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Volumn 69, Issue 37, 2013, Pages 8019-8024

Synthesis and antitumor activity of des-AB analogue of steroidal saponin OSW-1

(9) Minato, Daishiro a Li, Bozhi a Zhou, Dejun b Shigeta, Yasumi a Toyooka, Naoki a Sakurai, Hiroaki a Sugimoto, Kenji a Nemoto, Hideo c Matsuya, Yuji a

a UNIVERSITY OF TOYAMA (Japan)

b HENAN POLYTECHNIC UNIVERSITY (China)

c Lead Chemical Co Ltd (Japan)

Author keywords

Aglycone; Antitumor agents; Drug design; Organic synthesis; OSW 1

Indexed keywords

AGLYCONE; ANTINEOPLASTIC AGENT; CISPLATIN; DISACCHARIDE; DOXORUBICIN; SAPONIN DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST CANCER; CANCER CELL; CARBOHYDRATE ANALYSIS; CONTROLLED STUDY; DRUG DESIGN; DRUG EFFECT; DRUG STRUCTURE; DRUG SYNTHESIS; IC 50; IN VITRO STUDY; PRIORITY JOURNAL;

EID: 84880917350 PISSN: 00404020 EISSN: 14645416 Source Type: Journal
DOI: 10.1016/j.tet.2013.06.105 Document Type: Article

Times cited : (14)

References (38)

1
- 0032485307
- C. Guo, and P.L. Fuchs Tetrahedron Lett. 39 1998 1099
- (1998) Tetrahedron Lett. , vol.39 , pp. 1099
- Guo, C.¹ Fuchs, P.L.²

2
- 0033535077
- C. Guo, T.G. LaCour, and P.L. Fuchs Bioorg. Med. Chem. Lett. 9 1999 419
- (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 419
- Guo, C.¹ Lacour, T.G.² Fuchs, P.L.³

3
- 0033534604
- S. Deng, B. Yu, Y. Lou, and Y. Hui J. Org. Chem. 64 1999 202
- (1999) J. Org. Chem. , vol.64 , pp. 202
- Deng, S.¹ Yu, B.² Lou, Y.³ Hui, Y.⁴

4
- 0034612136
- J.W. Morzycki, A. Gryszkiewicz, and I. Jastrzebska Tetrahedron Lett. 41 2000 3751
- (2000) Tetrahedron Lett. , vol.41 , pp. 3751
- Morzycki, J.W.¹ Gryszkiewicz, A.² Jastrzebska, I.³

5
- 0034829735
- W. Yu, and Z. Jin J. Am. Chem. Soc. 123 2001 3369
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 3369
- Yu, W.¹ Jin, Z.²

6
- 0037067056
- W. Yu, and Z. Jin J. Am. Chem. Soc. 124 2002 6576
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 6576
- Yu, W.¹ Jin, Z.²

7
- 0037118924
- J.W. Morzycki, and A. Wojtkielewicz Carbohydr. Res. 337 2002 1269
- (2002) Carbohydr. Res. , vol.337 , pp. 1269
- Morzycki, J.W.¹ Wojtkielewicz, A.²

8
- 0345304271
- Q. Xu, X. Peg, and W. Tian Tetrahedron Lett. 44 2003 9375
- (2003) Tetrahedron Lett. , vol.44 , pp. 9375
- Xu, Q.¹ Peg, X.² Tian, W.³

9
- 37549028745
- J. Xue, P. Liu, Y. Pan, and Z. Guo J. Org. Chem. 73 2008 157
- (2008) J. Org. Chem. , vol.73 , pp. 157
- Xue, J.¹ Liu, P.² Pan, Y.³ Guo, Z.⁴

10
- 36849020952
- M. Tsubuki, S. Matsuo, and T. Honda Tetrahedron Lett. 49 2008 229
- (2008) Tetrahedron Lett. , vol.49 , pp. 229
- Tsubuki, M.¹ Matsuo, S.² Honda, T.³

11
- 68349150614
- Y. Kang, C. Lou, K.B.R. Ahmed, P. Huang, and Z. Jin Bioorg. Med. Chem. Lett. 19 2009 5166
- (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 5166
- Kang, Y.¹ Lou, C.² Ahmed, K.B.R.³ Huang, P.⁴ Jin, Z.⁵

12
- 78650357374
- The disaccharide moiety of OSW-1 was evaluated as various antitumor steroidal glycosides, see
- K. Sakurai, T. Fukumoto, K. Noguchi, N. Sato, H. Asaka, N. Moriyama, and M. Yohda Org. Lett. 12 2010 5732 The disaccharide moiety of OSW-1 was evaluated as various antitumor steroidal glycosides, see
- (2010) Org. Lett. , vol.12 , pp. 5732
- Sakurai, K.¹ Fukumoto, T.² Noguchi, K.³ Sato, N.⁴ Asaka, H.⁵ Moriyama, N.⁶ Yohda, M.⁷

13
- 0035940055
- X. Ma, B. Yu, Y. Hui, Z. Miao, and J. Ding Carbohydr. Res. 334 2001 159
- (2001) Carbohydr. Res. , vol.334 , pp. 159
- Ma, X.¹ Yu, B.² Hui, Y.³ Miao, Z.⁴ Ding, J.⁵

14
- 0001678648
- S. Kubo, Y. Mimaki, M. Terao, Y. Sashida, T. Nikaido, and T. Ohmoto Phytochemistry 31 1992 3969
- (1992) Phytochemistry , vol.31 , pp. 3969
- Kubo, S.¹ Mimaki, Y.² Terao, M.³ Sashida, Y.⁴ Nikaido, T.⁵ Ohmoto, T.⁶

15
- 0031552155
- Y. Mimaki, M. Kuroda, A. Kameyama, Y. Sashida, T. Hirano, K. Oka, R. Maekawa, T. Wada, K. Sugita, and J.A. Beutler Bioorg. Med. Chem. Lett. 7 1997 633
- (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 633
- Mimaki, Y.¹ Kuroda, M.² Kameyama, A.³ Sashida, Y.⁴ Hirano, T.⁵ Oka, K.⁶ Maekawa, R.⁷ Wada, T.⁸ Sugita, K.⁹ Beutler, J.A.¹⁰

16
- 28944437750
- Y. Zhou, C. Gracia-Prieto, D.A. Carney, R. Xu, H. Pelicano, Y. Kang, W. Yu, C. Lou, S. Kondo, J. Liu, D.M. Harris, Z. Estrov, M.J. Keating, Z. Jin, and P. Huang J. Natl. Cancer Inst. 97 2005 1781
- (2005) J. Natl. Cancer Inst. , vol.97 , pp. 1781
- Zhou, Y.¹ Gracia-Prieto, C.² Carney, D.A.³ Xu, R.⁴ Pelicano, H.⁵ Kang, Y.⁶ Yu, W.⁷ Lou, C.⁸ Kondo, S.⁹ Liu, J.¹⁰ Harris, D.M.¹¹ Estrov, Z.¹² Keating, M.J.¹³ Jin, Z.¹⁴ Huang, P.¹⁵

17
- 78650389235
- S. Lee, T.G. LaCour, and P.L. Fuchs Chem. Rev. 109 2009 22075
- (2009) Chem. Rev. , vol.109 , pp. 22075
- Lee, S.¹ Lacour, T.G.² Fuchs, P.L.³

18
- 2342507229
- L. Deng, H. Wu, B. Yu, M. Jiang, and J. Wu Bioorg. Med. Chem. Lett. 14 2004 2781
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 2781
- Deng, L.¹ Wu, H.² Yu, B.³ Jiang, M.⁴ Wu, J.⁵

19
- 4544291577
- B. Shi, H. Wu, B. Yu, and J. Wu Angew. Chem., Int. Ed. 43 2004 4324
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 4324
- Shi, B.¹ Wu, H.² Yu, B.³ Wu, J.⁴

20
- 33645782284
- H.-J. Qin, W.-S. Tian, and C.-W. Lin Tetrahedron Lett. 47 2006 3217
- (2006) Tetrahedron Lett. , vol.47 , pp. 3217
- Qin, H.-J.¹ Tian, W.-S.² Lin, C.-W.³

21
- 34547571520
- A. Wojtkielewicz, M. Dlugosz, J. Maj, J.W. Morzycki, M. Nowakowski, J. Renkiewicz, M. Strnad, J. Swaczynova, A.Z. Wilczewska, and J. Wojcik J. Med. Chem. 50 2007 3667
- (2007) J. Med. Chem. , vol.50 , pp. 3667
- Wojtkielewicz, A.¹ Dlugosz, M.² Maj, J.³ Morzycki, J.W.⁴ Nowakowski, M.⁵ Renkiewicz, J.⁶ Strnad, M.⁷ Swaczynova, J.⁸ Wilczewska, A.Z.⁹ Wojcik, J.¹⁰

22
- 79955833912
- J. Maj, J.W. Morzycki, L. Rarova, J. Oklestkova, M. Strnad, and A. Wojtkielewicz J. Med. Chem. 54 2011 3298
- (2011) J. Med. Chem. , vol.54 , pp. 3298
- Maj, J.¹ Morzycki, J.W.² Rarova, L.³ Oklestkova, J.⁴ Strnad, M.⁵ Wojtkielewicz, A.⁶

23
- 79956118712
- D. Zheng, Y. Guan, X. Chen, Y. Xu, X. Chen, and P. Lei Bioorg. Med. Chem. Lett. 21 2011 3257
- (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 3257
- Zheng, D.¹ Guan, Y.² Chen, X.³ Xu, Y.⁴ Chen, X.⁵ Lei, P.⁶

24
- 7044247673
- L.-H. Deng, H. Wu, B. Yu, M.-R. Jiang, and J.-R. Wu Chin. J. Chem. 22 2004 994
- (2004) Chin. J. Chem. , vol.22 , pp. 994
- Deng, L.-H.¹ Wu, H.² Yu, B.³ Jiang, M.-R.⁴ Wu, J.-R.⁵

25
- 34147141267
- L.-J. Chen, Q.-H. Xu, H. Huang, J.-R. Lin, and W.-S. Tian Tetrahedron Lett. 48 2007 3475
- (2007) Tetrahedron Lett. , vol.48 , pp. 3475
- Chen, L.-J.¹ Xu, Q.-H.² Huang, H.³ Lin, J.-R.⁴ Tian, W.-S.⁵

26
- 77956173116
- D. Zheng, L. Zhou, Y. Guan, X. Chen, W. Zhou, X. Chen, and P. Lei Bioorg. Med. Chem. Lett. 21 2010 5439
- (2010) Bioorg. Med. Chem. Lett. , vol.21 , pp. 5439
- Zheng, D.¹ Zhou, L.² Guan, Y.³ Chen, X.⁴ Zhou, W.⁵ Chen, X.⁶ Lei, P.⁷

27
- 79955560919
- Y. Guan, D. Zheng, L. Zhou, H. Wang, Z. Yan, N. Wang, H. Chang, P. She, and P. Lei Bioorg. Med. Chem. Lett. 21 2011 2921
- (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 2921
- Guan, Y.¹ Zheng, D.² Zhou, L.³ Wang, H.⁴ Yan, Z.⁵ Wang, N.⁶ Chang, H.⁷ She, P.⁸ Lei, P.⁹

28
- 15044363078
- Y. Matsuya, S. Masuda, N. Ohsawa, S. Adam, T. Tschamber, J. Eustache, K. Kamoshita, Y. Sukenaga, and H. Nemoto Eur. J. Org. Chem. 2005 803
- (2005) Eur. J. Org. Chem. , pp. 803
- Matsuya, Y.¹ Masuda, S.² Ohsawa, N.³ Adam, S.⁴ Tschamber, T.⁵ Eustache, J.⁶ Kamoshita, K.⁷ Sukenaga, Y.⁸ Nemoto, H.⁹

29
- 34547978046
- T. Tschamber, S. Adam, Y. Matsuya, S. Masuda, N. Ohsawa, S. Maruyama, K. Kamoshita, H. Nemoto, and J. Eustache Bioorg. Med. Chem. Lett. 17 2007 5101
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 5101
- Tschamber, T.¹ Adam, S.² Matsuya, Y.³ Masuda, S.⁴ Ohsawa, N.⁵ Maruyama, S.⁶ Kamoshita, K.⁷ Nemoto, H.⁸ Eustache, J.⁹

30
- 0038730487
- Y. Matsuya, T. Ito, and H. Nemoto Eur. J. Org. Chem. 2003 2221
- (2003) Eur. J. Org. Chem. , pp. 2221
- Matsuya, Y.¹ Ito, T.² Nemoto, H.³

31
- 23644458565
- Y. Matsuya, S. Masuda, T. Itoh, T. Murai, and H. Nemoto J. Org. Chem. 70 2005 6898
- (2005) J. Org. Chem. , vol.70 , pp. 6898
- Matsuya, Y.¹ Masuda, S.² Itoh, T.³ Murai, T.⁴ Nemoto, H.⁵

32
- 34548574624
- W. Peng, P. Tang, X. Hu, J.O. Liu, and B. Yu Bioorg. Med. Chem. Lett. 17 2007 5506
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 5506
- Peng, W.¹ Tang, P.² Hu, X.³ Liu, J.O.⁴ Yu, B.⁵

33
- 0002262097
- Z.G. Hajos, and D.R. Parrish Org. Synth. 62 1984 26
- (1984) Org. Synth. , vol.62 , pp. 26
- Hajos, Z.G.¹ Parrish, D.R.²

34
- 0000560002
- A.R. Daniewski, and J. Kiegiel Synth. Commun. 18 1988 115
- (1988) Synth. Commun. , vol.18 , pp. 115
- Daniewski, A.R.¹ Kiegiel, J.²

35
- 37049094983
- D.J. Hamphreys, C.E. Newall, H.A. Paskins, and G.H. Phillips J. Chem. Soc., Perkin Trans. 1 1978 15
- (1978) J. Chem. Soc., Perkin Trans. 1 , pp. 15
- Hamphreys, D.J.¹ Newall, C.E.² Paskins, H.A.³ Phillips, G.H.⁴

36
- 0025253529
- H. Yamada, K. Shimizu, N. Mohammad, T. Takahashi, and J. Tsuji Tetrahedron Lett. 31 1990 2407
- (1990) Tetrahedron Lett. , vol.31 , pp. 2407
- Yamada, H.¹ Shimizu, K.² Mohammad, N.³ Takahashi, T.⁴ Tsuji, J.⁵

37
- 0001353830
- B.H. Lipshutz, D. Pollart, J. Monforte, and H. Kotsuki Tetrahedron Lett. 26 1985 705
- (1985) Tetrahedron Lett. , vol.26 , pp. 705
- Lipshutz, B.H.¹ Pollart, D.² Monforte, J.³ Kotsuki, H.⁴

38
- 84880918545
- Details of antitumor assay results are provided in the Supplementary data.
- Details of antitumor assay results are provided in the Supplementary data.

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