메뉴 건너뛰기




Volumn 42, Issue 8, 2012, Pages 1218-1225

New method for the synthesis of ether derivatives of artemisinin

Author keywords

Antimalarial; Dihydroartemisinin; Dodecatungstophosphoric acid; Ether

Indexed keywords

10ALPHA (NON 8 ENYLOXY)DIHYDROARTEMISININ; 10ALPHA (PROP 2 YNYLOXY)DIHYDROARTEMISININ; 10ALPHA [(4' CHLOROPHENYL)METHOXY]DIHYDROARTEMISININ; 10BETA (NON 8 ENYLOXY)DIHYDROARTEMISININ; 10BETA (PROP 2 YNYLOXY)DIHYDROARTEMISININ; 10BETA [(2',3' METHYLENEDIOXY)METHOXY]DIHYDROARTEMISININ; 10BETA [(4' CHLOROPHENYL)METHOXY]DIHYDROARTEMISININ; 10BETA [(4' METHOXYPHENYL)METHOXY]DIHYDROARTEMISININ; DIHYDROARTEMISININ DERIVATIVE; ETHER DERIVATIVE; PHOSPHORIC ACID DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

EID: 84857536079     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911.2010.538887     Document Type: Article
Times cited : (9)

References (34)
  • 1
    • 17844362433 scopus 로고    scopus 로고
    • Synthesis and cytotoxicity studies of artemisinin derivatives containing lipophilic alkyl carbon chains
    • DOI 10.1021/ol050230o
    • (a) Liu, Y.; Wong, V. K.-W.; Ko, B. C.-B.; Wong, M.-K.; Che, C.-M. Synthesis and cytotoxicity studies of artemisinin derivatives containing lipophilic alkyl carbon chains. Org. Lett. 2005, 7, 1561-1564; (Pubitemid 40585931)
    • (2005) Organic Letters , vol.7 , Issue.8 , pp. 1561-1564
    • Liu, Y.1    Wong, V.K.-W.2    Ko, B.C.-B.3    Wong, M.-K.4    Che, C.-M.5
  • 4
    • 0024373271 scopus 로고
    • Application of the vicinal oxyamination reaction with asymmetric induction to the hemisynthesis of taxol and analogues
    • DOI 10.1016/S0040-4020(01)81313-2
    • (d) Mangatal, L.; Adeline, M. T.; Gumnard, D.; Gueritte-Voedelein, F.; Potier, P. Application of the vicinal oxyamination reaction with asymmetric induction to the hemisynthesis of taxol and analogues. Tetrahedron 1989, 45, 4177-4190; (Pubitemid 19186408)
    • (1989) Tetrahedron , vol.45 , Issue.13 , pp. 4177-4190
    • Mangatal, L.1    Adeline, M.-T.2    Guenard, D.3    Gueritte-Voegelein, F.4    Potier, P.5
  • 5
    • 71249103102 scopus 로고    scopus 로고
    • Novel microtubule-targeting agents: The epothilones
    • (e) Cheng, K. L.; Bradley, T.; Budman, D. R. Novel microtubule-targeting agents: The epothilones. Biologics: Targets Ther. 2008, 2, 789-811.
    • (2008) Biologics: Targets Ther. , vol.2 , pp. 789-811
    • Cheng, K.L.1    Bradley, T.2    Budman, D.R.3
  • 6
    • 0021948029 scopus 로고
    • Qinghaosu (Artemisinin): An antimalarial drug from China
    • (a) For reviews on artemisinin and its derivatives, see (a) Klayman, D. L. Qinghaosu (artemisinin): An antimalarial drug from China. Science 1985, 228, 1049-1055; (Pubitemid 15227365)
    • (1985) Science , vol.228 , Issue.4703 , pp. 1049-1055
    • Klayman, D.L.1
  • 7
    • 0023110445 scopus 로고
    • The chemistry, pharmacology, and clinical applications of qinghaosu (srtemisinin) and its derivatives
    • (b) Luo, X. D.; Shen, C. C. The chemistry, pharmacology, and clinical applications of qinghaosu (srtemisinin) and its derivatives. Med. Res. Rev. 1987, 7, 29-52;
    • (1987) Med. Res. Rev. , vol.7 , pp. 29-52
    • Luo, X.D.1    Shen, C.C.2
  • 8
    • 44949278235 scopus 로고
    • Some aspect of chemistry and biological activity of artemisenin and related antimalarials
    • (c) Zaman, S. S.; Sharma, R. P. Some aspect of chemistry and biological activity of artemisenin and related antimalarials. Heterocycles 1991, 32, 1593-1637;
    • (1991) Heterocycles , vol.32 , pp. 1593-1637
    • Zaman, S.S.1    Sharma, R.P.2
  • 9
    • 0002126202 scopus 로고
    • Artemisinin (qinghaosu): A new type of antimalarial drug
    • (d)Butler, A. R.; Wu, Y. L. Artemisinin (qinghaosu): A new type of antimalarial drug. Chem. Soc. Rev. 1992, 21, 85-90;
    • (1992) Chem. Soc. Rev. , vol.21 , pp. 85-90
    • Butler, A.R.1    Wu, Y.L.2
  • 10
    • 0029894037 scopus 로고    scopus 로고
    • Artemisinin and the antimalarial endoperoxides: From herbal remedy to targeted chemotherapy
    • (e) Meshnick, S. R.; Taylor, T. E.; Kamchonwongpaisan, S. Artemisinin and the antimalarial endoperoxides: From herbal remedy to targeted chemotherapy. Microbiol. Rev. 1996, 60, 301-315; (Pubitemid 26171692)
    • (1996) Microbiological Reviews , vol.60 , Issue.2 , pp. 301-315
    • Meshnick, S.R.1    Taylor, T.E.2    Kamchonwongpaisan, S.3
  • 11
    • 0001815264 scopus 로고    scopus 로고
    • From Qinghao, Marvelous Herb of Antiquity, to the Antimalarial Trioxane Qinghaosu - And Some Remarkable New Chemistry
    • (f) Haynes, R. K.; Vonwiller, S. C. From qinghao, marvelous herb of antiquity, to the antimalarial trioxane qinghaosu and some remarkable new chemistry. Acc. Chem. Res. 1997, 30, 73-79; (Pubitemid 127472551)
    • (1997) Accounts of Chemical Research , vol.30 , Issue.2 , pp. 73-79
    • Haynes, R.K.1    Vonwiller, S.C.2
  • 12
    • 0033165891 scopus 로고    scopus 로고
    • Recent developments in the chemistry and biological activity of artemisinin and related antimalarials-an update
    • (g) Bhattacharya, A. K.; Sharma, R. P. Recent developments in the chemistry and biological activity of artemisinin and related antimalarials-an update. Heterocycles 1999, 51, 1681-1745;
    • (1999) Heterocycles , vol.51 , pp. 1681-1745
    • Bhattacharya, A.K.1    Sharma, R.P.2
  • 13
    • 75749141972 scopus 로고    scopus 로고
    • Artemisinin and its derivatives: A novel class of antimalarial and anticancer agents
    • (h) Chaturvedi, D.; Goswami, A.; Saikia, P. P.; Barua, N. C.; Rao, P. G. Artemisinin and its derivatives: A novel class of antimalarial and anticancer agents. Chem. Soc. Rev. 2010, 39, 435-454.
    • (2010) Chem. Soc. Rev. , vol.39 , pp. 435-454
    • Chaturvedi, D.1    Goswami, A.2    Saikia, P.P.3    Barua, N.C.4    Rao, P.G.5
  • 14
    • 0020097279 scopus 로고
    • The chemistry and synthesis of qinghaosu derivatives
    • China Co-operative Research Group on Qinghouso and Its Derivatives as Antimalarials
    • China Co-operative Research Group on Qinghouso and Its Derivatives as Antimalarials. The chemistry and synthesis of qinghaosu derivatives. J. Tradit. Chin. Med. 1982, 2, 9-16.
    • (1982) J. Tradit. Chin. Med. , vol.2 , pp. 9-16
  • 15
    • 0020097275 scopus 로고
    • Metabolism and pharmacokinetics of qinghaosu and its derivatives
    • China Co-operative research group on Qinghouso and its derivatives as antimalarials
    • (a) China Co-operative research group on Qinghouso and its derivatives as antimalarials. Metabolism and pharmacokinetics of qinghaosu and its derivatives. J. Tradit. Chin. Med. 1982, 2, 25-30;
    • (1982) J. Tradit. Chin. Med. , vol.2 , pp. 25-30
  • 16
    • 0025646009 scopus 로고
    • Metabolism of antimalarial sesquiterpene lactones
    • (b) Lee, I. K.; Mufford, C. D. Metabolism of antimalarial sesquiterpene lactones. Pharmacol. Ther. 1990, 48, 345-355.
    • (1990) Pharmacol. Ther. , vol.48 , pp. 345-355
    • Lee, I.K.1    Mufford, C.D.2
  • 17
    • 0020097272 scopus 로고
    • Clinical studies on the treatment of malaria with qinghaosu and its derivatives
    • China Co-operative Research Group on Qinghouso and Its Derivatives as Antimalarials
    • (a) China Co-operative Research Group on Qinghouso and Its Derivatives as Antimalarials. Clinical studies on the treatment of malaria with qinghaosu and its derivatives. J. Tradit. Chin. Med. 1982, 2, 45-50;
    • (1982) J. Tradit. Chin. Med. , vol.2 , pp. 45-50
  • 18
    • 0026022401 scopus 로고
    • Formulation and pharmacokinetics of artemisinin and its derivatives
    • (b) Titulaer, H. A. C.; Zuidema, Z.; Lugt, C. B. Formulation and pharmacokinetics of artemisinin and its derivatives. Int. J. Pharm. 1991, 69, 83-92;
    • (1991) Int. J. Pharm. , vol.69 , pp. 83-92
    • Titulaer, H.A.C.1    Zuidema, Z.2    Lugt, C.B.3
  • 21
    • 0022312319 scopus 로고
    • Clinical studies of treatment of falciparum malaria with artemether, a derivative of qinghaosu
    • (b) Wang, T. Y.; Xu, R. C. Clinical studies of treatment of falciparum malaria with artemether, a derivative of qinghaosu. J. Tradit. Chin. Med. 1985, 5, 240-242.
    • (1985) J. Tradit. Chin. Med. , vol.5 , pp. 240-242
    • Wang, T.Y.1    Xu, R.C.2
  • 24
    • 0023555532 scopus 로고
    • Antimalarial activity of new water-soluble dihydroartemisinin derivatives
    • (a) Lin, A. J.; Klayman, D. L.; Milhous, W. K. Antimalarial activity of a new watersoluble dihydroartemisinin derivative. J. Med. Chem. 1987, 30, 2147-2150; (Pubitemid 18046079)
    • (1987) Journal of Medicinal Chemistry , vol.30 , Issue.11 , pp. 2147-2150
    • Ling, A.J.1    Klayman, D.L.2    Milhous, W.K.3
  • 26
    • 0000673457 scopus 로고
    • An improved procedure for the synthesis of ethers of dihydroartemisinin
    • Bhakuni, R. S.; Jain, D. C.; Sharma, R. P. An improved procedure for the synthesis of ethers of dihydroartemisinin. Ind. J. Chem. 1995, 34B, 529-530.
    • (1995) Ind. J. Chem. , vol.34 B , pp. 529-530
    • Bhakuni, R.S.1    Jain, D.C.2    Sharma, R.P.3
  • 27
    • 0037201162 scopus 로고    scopus 로고
    • A one-pot conversion of artemisinin to its ether derivatives
    • Singh, C.; Tiwari, P. A one-pot conversion of artemisinin to its ether derivatives. Tetrahedron Lett. 2002, 43, 7235-7237.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 7235-7237
    • Singh, C.1    Tiwari, P.2
  • 28
    • 4243355207 scopus 로고    scopus 로고
    • Catalysis by heteropoly acids and multicomponent polyoxometalates in liquid-phase reactions
    • (a) Kozhevnikov, I. V. Catalysis by heteropoly acids and multicomponent polyoxometalates in liquid-phase reactions. Chem. Rev. 1998, 98, 171-198; (Pubitemid 128633426)
    • (1998) Chemical Reviews , vol.98 , Issue.1 , pp. 171-198
    • Kozhevnikov, I.V.1
  • 29
    • 0346896747 scopus 로고    scopus 로고
    • The state of the art on Wells: Dawson heteropoly-compounds. A review of their properties and applications
    • (b) Briand, L. E.; Baronetti, G. T.; Thomas, H. J. The state of the art on Wells: Dawson heteropoly-compounds. A review of their properties and applications. Appl. Catal. A 2003, 256, 37-50;
    • (2003) Appl. Catal. A , vol.256 , pp. 37-50
    • Briand, L.E.1    Baronetti, G.T.2    Thomas, H.J.3
  • 30
    • 0346266386 scopus 로고    scopus 로고
    • Acid catalysis by heteropoly acids
    • (c) Timofeeva, M. N. Acid catalysis by heteropoly acids. Appl. Catal. A 2003, 256, 19-35;
    • (2003) Appl. Catal. A , vol.256 , pp. 19-35
    • Timofeeva, M.N.1
  • 31
    • 13844269067 scopus 로고    scopus 로고
    • 40 as a useful recyclable heterogeneous catalyst for the facile and highly efficient Michael addition reaction of thiols to α,β-unsaturated ketones
    • DOI 10.1055/s-2004-837212, D20204ST
    • 40 as a useful recyclable heterogeneous catalyst for the facile and highly efficient Michael addition reaction of thiols to α,β-unsaturated ketones. Synlett 2005, 299-303. (Pubitemid 40254722)
    • (2005) Synlett , Issue.2 , pp. 299-303
    • Firouzabadi, H.1    Iranpoor, N.2    Jafari, A.A.3
  • 33
    • 0006939491 scopus 로고    scopus 로고
    • Factors relating to neurotoxicity of artemisinin antimalarial drugs "listening to arteether."
    • (b) Brewer, T. G.; Genovese, R. F.; Newman, D. B.; Li, Q. Factors relating to neurotoxicity of artemisinin antimalarial drugs "listening to arteether." Med. Trop. 1998, 58, 22S-27S;
    • (1998) Med. Trop. , vol.58
    • Brewer, T.G.1    Genovese, R.F.2    Newman, D.B.3    Li, Q.4
  • 34
    • 0031805447 scopus 로고    scopus 로고
    • Pharmacology and toxicology of artelinic acid: Preclinical investigations on pharmacokinetics, metabolism, protein and red blood cell binding, and acute and anorectic toxicities
    • DOI 10.1016/S0035-9203(98)91033-1
    • (c) Li, Q.-G.; Peggins, J. O.; Lin, A. J.; Masonic, K. J.; Trotman, K. M.; Brewer, T. G. Pharmacology and toxicology of artelinic acid: Preclinical investigations on pharmacokinetics, metabolism, protein and red blood cell binding, and acute and anorectic toxicities. Trans. R. Soc. Trop. Med. Hyg. 1998, 92, 332-340. (Pubitemid 28286938)
    • (1998) Transactions of the Royal Society of Tropical Medicine and Hygiene , vol.92 , Issue.3 , pp. 332-340
    • Li, Q.-G.1    Peggins, J.O.2    Lin, A.J.3    Masonic, K.J.4    Trotman, K.M.5    Brewer, T.G.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.