SCOPUS 정보 검색 플랫폼

European Journal of Organic Chemistry

Volumn , Issue 8, 2002, Pages 1351-1362

Biomimetic synthesis of deca- and dodecaketide-derived quinone antibiotics

(1) Krohn, Karsten a

a UNIVERSITY OF PADERBORN (Germany)

Author keywords

Aldol reaction; Angucyclines; Anthracyclines; Biomimetic synthesis; Polyketides; Quinone antibiotics

Indexed keywords

ANTHRACYCLINE DERIVATIVE; ANTIBIOTIC AGENT; KETONE DERIVATIVE; POLYKETIDE; QUINONE DERIVATIVE;

AUTOMATION; BIOMIMETICS; BIOMOLECULAR ELECTRONICS; CYCLIZATION; DRUG MANUFACTURE; DRUG STRUCTURE; DRUG SYNTHESIS; POLYMERIZATION; REACTION ANALYSIS; REACTION OPTIMIZATION; SHORT SURVEY; SYNTHESIS;

EID: 0036230291 PISSN: 1434193X EISSN: None Source Type: Journal
DOI: 10.1002/1099-0690(200204)2002:8<1351::aid-ejoc1351>3.0.co;2-d Document Type: Short Survey

Times cited : (27)

References (123)

1
- 0008848945
- note

2
- 0008841490
- (1995) Trends Org. Chem. , vol.5 , pp. 1-10
- Delgado, G.¹ Alvarez, L.² Guzman, S.³

3
- 0030828444
- (1997) Tetrahedron , vol.53 , pp. 12287-12298
- Baciocchi, E.¹ Lanzalunga, O.² Pirozzi, B.³

4
- 0008860382
- (1996) NATO ASI Ser., Ser. C , vol.478 , pp. 35-52
- Imperiali, B.¹ Roy, R.S.² Walkup, G.K.³ Wang, L.⁴

5
- 0542448936
- (1994) Chem. Rev. , vol.94 , pp. 2421-2481
- Halcrow, M.A.¹ Christou, G.²

6
- 0008848245
- (Ed.: J. Mulzer), VCH, Weinheim
- (1991) Biomimetic Natural Product Synthesis in Organic Synthesis Highlights , pp. 232-239
- Braun, M.¹

7
- 37049166036
- (1917) J. Chem. Soc. , vol.111 , pp. 762
- Robinson, R.¹

8
- 84978549411
- (1935) Justus Liebigs Ann. Chem. , vol.518 , pp. 1
- Schöpf, C.¹ Lehmann, G.²

9
- 0003580270
- Georg Thieme, Stuttgart, New York
- (1997) Römpp Lexikon Naturstoffe
- Steglich, W.¹ Fugmann, B.² Lang-Fugmann, S.³

10
- 37049065522
- (1962) J. Chem. Soc. , pp. 806-817
- Barton, D.H.R.¹ Kirby, G.W.²

11
- 77956689501
- (1998) Alkaloids , vol.50 , pp. 415-452
- Takayama, H.¹ Sakai, S.-I.²

12
- 0002531060
- (1998) Org. Prep. Proced. Int. , vol.30 , pp. 3-51
- Matzanke, N.¹ Gregg, R.J.² Weinreb, S.M.³

13
- 0000256579
- (1998) Heterocycles , vol.48 , pp. 1483-1492
- Lounasmaa, M.¹ Hanhinen, P.²

14
- 0004216078
- Marcel Decker, New York
- (1967) Oxidative Coupling of Phenols
- Battersby, A.R.¹ Taylor, W.I.²

15
- 0000773034
- (1996) Curr. Sci. , vol.71 , Issue.2 , pp. 106-109
- Pal, T.¹ Pal, A.²

16
- 0001140189
- (Eds.: B. M. Trost, I. Fleming), Pergamon Press, Oxford
- (1991) Polyene Cyclizations. Comprehensive Organic Synthesis , vol.3 , pp. 341
- Sutherland, J.K.¹

17
- 33947468722
- (1955) J. Am. Chem. Soc. , vol.77 , pp. 5068
- Stork, G.¹ Burgstrahler, A.W.²

18
- 84981462495
- (1955) Helv. Chim. Acta , vol.38 , pp. 1890
- Eschenmoser, A.¹ Ruzicka, L.² Jeger, O.³ Arigoni, D.⁴

19
- 0001136532
- (1994) Pure Appl. Chem. , vol.66 , pp. 1573-1582
- Breslow, R.¹

20
- 0008818953
- (2000) Templated Org. Synth. , pp. 159-188
- Breslow, R.¹

21
- 0016888089
- (1976) Angew. Chem. Int. Ed. Engl. , vol.15 , pp. 9
- Johnson, W.S.¹

22
- 0025989958
- (1991) Tetrahedron , vol.47
- Johnson, W.S.¹

23
- 37049128113
- (1969) Chem. Commun. , pp. 611
- Johnson, W.S.¹ Schaaf, T.K.²

24
- 0021709405
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 6425
- Corey, E.J.¹ Shimoji, K.² Shih, C.³

25
- 33748216387
- (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 1795-1811
- Franck, B.¹ Nonn, A.²

26
- 0000256579
- (1998) Heterocycles , vol.48 , pp. 1483-1492
- Lounasmaa, M.¹ Hanhinen, P.²

27
- 0001407985
- (1997) Pharmacochem. Libr. , vol.28 , pp. 179-187
- Wanner, M.J.¹ Koomen, G.J.²

28
- 0028987083
- (1995) Pharm. Unserer Zeit , vol.24 , pp. 73-80
- Pindur, U.¹

29
- 0000019365
- (1998) Pure Appl. Chem. , vol.70 , pp. 355-358
- McDonald, F.E.¹ Towne, T.B.² Schultz, C.C.³

30
- 0008869804
- Chapman and Hall, London
- (1989) The Biosynthesis of Secondary Metabolites , pp. 38-39
- Herbert, R.B.¹

31
- 0032569804
- (1998) Nature , vol.396 , pp. 387-390
- Eckermann, S.¹ Schröder, G.² Schmidt, J.³ Strack, D.⁴ Edrada, R.A.⁵ Helariutta, Y.⁶ Elomaa, P.⁷ Kotilainen, M.⁸ Kilpeläinen, I.⁹ Proksch, P.¹⁰ Teeri, T.H.¹¹ Schröder, J.¹²

32
- 0035825480
- (2001) ChemBioChem , vol.2 , pp. 35-38
- Moore, B.S.¹ Hopke, J.N.²

33
- 34848847286
- (1907) J. Chem. Soc. , vol.91 , pp. 1806-1813
- Collie, J.N.¹

34
- 84970600565
- (1953) Aust. J. Chem. , vol.6 , pp. 360-368
- Birch, A.J.¹ Donovan, F.W.²

35
- 0003866888
- Ellis Horwood, Chichester
- (1991) The Polyketide Metabolites
- O'Hagan, D.¹

36
- 0033180108
- (1999) Nat. Prod. Rep. , vol.16 , pp. 425-484
- Rawlings, B.¹

37
- 0016138143
- (1974) Prog. Chem. Org. Nat. Prod. , vol.31 , pp. 217-282
- Harris, T.M.¹ Harris, C.M.² Hindley, K.B.³

38
- 0000016498
- (Ed.: Atta-ur-Rahman), Elsevier Science Publ. BV, Amsterdam Netherlands
- (1992) Biomimetic Syntheses of Aromatic Natural Products via Polyketides, in Studies in Natural Products Chemistry , vol.11 , pp. 113-149
- Yamaguchi, M.¹

39
- 0001600327
- (1975) J. Am. Chem. Soc. , vol.97 , pp. 3270-3271
- Harris, T.M.¹ Wittek, P.J.²

40
- 0017307870
- (1976) J. Am. Chem. Soc. , vol.98 , pp. 6065
- Harris, T.M.¹ Webb, A.D.² Harris, C.M.³ Wittek, P.J.⁴ Murray, T.P.⁵

41
- 0023777727
- and 6180
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 6172-6179
- Gilbreath, S.G.¹ Harris, C.M.² Harris, T.M.³

42
- 0023688895
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 6180-6186
- Harris, T.M.¹ Harris, C.M.² Oster, T.A.³ Brown L.E., Jr.⁴ Lee, J.Y.-C.⁵

43
- 0025006310
- (1990) J. Gen. Microbiol. , vol.136 , pp. 1877-1886
- Bartel, P.L.¹ Connors, N.C.² Strohl, W.R.³

44
- 0023693119
- (1988) J. Basic Microbiol. , vol.28 , pp. 137-144
- Eckardt, K.¹ Wagner, Ch.²

45
- 0021240828
- (1984) J. Antibiot. , vol.37 , pp. 691-692
- Wagner, C.¹ Eckardt, K.² Schumann, G.³ Ihn, W.⁴ Tresselt, D.⁵

46
- 0017569511
- (1977) J. Antibiot. , vol.30
- Oki, T.¹

47
- 0008823757
- (1983) J. Chem. Soc., Chem. Commun. , pp. 89-90
- Preston, P.N.¹ Winwick, T.² Morley, J.O.³

48
- 0020509894
- (1983) Can. J. Chem. , vol.61 , pp. 637-639
- Keay, B.A.¹ Rodrigo, R.²

49
- 0019211902
- (1980) Chem. Ber. , vol.113 , pp. 2994-3009
- Krohn, K.¹ Behnke, B.²

50
- 0001623805
- (1936) Bull. Soc. Chim. Fr. , vol.3 , pp. 1545-1575
- Marschalk, C.¹ Koenig, F.² Ouroussoff, N.³

51
- 0025318440
- (1990) Tetrahedron , vol.46 , pp. 291-318
- Krohn, K.¹

52
- 0018412797
- (1979) Liebigs Ann. Chem. , pp. 19-34
- Krohn, K.¹ Hemme, C.²

53
- 0018354344
- (1979) Liebigs Ann. Chem. , pp. 35-42
- Krohn, K.¹ Hemme, C.²

54
- 0022967686
- (1986) Liebigs Ann. Chem. , pp. 1506-1527
- Krohn, K.¹ Priyono, W.²

55
- 0008824933
- (1978) Chem. Ber. , vol.111 , pp. 3823-3837
- Krohn, K.¹ Radeloff, M.²

56
- 0021678825
- (1984) Tetrahedron , vol.40 , pp. 3677
- Krohn, K.¹ Klimars, M.² Köhle, H.J.³ Ebeling, E.⁴

57
- 0008868261
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 1604-4610
- Boeckman R.K., Jr.¹ Sum, F.-W.²

58
- 33845470339
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 1098-1104
- Hauser, F.M.¹ Mal, D.²

59
- 0008848361
- (1983) Chem. Lett. , pp. 1767-1770
- Maruyama, K.¹ Uno, H.² Naruta, Y.³

60
- 0008823547
- (1984) Tetrahedron Lett. , vol.25 , pp. 3351-3354
- Tanaka, H.¹ Yoshioka, T.² Shimauchi, Y.³ Yoshimoto, A.⁴ Ishikura, T.⁵ Naganawa, H.⁶ Takeuchi, T.⁷ Umezawa, H.⁸

61
- 0021721303
- (1984) Tetrahedron , vol.40 , pp. 4725-4741
- Uno, H.¹ Naruta, Y.² Maruyama, K.³

62
- 0021061709
- (1983) Liebigs Ann. Chem. , pp. 2151-2163
- Krohn, K.¹

63
- 0024316659
- (1989) J. Org. Chem. , vol.54 , pp. 5110-5114
- Hauser, F.M.¹ Hewawasam, P.² Rho, Y.S.³

64
- 0021686298
- (1984) Tetrahedron , vol.40 , pp. 4743-4750
- Gesson, J.-P.¹ Jacquesy, J.-C.² Renoux, B.³

65
- 0021721301
- (1984) Tetrahedron , vol.40 , pp. 4609-4616
- Krohn, K.¹ Priyono, W.²

66
- 84918173592
- (1987) Liebigs Ann. Chem. , pp. 1037-1043
- Krohn, K.¹ Köhle, H.-J.²

67
- 0001294697
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 7371-7372
- McNamara, J.M.¹ Kishi, Y.²

68
- 0021723403
- (1984) Tetrahedron , vol.40 , pp. 4685-4691
- McNamara, J.M.¹ Kishi, Y.²

69
- 33748886140
- (1996) Liebigs Ann. , pp. 265-270
- Krohn, K.¹ Schäfer, G.²

70
- 33748899846
- (1996) Liebigs Ann. , pp. 271-277
- Krohn, K.¹ Roemer, E.² Top, M.³

71
- 0008848058
- (1993) Wagner. Angew. Chem. , vol.105 , pp. 1220-1221
- Krohn, K.¹ Roemer, E.² Top, M.C.³

72
- 33748215608
- (1993) Angew. Chem. Int. Ed. Engl. , vol.32 , pp. 1151-1152

73
- 0008839105
- (1986) Prog. Chem. Org. Nat. Prod. , vol.50 , pp. 58-122
- Séquin, U.¹

74
- 0000167527
- (1996) Acc. Chem. Res. , vol.29 , pp. 249-258
- Hansen, M.R.¹ Hurley, L.H.²

75
- 0008818954
- unpublished results
- (2001)
- Krohn, K.¹ Vitz, J.²

76
- 0008842668
- (1932) J. Chem. Soc. , pp. 1107-1112
- Bradwar, I.C.¹ Kang, K.S.² Venkataraman, K.³

77
- 33748899925
- (1933) J. Chem. Soc. , pp. 1381-1389
- Baker, W.¹

78
- 0022969579
- (1986) J. Antibiot. , vol.39 , pp. 1657-1669
- Drautz, H.¹ Zähner, H.² Rohr, J.³ Zeeck, A.⁴

79
- 0026848599
- (1992) Nat. Prod. Rep. , vol.9 , pp. 103-137
- Rohr, J.¹ Thiericke, R.²

80
- 0001019907
- (1997) Top. Curr. Chem. , vol.188 , pp. 128-195
- Krohn, K.¹ Rohr, J.²

81
- 0026588424
- (1992) J. Org. Chem. , vol.57 , pp. 1647-1649
- Yamaguchi, M.¹ Okuma, T.² Horiguchi, A.³ Ikeura, C.⁴ Minami, T.⁵

82
- 0001141796
- (1990) J. Org. Chem. , vol.55 , pp. 1611-1623
- Yamaguchi, M.¹ Hasebe, K.² Higashi, H.³ Uchida, M.⁴ Irie, A.⁵ Minami, T.⁶

83
- 0008848059
- (1980) Tetrahedron Lett. , vol.21 , pp. 4305-4308
- Grunwell, J.R.¹ Heinzman, S.W.²

84
- 0008821514
- (1984) Arch. Pharm. (Weinheim) , vol.317 , pp. 606-609
- Wurm, G.¹ Geres, U.²

85
- 0022650161
- (1986) Arch. Pharm. (Weinheim) , vol.319 , pp. 190-191
- Wurm, G.¹ Gurka, H.-J.²

86
- 0031011773
- (1997) J. Org. Chem. , vol.62 , pp. 2350-2356
- Krohn, K.¹ Böker, N.² Flörke, U.³ Freund, C.⁴

87
- 33845281119
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 813
- Stille, K.¹ Groh, B.L.²

88
- 84985570392
- (1986) Angew. Chem. Int. Ed. Engl. , vol.25 , pp. 508
- Stille, J.K.¹

89
- 0024987919
- (1990) Tetrahedron Lett. , vol.31 , pp. 5189-5192
- Tamayo, N.¹ Echavarren, A.M.² Paredes, M.C.³ Fariña, F.⁴ Noheda, P.⁵

90
- 0024244918
- (1988) Tetrahedron Lett. , vol.29 , pp. 6893-6896
- Mata, E.G.¹ Mascaretti, O.A.²

91
- 0029036081
- (1995) Tetrahedron Lett. , vol.36 , pp. 4001-4005
- Boyd, V.A.¹ Reibenspies, J.² Sulikowski, G.A.³

92
- 0008848363
- (1998) J. Prakt Chem. , vol.340 , pp. 171-174
- Krohn, K.¹ Hayat, N.²

93
- 0001648116
- (1996) J. Prakt. Chem. , vol.338 , pp. 349-354
- Krohn, K.¹ Böker, N.² Gohier, A.³ Schäfer, G.⁴ Werner, F.⁵

94
- 33947462653
- (1956) J. Org. Chem. , vol.21 , pp. 478
- Pappo, R.¹ Allen D.S., Jr.² Lemieux, R.U.³ Johnson, W.S.⁴

95
- 0001314480
- (1998) Eur. J. Org. Chem. , pp. 2713-2718
- Krohn, K.¹ Freund, C.² Flörke, U.³

96
- 0008859956
- (2000) J. Org. Chem. , vol.65 , pp. 3099-3103
- Krohn, K.¹ Bernhard, S.² Flörke, U.³ Hayat, N.⁴

97
- 0034712154
- (2000) Tetrahedron , pp. 1193-1196
- Krohn, K.¹ Frese, P.² Freund, C.³

98
- 0342264521
- (2000) Eur. J. Org. Chem. , pp. 1627-1632
- Krohn, K.¹ Flörke, U.² Freund, C.³ Hayat, N.⁴

99
- 0023788641
- (1988) J. Antibiot. , vol.41 , pp. 843-848
- Sasaki, T.¹ Gomi, S.² Sezaki, M.³ Takeuchi, Y.⁴ Kodoma, Y.⁵ Kawamura, K.⁶

100
- 0028210620
- (1994) J. Org. Chem. , vol.59 , pp. 400
- Gold, S.J.¹ Cheng, X.C.²

101
- 0026562230
- (1992) J. Org. Chem. , vol.57 , pp. 1274-1276
- Udvarnoki, G.¹ Henkel, T.² Machinek, R.³ Rohr, J.⁴

102
- 0014282365
- (1968) J. Antibiot. , vol.21 , pp. 350-353
- Ayukawa, S.¹ Takeuchi, T.² Sezaki, M.³ Hara, T.⁴ Umezawa, H.⁵ Nagatsu, T.⁶

103
- 0014282762
- (1968) J. Antibiot. , vol.21 , pp. 354-357
- Nagatsu, T.¹ Ayukawa, S.² Umezawa, H.³

104
- 0030755324
- (1997) Tetrahedron Lett. , vol.38 , pp. 6509-6512
- Kraus, G.A.¹ Wan, Z.²

105
- 0028788812
- (1995) J. tit Org. Chem. , vol.60 , pp. 6904-6911
- Nicolas, T.E.¹ Franck, R.W.²

106
- 0034699824
- (2000) Tetrahedron Lett. , vol.41 , pp. 8393-8396
- Matsumoto, T.¹ Yamaguchi, H.² Hamura, T.³ Tanabe, M.⁴ Yasui, Y.⁵ Suzuki, K.⁶

107
- 0034602110
- (2000) Chem. Eur. J. , vol.6 , pp. 3887-3896
- Krohn, K.¹ Frese, P.² Flörke, U.³

108
- 0001409623
- (1994) Angew. Chem. , vol.106 , pp. 2408-2409
- Shing, T.K.M.¹ Tai, V.W.-F.² Tam, E.K.W.³

109
- 33748225303
- (1994) Angew. Chem. Int. Ed. Engl. , vol.33 , pp. 2312-2313

110
- 84989439253
- (1978) Synthesis , pp. 63-65
- Huet, F.¹ Lechevallier, A.² Pellet, M.³ Conia, J.M.⁴

111
- 0000031359
- (1988) Bull. Chem. Soc. Jpn. , vol.61 , pp. 2039-2043
- Tanoue, Y.¹ Terada, A.²

112
- 0035931403
- (2001) Tetrahedron Lett. , vol.42 , pp. 681-682
- Krohn, K.¹ Frese, P.²

113
- 0023267699
- (1987) J. Antibiot. , vol.40 , pp. 459-467
- Rohr, J.¹ Zeeck, A.²

114
- 0001497266
- (1984) Can. J. Chem. , vol.62 , pp. 2818-2821
- Gerber, N.N.¹ Lechevalier, M.P.²

115
- 85047692258
- (1978) Z. Allg. Mikrobiol. , vol.18 , pp. 389-398
- Fleck, W.F.¹ Strauss, D.G.² Meyer, J.³ Porstendorfer, G.⁴

116
- 0026079921
- (1991) Antimicrob. Agents Chemother. , vol.35 , pp. 2185-2190
- Kakushima, M.¹ Masuyoshi, S.² Hirano, M.³ Shinoda, M.⁴ Ohta, A.⁵ Kamei, H.⁶ Oki, T.⁷

117
- 0008868601
- BMY-28864, a water-soluble Pradimicin derivate
- (Eds.: H. Yamaguchi, G. S. Kobayashi, H. Takahashi), Marcel Dekker, Inc., New York
- (1991) Recent Progress in Antifungal Chemotherapy , pp. 489-492
- Oki, T.¹ Kakushima, M.² Nishio, M.³ Kamei, H.⁴ Hirano, M.⁵ Sawasa, Y.⁶ Konishi, M.⁷

118
- 0024504733
- (1989) J. Antibiot. , vol.42 , pp. 344
- Hishino, H.¹ Seki, J.² Takeuchi, T.³

119
- 33750243676
- (1997) J. Prakt. Chem. , pp. 114-120
- Krohn, K.¹ Böker, N.²

120
- 0000488020
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 158-163
- Hayashi, T.¹ Konishi, M.² Kobori, Y.³ Kumada, M.⁴ Higuchi, T.⁵ Hirotsu, K.⁶

121
- 0032701805
- (1999) Eur. J. Org. Chem. , pp. 3099-3103
- Krohn, K.¹ Bernhard, S.²

122
- 0001411487
- (1999) Angew. Chem. , vol.111 , pp. 1308-1311
- Kitamura, M.¹ Kawase, K.² Ohmori, T.³ Suzuki, K.⁴

123
- 0033519228
- (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1229-1232

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.