SCOPUS 정보 검색 플랫폼

Journal of Molecular Structure: THEOCHEM

Volumn 536, Issue 1, 2001, Pages 73-82

Ab initio MO investigation on the reactivity for electrophilic substitution of phenolics with oxirane and aziridine, as the model compounds of binding site of mutagen

(1) Okajima, T a

a SAGA UNIVERSITY (Japan)

Author keywords

Ab initio; Aziridine; Catechin; Electrophilic substitution; Molecular orbital; Mutagen; Nucleophilic substitution; Oxirane; Phenolics; Transition state structure

Indexed keywords

AZIRIDINE DERIVATIVE; DNA; ETHYLENE OXIDE; FLAVONOID; MUTAGENIC AGENT; PHENOL DERIVATIVE;

ARTICLE; BINDING SITE; GEOMETRY; MOLECULAR DYNAMICS; MOLECULAR MODEL; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0035793349 PISSN: 01661280 EISSN: None Source Type: Journal
DOI: 10.1016/S0166-1280(00)00611-4 Document Type: Article

Times cited : (13)

References (55)

1
- 0024549626
- (1989) Chem. Res. Toxicol. , vol.2 , pp. 114
- Baertschi, S.W.¹ Raney, K.D.² Shimada, T.³ Harris, T.M.⁴ Guengerich, F.P.⁵

2
- 0024541342
- (1989) Proc. Natl. Acad. Sci. USA , vol.86 , pp. 462
- Shimada, T.¹ Guengerich, F.P.²

3
- 0027533120
- (1993) Chem. Res. Toxicol. , vol.6 , pp. 64
- Raney, V.M.¹ Harris, T.M.² Stone, M.P.³

4
- 0028986147
- (1995) Chem. Res. Toxicol. , vol.8 , pp. 218
- Ueng, Y.-F.¹ Shimada, T.² Yamazaki, H.³ Guengerich, F.P.⁴

5
- 0027953154
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 1603
- Iyer, R.S.¹ Coles, B.F.² Raney, K.D.³ Thier, R.⁴ Guengerich, F.P.⁵ Harris, T.M.⁶

6
- 0029836346
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 8213
- Johnson, W.W.¹ Harris, T.M.² Guengerich, F.P.³

7
- 0001555323
- (1976) Proc. Natl. Acad. Sci. USA , vol.73 , pp. 607
- Huberman, E.¹ Sachs, L.² Yang, S.K.³ Gelboin, H.V.⁴

8
- 0017126055
- (1976) Nature , vol.261 , pp. 52
- Newbold, R.F.¹ Brookes, P.²

9
- 0017120736
- (1976) Int. J. Cancer , vol.18 , pp. 1
- Grover, P.L.¹ Hewer, A.² Pal, K.³ Sims, P.⁴

10
- 0017063932
- (1976) Science , vol.193 , pp. 592
- Weinstein, I.B.¹ Jeffrey, A.M.² Jennette, K.W.³ Blobstein, S.H.⁴ Harvey, R.G.⁵ Harris, C.⁶ Autrup, H.⁷ Kasai, H.⁸ Nakanishi, K.⁹

11
- 0016991227
- (1976) Proc. Natl. Acad. Sci. USA , vol.73 , pp. 2679
- King, H.W.S.¹ Osborne, M.R.² Beland, F.A.³ Harvey, R.G.⁴ Brookes, P.⁵

12
- 0017767371
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 258
- Nakanishi, K.¹ Kasai, H.² Cho, H.³ Harvey, R.G.⁴ Jeffrey, A.M.⁵ Jennette, K.W.⁶ Weinstein, I.B.⁷

13
- 0017393873
- (1977) Nature , vol.269 , pp. 348
- Jeffrey, A.M.¹ Weinstein, I.B.² Jennette, K.W.³ Grzeskowiak, K.⁴ Nakanishi, K.⁵ Harvey, R.G.⁶ Autrup, H.⁷ Harris, C.⁸

14
- 0002548343
- (1964) Science , vol.145 , pp. 55
- Iyer, V.N.¹ Szybalski, W.²

15
- 0018771949
- (1979) Cancer Res. , vol.39 , pp. 365
- Zwelling, L.A.¹ Anderson, T.² Kohn, K.W.³

16
- 0019724691
- (1981) Med. Res. Rev. , vol.1 , pp. 249
- Moore, H.W.¹ Czerniak, R.²

17
- 0023772270
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 5892
- Tomasz, M.¹ Lipman, R.² McGuinness, B.F.³ Nakanishi, K.⁴

18
- 0023899026
- (1988) Biochemistry , vol.27 , pp. 3182
- Tomasz, M.¹ Chawla, A.K.² Lipman, R.³

19
- 0024240366
- (1988) Chem. Res. Toxicol. , vol.1 , pp. 315
- Warpehoski, M.A.¹ Hurley, L.H.²

20
- 0024241772
- (1988) Prog. Drug. Res. , vol.32 , pp. 411
- Fisher, J.F.¹ Aristoff, P.A.²

21
- 0026697365
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 5501
- Kohn, H.¹ Li, V.-S.² Tang, M.-S.³

22
- 0029360580
- (1995) Chem. Biol. , vol.2 , pp. 575
- Tomasz, M.¹

23
- 0029036531
- (1995) Biochemistry , vol.34 , pp. 7120
- Li, V.-S.¹ Choi, D.² Tang, M.-S.³ Kohn, H.⁴

24
- 0001229584
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 9209
- Kumar, G.S.¹ Musser, S.M.² Cummings, J.³ Tomasz, M.⁴

25
- 0001471924
- D. Gottlieb, P.D. Shaw (Eds.), Antibiotics I: Mechanism of Action, Springer, New York
- (1967) , pp. 230-245
- Szybalski, W.¹ Iyer, V.N.²

26
- 0003701639
- Academic Press, New York
- (1979) Mitomycin C, Current Status and New Developments
- Carter, S.K.¹ Crooke, S.T.²

27
- 0001111750
- Wiley, New York
- (1979) The Chemistry of Antitumor Antibiotics , vol.1 , pp. 221-276
- Remers, W.A.¹

28
- 0006242227
- S.W. Pelletier (Ed.), Alkaloids: Chemical and Biological Perspective, 6, Wiley, New York
- (1988) , pp. 1
- Remers, W.A.¹ Dorr, R.T.²

29
- 0002855270
- D.E.V. Wilman (Ed.), The Chemistry of Antitumor Agents, Blackie and Sons, Glasgow, Scotland
- (1990) , pp. 379-394
- Franck, R.W.¹ Tomasz, M.²

30
- 0000813992
- S. Neidle, M. Waring (Eds.), Molecular Aspects of Anticancer Drug-DNA Interactions, vol. 2, Macmillan, Boca Raton, FL
- (1994) , pp. 312-348
- Tomasz, M.¹

31
- 0023202003
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 4108
- Uchida, I.¹ Takase, S.² Kayakiri, H.³ Kiyoto, S.⁴ Hashimoto, M.⁵

32
- 0023185381
- (1987) J. Antibiot. , vol.40 , pp. 589
- Iwami, M.¹ Kiyoto, S.² Terano, H.³ Kohsaka, M.⁴ Aoki, H.⁵ Imanaka, H.⁶

33
- 0023185382
- (1987) J. Antibiot. , vol.40 , pp. 594
- Kiyoto, S.¹ Shibata, T.² Yamashita, M.³ Komori, T.⁴ Okuhara, M.⁵ Terano, H.⁶ Kohsaka, M.⁷ Aoki, H.⁸ Imanaka, H.⁹

34
- 0023185383
- (1987) J. Antibiot. , vol.40 , pp. 607
- Hirai, O.¹ Shimomura, K.² Mizota, T.³ Matsumoto, S.⁴ Mori, J.⁵ Kikuchi, H.⁶

35
- 0023776113
- (1988) J. Antibiot. , vol.41 , pp. 1497
- Masuda, K.¹ Nakamura, T.² Shimomura, K.³ Shibata, T.⁴ Terano, H.⁵ Kohsaka, M.⁶

36
- 0022916981
- (1986) Chem. Pharm. Bull. , vol.34 , pp. 4554
- Yokoi, K.¹ Nagaoka, T.² Nakashima, T.³

37
- 0023142609
- (1987) J. Antibiot. , vol.40 , pp. 60
- Ishizeki, S.¹ Ohtsuka, M.² Irinoda, K.³ Kurita, K.⁴ Nagaoka, K.⁵ Nakashima, T.⁶

38
- 0026502074
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 371
- Armstrong, R.W.¹ Moran, E.J.²

39
- 0019779478
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 7629
- Chidester, C.G.¹ Krueger, W.C.² Mizsak, S.A.³ Duchamp, D.J.⁴ Martin, D.G.⁵

40
- 0021715394
- (1984) Science , vol.226 , pp. 843
- Hurley, L.H.¹ Reynolds, V.L.² Swenson, D.H.³ Petzold, G.L.⁴ Scahill, T.A.⁵

41
- 0022586257
- (1986) J. Antibiot. , vol.39 , pp. 319
- Reynolds, V.L.¹ McGovren, J.P.² Hurley, L.H.³

42
- 0024261683
- (1988) J. Antibiot. , vol.41 , pp. 1915
- Takahashi, I.¹ Takahashi, K.² Ichimura, M.³ Morimoto, M.⁴ Asano, K.⁵ Kawamoto, I.⁶ Tomita, F.⁷ Nakano, H.⁸

43
- 0023748655
- (1988) Chem. Pharm. Bull. , vol.36 , pp. 3728
- Yasuzawa, T.¹ Iida, T.² Muroi, K.³ Ichimura, M.⁴ Takahashi, K.⁵ Sano, H.⁶

44
- 0024413839
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 6428
- Mitchell, M.A.¹ Johnson, P.D.² Williams, M.G.³ Aristoff, P.A.⁴

45
- 0024400866
- (1989) J. Antibiot. , vol.42 , pp. 1299
- Ogawa, T.¹ Ichimura, M.² Katsumata, S.³ Morimoto, M.⁴ Takahashi, K.⁵

46
- 0024996602
- (1990) J. Antibiot. , vol.43 , pp. 1037
- Ichimura, M.¹ Ogawa, T.² Takahashi, K.³ Kobayashi, E.⁴ Kawamoto, I.⁵ Yasuzawa, T.⁶ Takahashi, I.⁷ Nakano, H.⁸

47
- 0026069784
- (1991) J. Antibiot. , vol.44 , pp. 1045
- Ichimura, M.¹ Ogawa, T.² Katsumata, S.³ Takahashi, K.⁴ Takahashi, I.⁵ Nakano, H.⁶

48
- 0028806129
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 11647
- Boger, D.L.¹ Mesini, P.²

50
- 0000884622
- P. von R. Schleyer (Ed.), Encyclopedia of Computational Chemistry, vol. 1, Wiley, UK, (and references therein)
- (1998) , pp. 678
- Gill, P.M.W.¹

51
- 0001174959
- (1988) Phys. Rev. A , vol.37 , pp. 785
- Becke, A.D.¹

52
- 0345491105
- (1988) Phys. Rev. B , vol.41 , pp. 785
- Lee, C.¹ Yang, W.² Parr, R.G.³

53
- 0000189651
- (1993) J. Chem. Phys. , vol.98 , pp. 5648
- Becke, A.D.¹

54
- 0000663356
- (1994) J. Phys. Chem. , vol.80 , pp. 11623
- Stevens, P.J.¹ Delvin, F.J.² Chablowski, C.F.³ Frish, M.J.⁴

55
- 0344954230
- Binding Antibiotics to DNA Wiley, Chichester
- (1991) Host-Guest Molecular Interactions from Chemistry to Biology , pp. 128-146
- Waring, M.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.