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Angewandte Chemie - International Edition

Volumn 52, Issue 46, 2013, Pages 12033-12037

Cucurbit[7]uril containers for targeted delivery of oxaliplatin to cancer cells

(4) Cao, Liping a Hettiarachchi, Gaya a Briken, Volker a Isaacs, Lyle a

a Bldg 142 (United States)

Author keywords

biotin; cucurbit n uril; drug delivery; host guest chemistry; oxaliplatin

Indexed keywords

BIOTIN; CANCER CELLS; CUCURBIT[7]URIL; CUCURBIT[N]URIL; HOSTGUEST CHEMISTRY; OXALIPLATIN; TARGETED DELIVERY; TARGETING LIGANDS;

COENZYMES; DRUG DELIVERY;

CELLS;

BIOTIN; BIOTIN REPRESSOR; BRIDGED COMPOUND; CUCURBIT(7)URIL; DRUG CARRIER; IMIDAZOLE DERIVATIVE; OXALIPLATIN; PLATINUM COMPLEX; REPRESSOR PROTEIN;

ANIMAL; CELL SURVIVAL; CHEMISTRY; CONFOCAL MICROSCOPY; DRUG EFFECTS; GENETICS; METABOLISM; MOUSE; TOXICITY; TUMOR CELL LINE;

ANIMALS; BIOTIN; BRIDGED COMPOUNDS; CELL LINE, TUMOR; CELL SURVIVAL; DRUG CARRIERS; IMIDAZOLES; MICE; MICROSCOPY, CONFOCAL; ORGANOPLATINUM COMPOUNDS; REPRESSOR PROTEINS;

EID: 84887463709 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201305061 Document Type: Article

Times cited : (142)

References (63)

1
- 0000611790
- W. Freeman, W. Mock, N. Shih, J. Am. Chem. Soc. 1981, 103, 7367-7368
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 7367-7368
- Freeman, W.¹ Mock, W.² Shih, N.³

2
- 0034716334
- J. Kim, I. S. Jung, S. Y. Kim, E. Lee, J. K. Kang, S. Sakamoto, K. Yamaguchi, K. Kim, J. Am. Chem. Soc. 2000, 122, 540-541
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 540-541
- Kim, J.¹ Jung, I.S.² Kim, S.Y.³ Lee, E.⁴ Kang, J.K.⁵ Sakamoto, S.⁶ Yamaguchi, K.⁷ Kim, K.⁸

3
- 0035977209
- A. Day, A. Arnold, R. Blanch, B. Snushall, J. Org. Chem. 2001, 66, 8094-8100
- (2001) J. Org. Chem. , vol.66 , pp. 8094-8100
- Day, A.¹ Arnold, A.² Blanch, R.³ Snushall, B.⁴

4
- 0000488606
- A. I. Day, R. J. Blanch, A. P. Arnold, S. Lorenzo, G. R. Lewis, I. Dance, Angew. Chem. 2002, 114, 285-287
- (2002) Angew. Chem. , vol.114 , pp. 285-287
- Day, A.I.¹ Blanch, R.J.² Arnold, A.P.³ Lorenzo, S.⁴ Lewis, G.R.⁵ Dance, I.⁶

5
- 0037127081
- Angew. Chem. Int. Ed. 2002, 41, 275-277
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 275-277

6
- 28844465051
- S. Liu, P. Y. Zavalij, L. Isaacs, J. Am. Chem. Soc. 2005, 127, 16798-16799.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 16798-16799
- Liu, S.¹ Zavalij, P.Y.² Isaacs, L.³

7
- 0041472445
- For leading reviews, see:, J. Lee, S. Samal, N. Selvapalam, K. Kim, Acc. Chem. Res. 2003, 36, 621-630
- (2003) Acc. Chem. Res. , vol.36 , pp. 621-630
- Lee, J.¹ Samal, S.² Selvapalam, N.³ Kim, K.⁴

8
- 33644965617
- J. Lagona, P. Mukhopadhyay, S. Chakrabarti, L. Isaacs, Angew. Chem. 2005, 117, 4922-4949
- (2005) Angew. Chem. , vol.117 , pp. 4922-4949
- Lagona, J.¹ Mukhopadhyay, P.² Chakrabarti, S.³ Isaacs, L.⁴

9
- 23744480691
- Angew. Chem. Int. Ed. 2005, 44, 4844-4870
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 4844-4870

10
- 79957562110
- W. M. Nau, M. Florea, K. I. Assaf, Isr. J. Chem. 2011, 51, 559-577
- (2011) Isr. J. Chem. , vol.51 , pp. 559-577
- Nau, W.M.¹ Florea, M.² Assaf, K.I.³

11
- 84859124323
- E. Masson, X. Ling, R. Joseph, L. Kyeremeh-Mensah, X. Lu, RSC Adv. 2012, 2, 1213-1247.
- (2012) RSC Adv. , vol.2 , pp. 1213-1247
- Masson, E.¹ Ling, X.² Joseph, R.³ Kyeremeh-Mensah, L.⁴ Lu, X.⁵

12
- 0000743715
- W. L. Mock, N.-Y. Shih, J. Org. Chem. 1986, 51, 4440-4446
- (1986) J. Org. Chem. , vol.51 , pp. 4440-4446
- Mock, W.L.¹ Shih, N.-Y.²

13
- 27844560576
- S. Liu, C. Ruspic, P. Mukhopadhyay, S. Chakrabarti, P. Y. Zavalij, L. Isaacs, J. Am. Chem. Soc. 2005, 127, 15959-15967
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 15959-15967
- Liu, S.¹ Ruspic, C.² Mukhopadhyay, P.³ Chakrabarti, S.⁴ Zavalij, P.Y.⁵ Isaacs, L.⁶

14
- 38049144318
- M. V. Rekharsky, T. Mori, C. Yang, Y. H. Ko, N. Selvapalam, H. Kim, D. Sobransingh, A. E. Kaifer, S. Liu, L. Isaacs, W. Chen, S. Moghaddam, M. K. Gilson, K. Kim, Y. Inoue, Proc. Natl. Acad. Sci. USA 2007, 104, 20737-20742
- (2007) Proc. Natl. Acad. Sci. USA , vol.104 , pp. 20737-20742
- Rekharsky, M.V.¹ Mori, T.² Yang, C.³ Ko, Y.H.⁴ Selvapalam, N.⁵ Kim, H.⁶ Sobransingh, D.⁷ Kaifer, A.E.⁸ Liu, S.⁹ Isaacs, L.¹⁰ Chen, W.¹¹ Moghaddam, S.¹² Gilson, M.K.¹³ Kim, K.¹⁴ Inoue, Y.¹⁵

15
- 84866521607
- F. Biedermann, V. D. Uzunova, O. A. Scherman, W. M. Nau, A. DeSimone, J. Am. Chem. Soc. 2012, 134, 15318-15323.
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 15318-15323
- Biedermann, F.¹ Uzunova, V.D.² Scherman, O.A.³ Nau, W.M.⁴ Desimone, A.⁵

16
- 0001422910
- C. Marquez, W. M. Nau, Angew. Chem. 2001, 113, 4515-4518
- (2001) Angew. Chem. , vol.113 , pp. 4515-4518
- Marquez, C.¹ Nau, W.M.²

17
- 0035803745
- Angew. Chem. Int. Ed. 2001, 40, 4387-4390.
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 4387-4390

18
- 34548653339
- W. L. Mock, J. Pierpont, J. Chem. Soc. Chem. Commun. 1990, 1509-1511
- (1990) J. Chem. Soc. Chem. Commun. , pp. 1509-1511
- Mock, W.L.¹ Pierpont, J.²

19
- 84861229454
- I. Ghosh, W. M. Nau, Adv. Drug Delivery Rev. 2012, 64, 764-783.
- (2012) Adv. Drug Delivery Rev. , vol.64 , pp. 764-783
- Ghosh, I.¹ Nau, W.M.²

20
- 33947500664
- Y. H. Ko, E. Kim, I. Hwang, K. Kim, Chem. Commun. 2007, 1305-1315
- (2007) Chem. Commun. , pp. 1305-1315
- Ko, Y.H.¹ Kim, E.² Hwang, I.³ Kim, K.⁴

21
- 22844432032
- K. Moon, J. Grindstaff, D. Sobransingh, A. E. Kaifer, Angew. Chem. 2004, 116, 5612-5615
- (2004) Angew. Chem. , vol.116 , pp. 5612-5615
- Moon, K.¹ Grindstaff, J.² Sobransingh, D.³ Kaifer, A.E.⁴

22
- 8444220517
- Angew. Chem. Int. Ed. 2004, 43, 5496-5499
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 5496-5499

23
- 79957542898
- A. R. Urbach, V. Ramalingam, Isr. J. Chem. 2011, 51, 664-678
- (2011) Isr. J. Chem. , vol.51 , pp. 664-678
- Urbach, A.R.¹ Ramalingam, V.²

24
- 79957537491
- D. Das, O. A. Scherman, Isr. J. Chem. 2011, 51, 537-550
- (2011) Isr. J. Chem. , vol.51 , pp. 537-550
- Das, D.¹ Scherman, O.A.²

25
- 76649133748
- J. F. Young, H. D. Nguyen, L. Yang, J. Huskens, P. Jonkheijm, L. Brunsveld, ChemBioChem 2009, 11, 180-183
- (2009) ChemBioChem , vol.11 , pp. 180-183
- Young, J.F.¹ Nguyen, H.D.² Yang, L.³ Huskens, J.⁴ Jonkheijm, P.⁵ Brunsveld, L.⁶

26
- 33845215556
- W.-H. Huang, S. Liu, P. Y. Zavalij, L. Isaacs, J. Am. Chem. Soc. 2006, 128, 14744-14745
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 14744-14745
- Huang, W.-H.¹ Liu, S.² Zavalij, P.Y.³ Isaacs, L.⁴

27
- 84887459177
- J. B. Wittenberg, P. Y. Zavalij, L. Isaacs, Angew. Chem. 2013, 125, 3778-3782
- (2013) Angew. Chem. , vol.125 , pp. 3778-3782
- Wittenberg, J.B.¹ Zavalij, P.Y.² Isaacs, L.³

28
- 84875308181
- Angew. Chem. Int. Ed. 2013, 52, 3690-3694.
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 3690-3694

29
- 34547629235
- A. Hennig, H. Bakirci, W. M. Nau, Nat. Methods 2007, 4, 629-632
- (2007) Nat. Methods , vol.4 , pp. 629-632
- Hennig, A.¹ Bakirci, H.² Nau, W.M.³

30
- 84870871426
- T. Minami, N. A. Esipenko, B. Zhang, M. E. Kozelkova, L. Isaacs, R. Nishiyabu, Y. Kubo, P. Anzenbacher, J. Am. Chem. Soc. 2012, 134, 20021-20024.
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 20021-20024
- Minami, T.¹ Esipenko, N.A.² Zhang, B.³ Kozelkova, M.E.⁴ Isaacs, L.⁵ Nishiyabu, R.⁶ Kubo, Y.⁷ Anzenbacher, P.⁸

31
- 84870184191
- E. A. Appel, J. delBarrio, X. J. Loh, O. A. Scherman, Chem. Soc. Rev. 2012, 41, 6195-6214.
- (2012) Chem. Soc. Rev. , vol.41 , pp. 6195-6214
- Appel, E.A.¹ Delbarrio, J.² Loh, X.J.³ Scherman, O.A.⁴

32
- 67149115142
- C. Klöck, R. N. Dsouza, W. M. Nau, Org. Lett. 2009, 11, 2595-2598
- (2009) Org. Lett. , vol.11 , pp. 2595-2598
- Klöck, C.¹ Dsouza, R.N.² Nau, W.M.³

33
- 77952354716
- X. Lu, E. Masson, Org. Lett. 2010, 12, 2310-2313.
- (2010) Org. Lett. , vol.12 , pp. 2310-2313
- Lu, X.¹ Masson, E.²

34
- 78651391486
- E. Kim, D. Kim, H. Jung, J. Lee, S. Pail, N. Selvapalam, Y. Yang, N. Lim, C. G. Park, K. Kim, Angew. Chem. 2010, 122, 4507-4510
- (2010) Angew. Chem. , vol.122 , pp. 4507-4510
- Kim, E.¹ Kim, D.² Jung, H.³ Lee, J.⁴ Pail, S.⁵ Selvapalam, N.⁶ Yang, Y.⁷ Lim, N.⁸ Park, C.G.⁹ Kim, K.¹⁰

35
- 77953653736
- Angew. Chem. Int. Ed. 2010, 49, 4405-4408
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 4405-4408

36
- 77951131840
- V. D. Uzunova, C. Cullinane, K. Brix, W. M. Nau, A. I. Day, Org. Biomol. Chem. 2010, 8, 2037-2042
- (2010) Org. Biomol. Chem. , vol.8 , pp. 2037-2042
- Uzunova, V.D.¹ Cullinane, C.² Brix, K.³ Nau, W.M.⁴ Day, A.I.⁵

37
- 79957548240
- S. Walker, R. Oun, F. J. McInnes, N. J. Wheate, Isr. J. Chem. 2011, 51, 616-624
- (2011) Isr. J. Chem. , vol.51 , pp. 616-624
- Walker, S.¹ Oun, R.² McInnes, F.J.³ Wheate, N.J.⁴

38
- 84863012709
- J. Zhang, R. J. Coulston, S. T. Jones, J. Geng, O. A. Scherman, C. Abell, Science 2012, 335, 690-694
- (2012) Science , vol.335 , pp. 690-694
- Zhang, J.¹ Coulston, R.J.² Jones, S.T.³ Geng, J.⁴ Scherman, O.A.⁵ Abell, C.⁶

39
- 84862527435
- D. Ma, G. Hettiarachchi, D. Nguyen, B. Zhang, J. B. Wittenberg, P. Y. Zavalij, V. Briken, L. Isaacs, Nat. Chem. 2012, 4, 503-510
- (2012) Nat. Chem. , vol.4 , pp. 503-510
- Ma, D.¹ Hettiarachchi, G.² Nguyen, D.³ Zhang, B.⁴ Wittenberg, J.B.⁵ Zavalij, P.Y.⁶ Briken, V.⁷ Isaacs, L.⁸

40
- 84866245672
- E. A. Appel, M. J. Rowland, X. J. Loh, R. M. Heywood, C. Watts, O. A. Scherman, Chem. Commun. 2012, 48, 9843-9845.
- (2012) Chem. Commun. , vol.48 , pp. 9843-9845
- Appel, E.A.¹ Rowland, M.J.² Loh, X.J.³ Heywood, R.M.⁴ Watts, C.⁵ Scherman, O.A.⁶

41
- 77954304412
- Kim and co-workers have used perhydroxylated CB[6] as a building block to prepare 70nm polymer nanocapsules. When noncovalently decorated with spermine-targeting ligand conjugates, these CB[6] polymer nanocapsules are internalized into HepG2 cells and release encapsulated drugs or fluorophores. See Ref.[10a] and, K.-M. Park, D.-W. Lee, B. Sarkar, H. Jung, J. Kim, Y. H. Ko, K. E. Lee, H. Jeon, K. Kim, Small 2010, 6, 1430-1441.
- (2010) Small , vol.6 , pp. 1430-1441
- Park, K.-M.¹ Lee, D.-W.² Sarkar, B.³ Jung, H.⁴ Kim, J.⁵ Ko, Y.H.⁶ Lee, K.E.⁷ Jeon, H.⁸ Kim, K.⁹

42
- 79952565032
- C. Yang, H. Z. Liu, X. F. Zhong, W. D. Lu, BMC Biotechnol. 2011, 11, 21
- (2011) BMC Biotechnol. , vol.11 , pp. 21
- Yang, C.¹ Liu, H.Z.² Zhong, X.F.³ Lu, W.D.⁴

43
- 84887427759
- T. Alcindor, N. Beauger, Current Oncology 2011, 18, 1
- (2011) Current Oncology , vol.18 , pp. 1
- Alcindor, T.¹ Beauger, N.²

44
- 33746222050
- L. M. Pasetto, M. R. D'Andrea, E. Rossi, S. Monfardini, Crit. Rev. Oncol. Hematol. 2006, 59, 159-168.
- (2006) Crit. Rev. Oncol. Hematol. , vol.59 , pp. 159-168
- Pasetto, L.M.¹ D'Andrea, M.R.² Rossi, E.³ Monfardini, S.⁴

45
- 20844431667
- Y.-J. Jeon, S.-Y. Kim, Y. H. Ko, S. Sakamoto, K. Yamaguchi, K. Kim, Org. Biomol. Chem. 2005, 3, 2122-2125
- (2005) Org. Biomol. Chem. , vol.3 , pp. 2122-2125
- Jeon, Y.-J.¹ Kim, S.-Y.² Ko, Y.H.³ Sakamoto, S.⁴ Yamaguchi, K.⁵ Kim, K.⁶

46
- 3142670062
- N. J. Wheate, A. I. Day, R. Blanch, A. Arnold, C. Cullinane, J. G. Collins, Chem. Commun. 2004, 1424-1425
- (2004) Chem. Commun. , pp. 1424-1425
- Wheate, N.J.¹ Day, A.I.² Blanch, R.³ Arnold, A.⁴ Cullinane, C.⁵ Collins, J.G.⁶

47
- 33645514002
- N. J. Wheate, D. P. Buck, A. I. Day, J. G. Collins, Dalton Trans. 2006, 451-458.
- (2006) Dalton Trans. , pp. 451-458
- Wheate, N.J.¹ Buck, D.P.² Day, A.I.³ Collins, J.G.⁴

48
- 38949215454
- P. S. Low, W. A. Henne, D. D. Doorneweerd, Acc. Chem. Res. 2008, 41, 120-129
- (2008) Acc. Chem. Res. , vol.41 , pp. 120-129
- Low, P.S.¹ Henne, W.A.² Doorneweerd, D.D.³

49
- 77955175216
- R. A. Petros, J. M. DeSimone, Nat. Rev. Drug Discovery 2010, 9, 615-627
- (2010) Nat. Rev. Drug Discovery , vol.9 , pp. 615-627
- Petros, R.A.¹ Desimone, J.M.²

50
- 0032535999
- W. Arap, R. Pasqualini, E. Ruoslahti, Science 1998, 279, 377-380.
- (1998) Science , vol.279 , pp. 377-380
- Arap, W.¹ Pasqualini, R.² Ruoslahti, E.³

51
- 80455167986
- D. Lucas, T. Minami, G. Iannuzzi, L. Cao, J. B. Wittenberg, P. Anzenbacher, Jr., L. Isaacs, J. Am. Chem. Soc. 2011, 133, 17966-17976
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 17966-17976
- Lucas, D.¹ Minami, T.² Iannuzzi, G.³ Cao, L.⁴ Wittenberg, J.B.⁵ Anzenbacher Jr., P.⁶ Isaacs, L.⁷

52
- 84857739117
- N. Zhao, G. O. Lloyd, O. A. Scherman, Chem. Commun. 2012, 48, 3070-3072
- (2012) Chem. Commun. , vol.48 , pp. 3070-3072
- Zhao, N.¹ Lloyd, G.O.² Scherman, O.A.³

53
- 84862572361
- L. Cao, L. Isaacs, Org. Lett. 2012, 14, 3072-3075
- (2012) Org. Lett. , vol.14 , pp. 3072-3075
- Cao, L.¹ Isaacs, L.²

54
- 84864703256
- B. Vinciguerra, L. Cao, J. R. Cannon, P. Y. Zavalij, C. Fenselau, L. Isaacs, J. Am. Chem. Soc. 2012, 134, 13133-13140
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 13133-13140
- Vinciguerra, B.¹ Cao, L.² Cannon, J.R.³ Zavalij, P.Y.⁴ Fenselau, C.⁵ Isaacs, L.⁶

55
- 84887497318
- Y. Ahn, Y. Jang, N. Selvapalam, G. Yun, K. Kim, Angew. Chem. 2013, 125, 3222-3226
- (2013) Angew. Chem. , vol.125 , pp. 3222-3226
- Ahn, Y.¹ Jang, Y.² Selvapalam, N.³ Yun, G.⁴ Kim, K.⁵

56
- 84874855293
- Angew. Chem. Int. Ed. 2013, 52, 3140-3144.
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 3140-3144

57
- 38949129079
- We thank Prof. Ojima for providing the L1210 and L1210FR cell lines. See also
- We thank Prof. Ojima for providing the L1210 and L1210FR cell lines. See also, I. Ojima, Acc. Chem. Res. 2008, 41, 108-119.
- (2008) Acc. Chem. Res. , vol.41 , pp. 108-119
- Ojima, I.¹

58
- 22944489012
- Y. Cohen, L. Avram, L. Frish, Angew. Chem. 2005, 117, 524-560
- (2005) Angew. Chem. , vol.117 , pp. 524-560
- Cohen, Y.¹ Avram, L.² Frish, L.³

59
- 13244253788
- Angew. Chem. Int. Ed. 2005, 44, 520-544.
- (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 520-544

60
- 57049093461
- Y. Zhao, D. P. Buck, D. L. Morris, M. H. Pourgholami, A. I. Day, J. G. Collins, Org. Biomol. Chem. 2008, 6, 4509-4515
- (2008) Org. Biomol. Chem. , vol.6 , pp. 4509-4515
- Zhao, Y.¹ Buck, D.P.² Morris, D.L.³ Pourgholami, M.H.⁴ Day, A.I.⁵ Collins, J.G.⁶

61
- 77954571047
- A. L. Koner, N. Dong, S.-F. Xue, Q.-J. Zhu, Z. Tao, Y. Zhao, L.-X. Yang, Supramol. Chem. 2008, 20, 659-665.
- (2008) Supramol. Chem. , vol.20 , pp. 659-665
- Koner, A.L.¹ Dong, N.² Xue, S.-F.³ Zhu, Q.-J.⁴ Tao, Z.⁵ Zhao, Y.⁶ Yang, L.-X.⁷

62
- 77952575335
- Many targeted drug delivery systems take advantage of the enhanced permeability and retention (EPR) effect, which is operative for systems larger than approximately 40kD. The molecular weight of 1 is 1474 and therefore we do not expect 1 ×drug complexes to benefit from the EPR effect. See:, H. Maeda, Bioconjugate Chem. 2010, 21, 797-802.
- (2010) Bioconjugate Chem. , vol.21 , pp. 797-802
- Maeda, H.¹

63
- 77956337746
- B. Hughes, Nat. Rev. Drug Discovery 2010, 9, 665-667.
- (2010) Nat. Rev. Drug Discovery , vol.9 , pp. 665-667
- Hughes, B.¹

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