SCOPUS 정보 검색 플랫폼

Volumn , Issue 1, 2002, Pages 113-132

C-10 ester and ether derivatives of dihydroartemisinin - 10-α artesunate, preparation of authentic 10-β artesunate, and of other ester and ether derivatives bearing potential aromatic intercalating groups at C-10

(8) Haynes, Richard K a Chan, Ho Wai a Cheung, Man Ki a Lam, Wai Lun a Soo, May Kei a Tsang, Hing Wo a Voerste, Arnd a,b Williams, Ian D a

a HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY (Hong Kong)

b BAYER AG (Germany)

Author keywords

Dihydroartemisinin; Esters; Ethers; Intercalations; Natural products

Indexed keywords

1 NAPHTHOL; 2 NAPHTHOL; ALCOHOL; ANTIMALARIAL AGENT; ARTESUNATE; CARBON; DIHYDROARTEMISININ; ESTER DERIVATIVE; ETHER DERIVATIVE; GLUCURONIDE; HYDROXYL GROUP; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TIN CHLORIDE;

ACYLATION; ARTICLE; CATALYST; CHEMICAL REACTION; DRUG SYNTHESIS; GLUCURONIDATION; STEREOCHEMISTRY;

EID: 0036149009 PISSN: 1434193X EISSN: None Source Type: Journal
DOI: 10.1002/1099-0690(20021)2002:1<113::AID-EJOC113>3.0.CO;2-N Document Type: Article

Times cited : (89)

References (97)

1
- 0000831597
- (1977) Kexue Tongbao , vol.22 , pp. 142

2
- 0018612308
- (1979) Chin. Med. J. , vol.92 , pp. 811-816

3
- 0007935655
- (1980) Sci. Sin. , vol.23 , pp. 380-396

4
- 0020043523
- (1982) Brit. Med. J. , vol.284 , pp. 767-768
- Bruce-Chwatt, L.J.¹

5
- 0021168184
- (1984) J. Nat. Prod. , vol.47 , pp. 715-717
- Klayman, D.L.¹ Lin, A.J.² Acton, N.³ Scovill, J.P.⁴ Hoch, J.M.⁵ Milhous, W.K.⁶ Theoharides, A.D.⁷ DoBek, A.S.⁸

6
- 0001991301
- (1984) Med. Res. Rev. , vol.4 , pp. 47-86
- Shen, C.-C.¹ Zhuang, L.-G.²

7
- 0027509620
- (1993) Lancet , vol.341 , pp. 603-608
- Hien, T.T.¹ White, N.J.²

8
- 0002776039
- (1998) Med. Trop. , vol.58 , Issue.SUPPL. 3 , pp. 9-12
- Li, Y.¹ Wu, Y.-L.²

9
- 0033035094
- (1999) Trends Pharmacol. Sci. , vol.20 , pp. 199-205
- Van Agtmael, M.A.¹ Eggelte, T.A.² Van Boxtel, C.J.³

10
- 0021948029
- (1985) Science , vol.228 , pp. 1049-1055
- Klayman, D.L.¹

11
- 0020097272
- (1982) J. Tradit. Chin. Med. , vol.2 , pp. 45-50

12
- 0020097279
- (1982) J. Tradit. Chin. Med. , vol.2 , pp. 9-16

13
- 0007881578
- (1979) China Reconstructs , pp. 48-49
- Lusha, X.¹

14
- 0026022401
- (1991) Int. J. Pharm. , vol.69 , pp. 83-92
- Titulaer, H.A.C.¹ Zuidema, J.² Lugt, C.B.³

15
- 0003186780
- (1982) J. Tradit. Chin. Med. , vol.2 , pp. 25-30

16
- 0000533194
- (1981) Acta Pharm. Sin. , vol.16 , pp. 429-439
- Li, Y.¹ Yu, P.-L.² Chen, Y.-X.³ Li, L.-Q.⁴ Gai, Y.-Z.⁵ Wang, D.-S.⁶ Zheng, Y.-P.⁷

17
- 0002236113
- (1989) Econ. Med. Plant Res. , vol.3 , pp. 20-55
- Trigg, P.I.¹

18
- 0000955998
- (1995) Med. Chem. Rev. , vol.5 , pp. 569-586
- Wu, Y.-L.¹ Li, Y.²

19
- 0023911130
- (1988) J Med. Chem. , vol.31 , pp. 645-650
- Brossi, A.¹ Venugopalan, B.² Dominguez Gerpe, L.³ Yeh, H.J.C.⁴ Flippen-Anderson, J.L.⁵ Buchs, P.⁶ Luo, X.D.⁷ Milhous, W.⁸ Peters, W.⁹

20
- 0027536966
- (1993) Am. J. Trop. Med. Hyg. , vol.48 , pp. 377-384
- Schmuklarsky, M.J.¹ Klayman, D.L.² Milhous, W.K.³ Kyle, D.E.⁴ Rossan, R.N.⁵ Ager, A.L.⁶ Tang, D.B.⁷ Heiffer, M.H.⁸ Canfield, C.J.⁹ Schuster, B.G.¹⁰

21
- 0025835250
- (1991) Comp. Biochem. Physiol. , vol.99 , pp. 383-390
- Leskovac, V.¹ Theoharides, A.D.²

22
- 0025824172
- (1991) Comp. Biochem. Physiol. , vol.99 , pp. 391-396
- Leskovac, V.¹ Theoharides, A.D.²

23
- 0027300830
- (1993) Pharm. Res. , vol.10 , pp. 662-666
- Baker, J.K.¹ McChesney, J.D.² Chi, H.-T.³

24
- 0002546197
- (2000) Neurotoxic. Res. , vol.2 , pp. 37-49
- Schmuck, G.¹ Haynes, R.K.²

25
- 0028338629
- (1994) Trans. R. Soc. Trop. Med. Hyg. , vol.88 , pp. 33-36
- Brewer, T.G.¹ Peggins, J.O.² Grate, S.J.³ Petras, J.M.⁴ Levine, B.S.⁵ Weina, P.J.⁶ Swearengen, J.⁷ Heiffer, M.H.⁸ Schuster, B.G.⁹

26
- 0027992488
- (1994) Am. J. Trop. Med. Hyg. , vol.51 , pp. 251-259
- Brewer, T.G.¹ Grate, S.J.² Peggins, J.O.³ Weina, P.J.⁴ Petras, J.M.⁵ Levine, B.S.⁶ Heiffer, M.H.⁷ Schuster, B.G.⁸

27
- 0007885155
- Registered as Artemotil, June
- (2000) TDR News , vol.62

28
- 0000176608
- (1980) Yao Hue Tong Bao , vol.15 , pp. 183
- Liú, X.¹

29
- 26344436363
- (1987) Chem. Abstr. , vol.107
- Liu, X.¹

30
- 0003718148
- Malaria Unit, Division of Control of Tropical Diseases, World Health Organization, Geneva, 10-12 June
- (1998) The Use of Artemisinin and Its Derivatives as Anti-Malarial Drugs' Report of a Joint CTD/DMP/TDR Informal Consultation

31
- 0020137982
- (1982) J. Tradit. Chin. Med. , vol.2 , pp. 99-103
- Yang, Q.¹ Shi, W.² Li, R.³ Gan, J.⁴

32
- 0020137974
- (1982) J. Tradit. Chin. Med. , vol.2 , pp. 125-130
- Li, G.¹ Guo, X.² Jin, R.³ Wang, Z.⁴ Jian, H.⁵ Li, Z.⁶

33
- 0023555532
- (1987) J. Med. Chem. , vol.30 , pp. 2147-2150
- Lin, A.J.¹ Klayman, D.L.² Milhous, W.K.³

34
- 0029871908
- (1996) J. Pharm. Pharmacol. , vol.48 , pp. 22-26
- Batty, K.T.¹ Ilett, K.F.² Davis, T.³ Davis, M.E.⁴

35
- 0025363798
- (1990) Exp. Parasitol. , vol.70 , pp. 115-123
- Van Vianen, P.H.¹ Klayman, D.L.² Lin, A.J.³ Lugt, C.B.⁴ Van Engen, A.L.⁵ Van der Kaay, H.J.⁶ Mons, B.⁷

36
- 0030893422
- (1997) J. Nat. Prod. , vol.60 , pp. 325-330
- Beekman, A.C.¹ Barentsen, A.R.W.² Woerdenbag, H.J.³ Van Uden, W.⁴ Pras, N.⁵ Konings, A.W.T.⁶ El-Feraly, F.S.⁷ Galal, A.M.⁸ Wikström, H.V.⁹

37
- 0029979290
- (1996) Phytother. Res. , vol.10 , pp. 140-144
- Beekman, A.C.¹ Woerdenbag, H.J.² Kampinga, H.H.³ Konings, A.W.T.⁴

38
- 0028261941
- (1994) Planta Med. , vol.60 , pp. 54-57
- Zheng, G.-Q.¹

39
- 0030938872
- (1997) Bioorg. Med. Chem. Lett. , vol.7 , pp. 1091-1094
- Jung, M.¹

40
- 0030796210
- (1997) Bioorg. Med. Chem. , vol.5 , pp. 1257-1265
- Posner, G.H.¹ Ploypradith, P.² Hapangama, W.³ Wang, D.⁴ Cumming, J.N.⁵ Dolan, P.⁶ Kensler, T.W.⁷ Klinedinst, D.⁸ Shapiro, T.A.⁹ Zheng, Y.Q.¹⁰ Murray, C.K.¹¹ Pilkington, L.G.¹² Jayasinghe, L.R.¹³ Bray, J.F.¹⁴ Daughenbaugh, R.¹⁵

41
- 0027267309
- (1993) J. Nat. Prod. , vol.56 , pp. 849-856
- Woerdenbag, H.J.¹ Moskal, T.A.² Pras, N.³ Malingré, T.M.⁴ El-Feraly, F.⁵ Kampinga, H.H.⁶ Konings, A.W.T.⁷

42
- 0029037444
- (1995) Cancer Lett. , vol.91 , pp. 41-46
- Lai, H.¹ Singh, N.P.²

43
- 0007882560
- 98305592.2, Europe, 14 July
- (1998) C-11 Aza derivatives of Artemisinin for Treatment of Malaria, Coccidiosis, and Neosporosis
- Haynes, R.K.¹ Lam, W.L.² Voerste, A.³ Schmuck, G.⁴ Greif, G.⁵

44
- 0007929860
- Europe, 14 July
- (1999) C-11 Aza derivatives of Artemisinin for Treatment of Malaria, Coccidiosis, and Neosporosis

45
- 0007930791
- 98305595.5, 14 July
- (1998) C-10 Ester Derivatives of Artemisinin for Treatment of Malaria, Coccidiosis, and Neosporosis
- Haynes, R.K.¹ Lam, W.L.² Chan, H.W.³ Cheung, M.K.⁴ Tsang, H.W.⁵ Greif, G.⁶

46
- 0007882560
- Europe; July
- (1999) C-10 Ester Derivatives of Artemisinin for Treatment of Malaria, Coccidiosis, and Neosporosis

47
- 0007979119
- 98305628.4, Europe, 14 July
- (1998) C-9 Sulfur-, Nitrogen-, and Carbon Linked Derivatives of Artemisinin for Treatment of Malaria, Coccidiosis, and Neosporosis
- Haynes, R.K.¹ Lam, W.L.² Chan, H.W.³ Cheung, M.K.⁴ Tsang, H.W.⁵ Greif, G.⁶

48
- 0007981370
- International (PCT) PCT/GB99/02272, July 1999

49
- 0007882560
- 98305594.8, Europe, 14 July
- (1998) C-10 Ether Derivatives of Artemisinin for Treatment of Malaria, Coccidiosis, and Neosporosis
- Haynes, R.K.¹ Lam, W.L.² Chan, H.W.³ Cheung, M.K.⁴ Tsang, H.W.⁵ Greif, G.⁶

50
- 0007882560
- Europe, July
- (1999) C-10 Ether Derivatives of Artemisinin for Treatment of Malaria, Coccidiosis, and Neosporosis

51
- 0007979119
- 98305596.3, Europe, 14 July
- (1998) C-10 halogen, Amino- and Carbon-Substituted Derivatives of Artemisinin for Treatment of Malaria, Coccidiosis, and Neosporosis
- Haynes, R.K.¹ Lam, W.L.² Chan, H.W.³ Cheung, M.K.⁴ Tsang, H.W.⁵ Greif, G.⁶ Schmuck, G.⁷

52
- 0007983023
- International (PCT) PCT/GB99/02267, July 1999

53
- 0007935660
- 98305593.0, Europe, 14 July
- (1998) Artemisinin Derivatives Bearing DNA Intercalating and Binding Groups Displaying Anticancer Activity
- Haynes, R.K.¹ Lam, W.L.² Hsiao, W.W.L.³ Chan, H.W.⁴ Cheung, M.K.⁵ Tsang, H.W.⁶ Greif, G.⁷ Schmuck, G.⁸ Lerchen, H.G.⁹

54
- 0007886713
- International (PCT) PCT/GB99/02276, July 1999

55
- 0022064204
- (1985) Acta Pharm. Sin. , vol.20 , pp. 357-365
- Yu, P.-L.¹ Chen, Y.-X.² Ying, L.³ Ji, R.-Y.⁴

56
- 0010417126
- (1982) Acta Chim. Sin. , vol.40 , pp. 557-561
- Ying, L.¹ Yu, P.L.² Chen, Y.-X.³ Ji, R.-Y.⁴

57
- 0037795096
- (1982) J. Nanjing College Pharm. , vol.3 , pp. 53-54
- Cao, M.-Z.¹ Hu, S.-C.² Li, M.-H.³ Zhang, S.⁴

58
- 0001470539
- (1979) Kexue Tongbao , vol.24 , pp. 667-669
- Li, Y.¹ Yu, P.-L.² Chen, Y.-X.³ Li, L.-Q.⁴ Gai, Y.-Z.⁵ Wang, D.-S.⁶ Zheng, Y.-P.⁷

59
- 0007941028
- note

60
- 0030627218
- (1997) Prog. Chem. Org. Nat. Prod. , vol.72 , pp. 121-214
- Ziffer, H.¹ Highet, R.J.² Klayman, D.L.³

61
- 0032969901
- (1999) Curr. Pharm. Design , vol.5 , pp. 101-138
- Vroman, J.A.¹ Alvimm, G.² Avery, M.A.³

62
- 0000576004
- (1997) Spectrosc. Lett. , vol.30 , pp. 241-255
- Chang, H.O.¹ Wang, D.² Cumming, J.N.³ Posner, G.H.⁴

63
- 0032510451
- (1998) J. Med. Chem. , vol.41 , pp. 940-951
- Posner, G.H.¹ Cumming, J.N.² Woo, H.S.³ Ploypradith, P.⁴ Xie, S.⁵ Shapiro, T.A.⁶

64
- 0032510380
- (1998) J. Med. Chem. , vol.41 , pp. 952-964
- Cumming, J.N.¹ Wang, D.² Park, S.B.³ Shapiro, T.A.⁴ Posner, G.H.⁵

65
- 0021224480
- (1984) Helv. Chim. Acta , vol.67 , pp. 1515-1522
- Luo, X.D.¹ Yeh, H.J.C.² Brossi, A.³ Flippen-Anderson, J.L.⁴ Gilardi, R.⁵

66
- 0007885013
- note

67
- 0007976276
- note

68
- 0007978745
- unpublished work
- Haynes, R.K.¹ Voerste, A.²

69
- 0007885949
- Bayer AG, Leverkusen
- (1996) The Preparation and Evaluation of Known and New Derivatives of Artemisinin and Totally Synthetic Trioxanes as Antimalarials
- Voerste, A.¹

70
- 0000167729
- (1982) Tetrahedron Lett. , vol.23 , pp. 409-412
- Schmidt, R.R.¹ Hoffman, M.²

71
- 0001943060
- New aspects of glycosylation reactions
- (Eds.: H. Ogura, A. Hasegawa, T. Tsumi), Kodansha-VCH, Tokyo, Weinheim
- (1992) Carbohydrates: Synthetic Methods and Applications in Medicinal Chemist' , pp. 66-88
- Schmidt, R.R.¹

72
- 0007886714
- unpublished work
- Haynes, R.K.¹ Chan, H.W.² Cheung, M.K.³ Lam, W.-L.⁴ Tsang, H.-W.⁵

73
- 85077634689
- (1981) Synthesis , pp. 1-28
- Mitsunobu, O.¹

74
- 0007882561
- Intramolecular strategies and stereoelectronic effects: Glycosides and orthoesters hydrolysis revisited
- (Ed: G. R. J. Thatcher), Am. Chem. Soc., Washington D. C., ACS Symp. Ser. 539, chapter 3
- (1993) The Anomeric Effect and Associated Stereoelectronic Effects
- Deslongchamps, P.¹

75
- 0001181977
- (1992) Helv. Chim. Acta , vol.75 , pp. 604
- Pothier, N.¹ Goldstein, S.² Deslongchamps, P.³

76
- 0001358095
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 7287
- Bennett, A.J.¹ Sinnot, M.L.²

77
- 0001357958
- (1997) Heterocycles , vol.45 , pp. 1055-1058
- Jung, M.¹ Lee, S.²

78
- 0023110445
- (1987) Med. Res. Rev. , vol.7 , pp. 29-52
- Luo, X.D.¹ Shen, C.C.²

79
- 0007882562
- (1997) Drug Metab. Dispos. , vol.25 , pp. 200-1204
- Maggs, J.L.¹ Madden, S.² Bishop, L.P.³ O'Neill, P.M.⁴ Park, K.B.⁵

80
- 0029071407
- (1995) J. Med. Chem. , vol.81 , pp. 1911-1921
- Ramu, K.¹ Baker, J.K.²

81
- 0024360869
- (1989) J. Med. Chem. , vol.32 , pp. 1249-1252
- Lin, A.J.¹ Lee, M.² Klayman, D.L.³

82
- 0028951562
- (1995) J. Med. Chem. , vol.38 , pp. 764-770
- Lin, A.J.¹ Miller, R.E.²

83
- 0029044399
- (1995) J. Med. Chem. , vol.38 , pp. 2311-2316
- Kamchonwongpaison, S.¹ Paitayatat, S.² Thebtaranonth, Y.³ Wilairat, P.⁴ Yuthavong, Y.⁵

84
- 0007976277
- (1997) J. Prakt. Chem. , vol.339 , pp. 642-645
- Quan, T.D.¹ Sung, T.V.² Ripperger, H.³ Adam, G.⁴

85
- 0030796210
- (1997) Biorg. Med. Chem. , vol.5 , pp. 1257-1265
- Posner, G.H.¹ Ploypradith, P.² Hapangama, W.³ Wang, D.⁴ Cumming, J.N.⁵ Dolan, P.⁶ Kensler, T.W.⁷ Klinedinst, D.⁸ Shapiro, T.⁹ Zheng, Q.-Y.¹⁰ Murray, C.K.¹¹ Pilkington, L.G.¹² Jayasinghe, L.R.¹³ Bray, J.F.¹⁴ Daughenbaugh, R.¹⁵

86
- 0029118855
- (1995) Eur. J. Med. Chem. , vol.30 , pp. 697-706
- Venugopalan, B.¹ Karnik, P.J.² Bapat, C.P.³ Chatterjee, D.K.⁴ Iyer, N.⁵ Lepcha, D.⁶

87
- 0026661315
- (1992) J. Med. Chem. , vol.35 , pp. 1639-1642
- Lin, A.J.¹ Li, L.-Q.² Andersen, S.L.³ Klayman, D.L.⁴

88
- 0001048209
- (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 1827-1831
- Wang, D.-Y.¹ Wu, K.Y.² Wu, Y.-L.³ Li, Y.⁴ Shan, F.⁵

89
- 0026714006
- and references therein
- (1992) Tetrahedron , vol.48 , pp. 8545-8599
- Postema, M.H.D.¹

90
- 0007885528
- (1987) J. Chem. Soc., Chem. Commun. , pp. 1245-1246
- Kometani, T.¹ Kondo, H.² Fujimori, Y.C.³

91
- 84988113119
- (1988) Synthesis , pp. 1005-1007
- Kometani, T.¹ Kondo, H.² Fujimori, Y.³

92
- 0025907617
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 2092
- Smith, A.B.¹ Hale, K.J.² Vaccaro, H.A.³

93
- 0027477674
- (1993) J. Nat. Prod. , vol.56 , pp. 62-66
- Hufford, C.D.¹ Khalifa, S.I.² McPhail, A.T.³ El-Feraly, F.S.⁴ Ahmad, M.S.⁵

94
- 0001387473
- (1991) Coll. Czech. Chem. Commun. , vol.56 , pp. 1037-1041
- Petrov, O.¹ Ogynyanov, I.²

95
- 0033579650
- (1999) Tetrahedron Lett. , vol.40 , pp. 9129-9132
- O'Neill, P.M.¹ Miller, A.² Ward, S.A.³ Park, B.K.⁴ Scheinmann, F.⁵ Stachulski, A.V.⁶

96
- 0035804312
- (2001) J. Med. Chem. , vol.44 , pp. 58-68
- O'Neill, P.M.¹ Miller, A.² Bishop, L.P.D.³ Hindley, S.⁴ Maggs, J.L.⁵ Ward, S.A.⁶ Roberts, S.M.⁷ Scheinmann, F.⁸ Stachulski, A.V.⁹ Posner, G.H.¹⁰ Park, B.K.¹¹

97
- 0007929861
- Synthesis and Antimalarial Activity of Phenoxy Derivatives of Dihydroartemisinin, PCT Int. Appl. WO 2001004123, 18 January 2001
- O'Neill, P.M.¹ Ward, S.A.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.