SCOPUS 정보 검색 플랫폼

Volumn 7, Issue , 2011, Pages 1745-1752

Synthesis of 2-amino-3-arylpropan-1-ols and 1-(2,3-diaminopropyl)-1,2,3- triazoles and evaluation of their antimalarial activity

(10) D'Hooghe, Matthias a Vandekerckhove, Stéphanie a Mollet, Karen a Vervisch, Karel a Dekeukeleire, Stijn a Lehoucq, Liesbeth a Lategan, Carmen b Smith, Peter J b Chibale, Kelly c De Kimpe, Norbert a

a GHENT UNIVERSITY (Belgium)

b UNIVERSITY OF CAPE TOWN (South Africa)

c UNIVERSITY OF CAPE TOWN (South Africa)

Author keywords

lactams; Aminopropanes; Antimalarial activity; Aziridines; Ring opening

Indexed keywords

EID: 84863408665 PISSN: None EISSN: 18605397 Source Type: Journal
DOI: 10.3762/bjoc.7.205 Document Type: Article

Times cited : (34)

References (40)

1
- 84863413289
- January
- WHO Fact sheet on malaria No 94, January 2009.
- (2009) WHO Fact Sheet on Malaria , Issue.94

2
- 78650003029
- Gemma, S.; Travagli, V.; Savini, L; Novellino, E.; Campiani, G.; Butini, S. Recent Pat. Antiinfect. Drug. Discov. 2010, 5, 195.
- (2010) Recent Pat. Antiinfect. Drug. Discov. , vol.5 , pp. 195
- Gemma, S.¹ Travagli, V.² Savini, L.³ Novellino, E.⁴ Campiani, G.⁵ Butini, S.⁶

3
- 34548131086
- Microwave-assisted ring opening of epoxides: A general route to the synthesis of 1-aminopropan-2-ols with anti malaria parasite activities
- DOI 10.1021/jm070553l
- Robin, A.; Brown, F.; Bahamontes-Rosa, N.; Wu, B.; Beitz, E.; Kun, J. F. J.; Flitsch, S. L. J. Med. Chem. 2007, 50, 4243. doi:10.1021/jm070553l (Pubitemid 47301755)
- (2007) Journal of Medicinal Chemistry , vol.50 , Issue.17 , pp. 4243-4249
- Robin, A.¹ Brown, F.² Bahamontes-Rosa, N.³ Wu, B.⁴ Beitz, E.⁵ Kun, J.F.J.⁶ Flitsch, S.L.⁷

4
- 33845875171
- Erythrocyte G protein as a novel target for malarial chemotherapy
- DOI 10.1371/journal.pmed.0030528
- Murphy, S. C; Harrison, T.; Hamm, H. E.; Lomasney, J. W.; Mohandas, N.; Haldar, K. PLoS Med. 2006, 3, 2403. doi:10.1371/journal.pmed.0030528 (Pubitemid 46026455)
- (2006) PLoS Medicine , vol.3 , Issue.12 , pp. 2403-2415
- Murphy, S.C.¹ Harrison, T.² Hamm, H.E.³ Lomasney, J.W.⁴ Mohandas, N.⁵ Haldar, K.⁶

5
- 0141654989
- Erythrocyte G protein-coupled receptor signaling in malarial infection
- DOI 10.1126/science.1089324
- Harrison, T.; Samuel, B. U.; Akompong, T.; Hamm, H.; Mohandas, N.; Lomasney, J. W.; Haldar, K. Science 2003, 301, 1734. doi:10.1126/science.1089324 (Pubitemid 37174369)
- (2003) Science , vol.301 , Issue.5640 , pp. 1734-1736
- Harrison, T.¹ Samuel, B.U.² Akompong, T.³ Hamm, H.⁴ Mohandas, N.⁵ Lomasney, J.W.⁶ Haldar, K.⁷

6
- 67649977138
- doi:10.1021/jm9002632
- D'hooghe, M.; Dekeukeleire, S.; Mollet, K.; Lategan, C; Smith, P. J.; Chibale, K.; De Kimpe, N. J. Med. Chem. 2009, 52, 4058. doi:10.1021/jm9002632
- (2009) J. Med. Chem. , vol.52 , pp. 4058
- D'Hooghe, M.¹ Dekeukeleire, S.² Mollet, K.³ Lategan, C.⁴ Smith, P.J.⁵ Chibale, K.⁶ De Kimpe, N.⁷

7
- 70350500274
- doi:10.3390/molecules14104120
- Pérez-Silanes, S.; Berrade, L; García-Sánchez, R. N.; Mendoza, A.; Galiano, S.; Pérez-Solórzano, B. M.; Nogal-Ruiz, J. J.; Martínez-Fernández, A. R.; Aldana, I.; Monge, A. Molecules 2009, 14, 4120. doi:10.3390/molecules14104120
- (2009) Molecules , vol.14 , pp. 4120
- Pérez-Silanes, S.¹ Berrade, L.² García-Sánchez, R.N.³ Mendoza, A.⁴ Galiano, S.⁵ Pérez-Solórzano, B.M.⁶ Nogal-Ruiz, J.J.⁷ Martínez-Fernández, A.R.⁸ Aldana, I.⁹ Monge, A.¹⁰

8
- 79151482875
- doi:10.1016/j.ejmech.2010.11.037
- D'hooghe, M.; Kenis, S.; Vervisch, K.; Lategan, C; Smith, P. J.; Chibale, K.; De Kimpe, N. Eur. J. Med. Chem. 2011, 46, 579. doi:10.1016/j.ejmech.2010. 11.037
- (2011) Eur. J. Med. Chem. , vol.46 , pp. 579
- D'Hooghe, M.¹ Kenis, S.² Vervisch, K.³ Lategan, C.⁴ Smith, P.J.⁵ Chibale, K.⁶ De Kimpe, N.⁷

9
- 0002071036
- doi:10.1007/3-540-44726-1-3
- Zwanenburg, B.; ten Holte, P. Top. Curr. Chem. 2001, 216, 93. doi:10.1007/3-540-44726-1-3
- (2001) Top. Curr. Chem. , vol.216 , pp. 93
- Zwanenburg, B.¹ Ten Holte, P.²

10
- 0036374173
- doi:10.1039/b006015l
- Sweeney, J. B. Chem. Soc. Rev. 2002, 31, 247. doi:10.1039/b006015l
- (2002) Chem. Soc. Rev. , vol.31 , pp. 247
- Sweeney, J.B.¹

11
- 1542375289
- Nucleophilic ring opening of aziridines
- DOI 10.1016/j.tet.2004.01.042, PII S0040402004001073
- Hu, X. E. Tetrahedron 2004, 60, 2701. doi:10.1016/j.tet.2004.01.042 (Pubitemid 38299294)
- (2004) Tetrahedron , vol.60 , Issue.12 , pp. 2701-2743
- Hu, X.E.¹

12
- 33748605775
- doi:10.1002/anie.199405991
- Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599. doi:10.1002/anie.199405991
- (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 599
- Tanner, D.¹

13
- 0030907093
- doi:10.1016/S0957-4166 97 00177-8
- Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693. doi:10.1016/S0957-4166(97) 00177-8
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 1693
- Osborn, H.M.I.¹ Sweeney, J.²

14
- 0033800394
- doi:10.1055/s-2000-7097
- McCoull, W. M.; Davis, F. A. Synthesis 2000, 1347. doi:10.1055/s-2000- 7097
- (2000) Synthesis , vol.1347
- McCoull, W.M.¹ Davis, F.A.²

15
- 33645512284
- doi:10.1021/ar050038m
- Watson, I. D. G.; Yu, L; Yudin, A. K. Acc. Chem. Res. 2006, 39, 194. doi:10.1021/ar050038m
- (2006) Acc. Chem. Res. , vol.39 , pp. 194
- Watson, I.D.G.¹ Yu, L.² Yudin, A.K.³

16
- 27744608931
- Padwa, A.; Murphree, S. S. ARKIVOC 2006, No. iii, 6.
- (2006) ARKIVOC , Issue.3 , pp. 6
- Padwa, A.¹ Murphree, S.S.²

17
- 34249949543
- Synthesis and reactivity of C-heteroatom-subtituted aziridines
- DOI 10.1021/cr0680033
- Singh, G. S.; D'hooghe, M.; De Kimpe, N. Chem. Rev. 2007, 107, 2080. doi:10.1021/cr0680033 (Pubitemid 46876281)
- (2007) Chemical Reviews , vol.107 , Issue.5 , pp. 2080-2135
- Singh, G.S.¹ D'hooghe, M.² De Kimpe, N.³

18
- 0000727123
- doi:10.1039/cs9972600377
- Ojima, I.; Delaloge, F. Chem. Soc. Rev. 1997, 26, 377. doi:10.1039/cs9972600377
- (1997) Chem. Soc. Rev. , vol.26 , pp. 377
- Ojima, I.¹ Delaloge, F.²

19
- 0036186587
- doi:10.1055/s-2002-20448
- Alcaide, B.; Almendros, P. Synlett 2002, 381. doi:10.1055/s-2002-20448
- (2002) Synlett , pp. 381
- Alcaide, B.¹ Almendros, P.²

20
- 14844362964
- Bacterial resistance to β-lactam antibiotics: Compelling opportunism, compelling opportunity
- DOI 10.1021/cr030102i
- Fisher, J. F.; Meroueh, S. O.; Mobashery, S. Chem. Rev. 2005, 105, 395. doi:10.1021/cr030102i (Pubitemid 40351628)
- (2005) Chemical Reviews , vol.105 , Issue.2 , pp. 395-424
- Fisher, J.F.¹ Meroueh, S.O.² Mobashery, S.³

21
- 36849034419
- β-lactams: Versatile building blocks for the stereoselective synthesis of non-β-lactam products
- DOI 10.1021/cr0307300
- Alcaide, B.; Almendros, P.; Aragoncillo, C. Chem. Rev. 2007, 107, 4437. doi:10.1021/cr0307300 (Pubitemid 350225859)
- (2007) Chemical Reviews , vol.107 , Issue.11 , pp. 4437-4492
- Alcaide, B.¹ Almendros, P.² Aragoncillo, C.³

22
- 0000096261
- doi:10.1021/ar00057a004
- Ojima, I. Acc. Chem. Res. 1995, 28, 383. doi:10.1021/ar00057a004
- (1995) Acc. Chem. Res. , vol.28 , pp. 383
- Ojima, I.¹

23
- 0041760054
- doi:10.1016/S0040-4020 03 01099-8
- Singh, G. S. Tetrahedron 2003, 59, 7631. doi:10.1016/S0040-4020(03) 01099-8
- (2003) Tetrahedron , vol.59 , pp. 7631
- Singh, G.S.¹

24
- 80054090549
- Katritzky, A.; Ramsden, C; Scriven, E.; Taylor, R., Eds.; Elsevier: Oxford, doi:10.1016/B978-008044992-0.00201-7
- Singh, G. S.; D'hooghe, M.; De Kimpe, N. In Comprehensive Heterocyclic Chemistry III; Katritzky, A.; Ramsden, C; Scriven, E.; Taylor, R., Eds.; Elsevier: Oxford, 2008; Vol. 2, p 1. doi:10.1016/B978-008044992-0.00201-7
- (2008) Comprehensive Heterocyclic Chemistry III; , vol.2 , pp. 1
- Singh, G.S.¹ D'Hooghe, M.² De Kimpe, N.³

25
- 45549093174
- doi:10.2174/138955708784223558
- Xing, B.; Rao, J.; Liu, R. Mini-Rev. Med. Chem. 2008, 8, 455. doi:10.2174/138955708784223558
- (2008) Mini-Rev. Med. Chem. , vol.8 , pp. 455
- Xing, B.¹ Rao, J.² Liu, R.³

26
- 70349619197
- doi:10.2174/157017909788921899
- Aranda, M. T.; Perez-Faginas, P.; Gonzalez-Muniz, R. Curr. Org. Synth. 2009, 6, 325. doi:10.2174/157017909788921899
- (2009) Curr. Org. Synth. , vol.6 , pp. 325
- Aranda, M.T.¹ Perez-Faginas, P.² Gonzalez-Muniz, R.³

27
- 77956159678
- doi:10.1351/PAC-CON-09-09-39
- D'hooghe, M.; Dekeukeleire, S.; Leemans, E.; De Kimpe, N. PureAppl. Chem. 2010, 82, 1749. doi:10.1351/PAC-CON-09-09-39
- (2010) PureAppl. Chem. , vol.82 , pp. 1749
- D'Hooghe, M.¹ Dekeukeleire, S.² Leemans, E.³ De Kimpe, N.⁴

28
- 33744903961
- Synthesis and reactivity of trans-2-aryl-3-chloroazetidines
- DOI 10.1016/j.tet.2006.04.104, PII S0040402006007332
- Van Driessche, B.; Van Brabandt, W.; D'hooghe, M.; Dejaegher, Y.; De Kimpe, N. Tetrahedron 2006, 62, 6882. doi:10.1016/j.tet.2006.04.104 (Pubitemid 43850579)
- (2006) Tetrahedron , vol.62 , Issue.29 , pp. 6882-6892
- Van Driessche, B.¹ Van Brabandt, W.² D'hooghe, M.³ Dejaegher, Y.⁴ De Kimpe, N.⁵

29
- 41149095109
- Reactivity of N-(ω-haloalkyl)-β-lactams with regard to lithium aluminium hydride: Novel synthesis of 1-(1-aryl-3-hydroxypropyl)aziridines and 3-aryl-3-(N-propylamino)propan-1-ols
- DOI 10.1039/b719686e
- D'hooghe, M.; Dekeukeleire, S.; De Kimpe, N. Org. Biomol. Chem. 2008, 6, 1190. doi:10.1039/b719686e (Pubitemid 351432839)
- (2008) Organic and Biomolecular Chemistry , vol.6 , Issue.7 , pp. 1190-1196
- D'Hooghe, M.¹ Dekeukeleire, S.² De Kimpe, N.³

30
- 75149137321
- doi:10.1039/b919864d
- D'hooghe, M.; Mollet, K.; Dekeukeleire, S.; De Kimpe, N. Org. Biomol. Chem. 2010, 8, 607. doi:10.1039/b919864d
- (2010) Org. Biomol. Chem. , vol.8 , pp. 607
- D'Hooghe, M.¹ Mollet, K.² Dekeukeleire, S.³ De Kimpe, N.⁴

31
- 78650882623
- doi:10.1021/jo1020932
- Mollet, K.; D'hooghe, M.; De Kimpe, N. J. Org. Chem. 2011, 76, 264. doi:10.1021/jo1020932
- (2011) J. Org. Chem. , vol.76 , pp. 264
- Mollet, K.¹ D'Hooghe, M.² De Kimpe, N.³

32
- 33846595303
- Ring-opening reactions of 3-aryl-1-benzylaziridine-2-carboxylates and application to the asymmetric synthesis of an amphetamine-type compound
- DOI 10.1002/hlca.200790006
- Manaka, T.; Nagayama, S.-I.; Desadee, W.; Yajima, N.; Kumamoto, T.; Watanabe, T.; Ishikawa, T.; Kawahata, M.; Yamaguchi, K. Helv. Chim. Acta 2007, 90, 128. doi:10.1002/hlca.200790006 (Pubitemid 46184123)
- (2007) Helvetica Chimica Acta , vol.90 , Issue.1 , pp. 128-142
- Manaka, T.¹ Nagayama, S.-I.² Desadee, W.³ Yajima, N.⁴ Kumamoto, T.⁵ Watanabe, T.⁶ Ishikawa, T.⁷ Kawahata, M.⁸ Yamaguchi, K.⁹

33
- 77949796395
- doi:10.1039/b904091a
- Hein, J. E.; Fokin, V. V. Chem. Soc. Rev. 2010, 39, 1302. doi:10.1039/b904091a
- (2010) Chem. Soc. Rev. , vol.39 , pp. 1302
- Hein, J.E.¹ Fokin, V.V.²

34
- 0000096835
- doi:10.1002/1521-3773 20010601 40:11<2004::AID-ANIE2004>3.0. CO;2-5
- Kolb, H. C; Finn, M. G.; Sharpless, K. B. Angew. Chem., Int. Ed. 2001, 40, 2004. doi:10.1002/1521-3773(20010601) 40:11<2004::AID-ANIE2004>3.0. CO;2-5
- (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 2004
- Kolb, H.C.¹ Finn, M.G.² Sharpless, K.B.³

35
- 63849248658
- doi:10.1055/s-0028-1083270
- Jamookeeah, C. E.; Beadle, C. D.; Harrity, J. P. A. Synthesis 2009, 133. doi:10.1055/s-0028-1083270
- (2009) Synthesis , pp. 133
- Jamookeeah, C.E.¹ Beadle, C.D.² Harrity, J.P.A.³

36
- 37049083707
- doi:10.1039/C39940001221
- De Kimpe, N.; Jolie, R.; De Smaele, D. J. Chem. Soc., Chem. Commun. 1994, 1221. doi:10.1039/C39940001221
- (1994) J. Chem. Soc., Chem. Commun. , pp. 1221
- De Kimpe, N.¹ Jolie, R.² De Smaele, D.³

37
- 11844283290
- A novel entry toward 2-imino-1,3-thiazolidines and 2-imino-1,3- thiazolines by ring transformation of 2-(thiocyanomethyl)aziridines
- DOI 10.1021/jo048486f
- D'hooghe, M.; Waterinckx, A.; Kimpe, N. J. Org. Chem. 2005, 70, 227. doi:10.1021/jo048486f (Pubitemid 40093411)
- (2005) Journal of Organic Chemistry , vol.70 , Issue.1 , pp. 227-232
- D'hooghe, M.¹ Waterinckx, A.² De Kimpe, N.³

38
- 17144391820
- Coupling of 1-alkyl-2-(bromomethyl)aziridines with lithium dialkylcuprates towards 1,2-dialkylaziridines
- DOI 10.1055/s-2005-864801, G45704ST
- D'hooghe, M.; Rottiers, M.; Jolie, R.; De Kimpe, N. Synlett 2005, 931. doi:10.1055/s-2005-864801 (Pubitemid 40524259)
- (2005) Synlett , Issue.6 , pp. 931-934
- D'Hooghe, M.¹ Rottiers, M.² Jolie, R.³ De Kimpe, N.⁴

39
- 33847083592
- Acridone and furoquinoline alkaloids from Teclea gerrardii (Rutaceae: Toddalioideae) of southern Africa
- DOI 10.1016/j.phytochem.2006.10.011, PII S0031942206006510, Reports on Structure Elucidation
- Kamdem Waffo, A. F.; Coombes, P. H.; Crouch, N. R.; Mulholland, D. A.; El Amin, S. M. M.; Smith, P. J. Phytochemistry 2007, 68, 663. doi:10.1016/j. phytochem.2006.10.011 (Pubitemid 46273475)
- (2007) Phytochemistry , vol.68 , Issue.5 , pp. 663-667
- Kamdem Waffo, A.F.¹ Coombes, P.H.² Crouch, N.R.³ Mulholland, D.A.⁴ El Amin, S.M.M.⁵ Smith, P.J.⁶

40
- 77955664975
- doi:10.1016/j.jinorgbio.2010.06.005
- Khanye, S. D.; Smith, G. S.; Lategan, C; Smith, P. J.; Gut, J.; Rosenthal, P. J.; Chibale, K. J. Inorg. Biochem. 2010, 104, 1079. doi:10.1016/j.jinorgbio.2010.06.005
- (2010) J. Inorg. Biochem. , vol.104 , pp. 1079
- Khanye, S.D.¹ Smith, G.S.² Lategan, C.³ Smith, P.J.⁴ Gut, J.⁵ Rosenthal, P.J.⁶ Chibale, K.⁷

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.