476077
- K. Yamada, S. Sakata, Y. Yoshimura, J. Org. Chem., 63, 6891 (1998)
- (1998) J. Org. Chem. , vol.63 , pp. 6891
- Yamada, K.¹ Sakata, S.² Yoshimura, Y.³

32
- 0001587762
- H. Mitsuya, S. Broder, Proc. Natl. Acad. Sci. U. S. A., 83, 1911 (1986)
- (1911) Proc. Natl. Acad. Sci. U. S. A. , vol.83 , pp. 1986
- Mitsuya, H.¹ Broder, S.²

33
- 0027163388
- C. A. Knupp, W. C. Shyu, E. A. Morgenthien, J. S. Lee, R. H. Barbhaiya, Pharm. Res., 10,1157(1993)
- (1993) Pharm. Res. , vol.10 , pp. 1157
- Knupp, C.A.¹ Shyu, W.C.² Morgenthien, E.A.³ Lee, J.S.⁴ Barbhaiya, R.H.⁵

34
- 0026548754
- D. J. Back, S. Ormesher, J. F. Tjia, R. Macleod, Br. J. Clin. Pharmacol., 33, 319 (1992)
- (1992) Br. J. Clin. Pharmacol. , vol.33 , pp. 319
- Back, D.J.¹ Ormesher, S.² Tjia, J.F.³ Macleod, R.⁴

35
- 33947144816
- (a) C. Jiang, B. Li, Z. Guan, Z. Yang, L. Zhang, Bioorg. Med. Chem., 15, 3019 (2007);
- (2007) Bioorg. Med. Chem. , vol.15 , pp. 3019
- Jiang, C.¹ Li, B.² Guan, Z.³ Yang, Z.⁴ Zhang, L.⁵

36
- 33749236037
- (b) H. Jin, S. Zheng, Z. Wang, C. Luo, J. Shen, H. Jiang, L. Zhang, J. Mol. Model., 12, 781 (2006)
- (2006) J. Mol. Model. , vol.12 , pp. 781
- Jin, H.¹ Zheng, S.² Wang, Z.³ Luo, C.⁴ Shen, J.⁵ Jiang, H.⁶ Zhang, L.⁷

37
- 0026660178
- V. Nair, Z. M. Nuesca, J. Am. Chem. Soc., 114, 7951 (1992)
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 7951
- Nair, V.¹ Nuesca, Z.M.²

38
- 33846139972
- Y. Yoshimura, K. Asami, H. Matsui, H. Tanaka, H. Takahata, Org. Lett., 8, 6015 (2006)
- (2006) Org. Lett. , vol.8 , pp. 6015
- Yoshimura, Y.¹ Asami, K.² Matsui, H.³ Tanaka, H.⁴ Takahata, H.⁵

39
- 0034676266
- H. Ohrui, S. Kohgo, K. Kitano, S. Sakata, E. Kodama, K. Yoshimura, M. Matsuoka, S. Shigeta, H. Mitsuya, J. Med. Chem., 43,4516 (2000)
- (2000) J. Med. Chem. , vol.43 , pp. 4516
- Ohrui, H.¹ Kohgo, S.² Kitano, K.³ Sakata, S.⁴ Kodama, E.⁵ Yoshimura, K.⁶ Matsuoka, M.⁷ Shigeta, S.⁸ Mitsuya, H.⁹

40
- 2142713068
- G. E. Dutschman, S. P. Grill, E. A. Gullen, K. Haraguchi, S. Takeda, H. Tanaka, M. Baba, Y.-C. Cheng, Antimicrob. Agents Chemother., 48,1640 (2004)
- (2004) Antimicrob. Agents Chemother. , vol.48 , pp. 1640
- Dutschman, G.E.¹ Grill, S.P.² Gullen, E.A.³ Haraguchi, K.⁴ Takeda, S.⁵ Tanaka, H.⁶ Baba, M.⁷ Cheng, Y.-C.⁸

41
- 0029048048
- V. Nair, L. B. Zintek, G. S. Jeon, Nucleosides Nucleotides, 14, 389 (1995)
- (1995) Nucleosides Nucleotides , vol.14 , pp. 389
- Nair, V.¹ Zintek, L.B.² Jeon, G.S.³

42
- 72449180640
- L. B. Zintek, G. S. Jeon, V. Nair, Heterocycles, 37,1853 (1994)
- (1853) Heterocycles , vol.37 , pp. 1994
- Zintek, L.B.¹ Jeon, G.S.² Nair, V.³

43
- 54049122291
- Y. Yoshimura, M. Ohta, T. Imahori, T. Imamichi, H. Takahata, Org. Lett., 10, 3449 (2008)
- (2008) Org. Lett. , vol.10 , pp. 3449
- Yoshimura, Y.¹ Ohta, M.² Imahori, T.³ Imamichi, T.⁴ Takahata, H.⁵

44
- 85036788875
- Japanese source

45
- 0344550544
- N. Nishizono, R. Baba, C. Nakamura, K. Oda, M. Machida, Org. Biomol. Chem., 1,3692 (2003)
- (2003) Org. Biomol. Chem. , vol.1 , pp. 3692
- Nishizono, N.¹ Baba, R.² Nakamura, C.³ Oda, K.⁴ Machida, M.⁵

46
- 85036786532
- Japanese source

47
- 34248994553
- (a) M. J. Comin, R. Agbaria, T. Ben-Kasus, M. Huleihel, C. Liao, G. Sun, M. C. Nicklaus, J. R. Deschamps, D. A. Parrish, V. E. Marquez, J. Am. Chem. Soc., 129, 6216 (2007);
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 6216
- Comin, M.J.¹ Agbaria, R.² Ben-Kasus, T.³ Huleihel, M.⁴ Liao, C.⁵ Sun, G.⁶ Nicklaus, M.C.⁷ Deschamps, J.R.⁸ Parrish, D.A.⁹ Marquez, V.E.¹⁰

48
- 27544433014
- (b) V. E. Marquez, Y. Choi, M. J. Comin, P. Russ, C. George, M. Huleihel, T. Ben-Kasus, R. Agbaria, ibid., 127, 15145 (2005);
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 15145
- Marquez, V.E.¹ Choi, Y.² Comin, M.J.³ Russ, P.⁴ George, C.⁵ Huleihel, M.⁶ Ben-Kasus, T.⁷ Agbaria, R.⁸

49
- 0346456880
- (c) V. E. Marquez, T. Ben-Kasus, J. J. Barchi, Jr., K. M. Green, M. C. Nicklaus, R. Agbaria, ibid., 126, 543 (2004)
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 543
- Marquez, V.E.¹ Ben-Kasus, T.² Barchi Jr., J.J.³ Green, K.M.⁴ Nicklaus, M.C.⁵ Agbaria, R.⁶

50
- 85010599597
- M. Ochiai, E. Fujita, M. Arimoto, H. Yamaguchi, Chem. Pharm. Bull., 33,41 (1985)
- (1985) Chem. Pharm. Bull. , vol.33 , pp. 41
- Ochiai, M.¹ Fujita, E.² Arimoto, M.³ Yamaguchi, H.⁴

51
- 33947136898
- T. Dohi, A. Maruyama, Y. Minamitsuji, N. Takenaga, Y. Kita, Chem. Commun., 2007,1224
- (2007) Chem. Commun. , pp. 1224
- Dohi, T.¹ Maruyama, A.² Minamitsuji, Y.³ Takenaga, N.⁴ Kita, Y.⁵

52
- 0001212799
- M. Kira, T. Hino, H. Sakurai, Tetrahedron Lett., 30, 1099 (1989)
- (1989) Tetrahedron Lett. , vol.30 , pp. 1099
- Kira, M.¹ Hino, T.² Sakurai, H.³

53
- 0001254371
- T. Hayashi, J. W. Han, A. Takeda, J. Tang, K. Nohmi, K. Mukaide, H. Tsuji, Y. Uozumi, Adv. Synth. Catal., 343, 279 (2001)
- (2001) Adv. Synth. Catal. , vol.343 , pp. 279
- Hayashi, T.¹ Han, J.W.² Takeda, A.³ Tang, J.⁴ Nohmi, K.⁵ Mukaide, K.⁶ Tsuji, H.⁷ Uozumi, Y.⁸

54
- 0001196681
- M. E. Jung, B. Gaede, Tetrahedron, 35, 621 (1979)
- (1979) Tetrahedron , vol.35 , pp. 621
- Jung, M.E.¹ Gaede, B.²

55
- 0036833835
- S. Miura, Y. Endo, Y. Yoshimura, M. Endo, Y. Yonemura, T. Sasaki, Oncol. Rep., 9, 1319 (2002)
- (2002) Oncol. Rep. , vol.9 , pp. 1319
- Miura, S.¹ Endo, Y.² Yoshimura, Y.³ Endo, M.⁴ Yonemura, Y.⁵ Sasaki, T.⁶

56
- 0034986891
- S. Miura, Y. Yoshimura, H. Satoh, S. Izuta, Jpn. J. Cancer Res., 92, 562 (2001)
- (2001) Jpn. J. Cancer Res. , vol.92 , pp. 562
- Miura, S.¹ Yoshimura, Y.² Satoh, H.³ Izuta, S.⁴

57
- 0032853253
- S. Miura, Y. Yoshimura, M. Endo, H. Satoh, H. Machida, T. Sasaki, Cancer Lett., 144, 177 (1999)
- (1999) Cancer Lett. , vol.144 , pp. 177
- Miura, S.¹ Yoshimura, Y.² Endo, M.³ Satoh, H.⁴ Machida, H.⁵ Sasaki, T.⁶

58
- 0032479522
- S. Miura, Y. Yoshimura, M. Endo, H. Machida, A. Matsuda, M. Tanaka, T. Sasaki, Cancer Lett., 129, 103 (1998)
- (1998) Cancer Lett. , vol.129 , pp. 103
- Miura, S.¹ Yoshimura, Y.² Endo, M.³ Machida, H.⁴ Matsuda, A.⁵ Tanaka, M.⁶ Sasaki, T.⁷

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.