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Volumn 8, Issue , 2012, Pages 164-169

Efficient oxidation of oleanolic acid derivatives using magnesium bis(monoperoxyphthalate) hexahydrate (MMPP): A convenient 2-step procedure towards 12-oxo-28-carboxylic acid derivatives

Author keywords

hydroxy lactones; Bismuth(III) triflate; MMPP; Oleanolic acid; Triterpenoid

Indexed keywords


EID: 84856902762     PISSN: None     EISSN: 18605397     Source Type: Journal    
DOI: 10.3762/bjoc.8.17     Document Type: Article
Times cited : (8)

References (51)
  • 1
    • 0031695495 scopus 로고    scopus 로고
    • Recent natural products based drug development: A pharmaceutical industry perspective
    • DOI 10.1021/np9800102
    • Shu, Y.-Z. J. Nat. Prod. 1998, 61, 1053-1071. doi:10.1021/np9800102. (Pubitemid 28417273)
    • (1998) Journal of Natural Products , vol.61 , Issue.8 , pp. 1053-1071
    • Shu, Y.-Z.1
  • 2
    • 84856922332 scopus 로고    scopus 로고
    • Available at
    • Kong, J. M.; Liu, Y. Innovation Magazine 2009, 6. Available at: http://www.innovationmagazine.com/innovation/volumes/v6n2/coverstory1.shtml.
    • (2009) Innovation Magazine , pp. 6
    • Kong, J.M.1    Liu, Y.2
  • 5
    • 34247526984 scopus 로고    scopus 로고
    • Triterpenoids and rexinoids as multifunctional agents for the prevention and treatment of cancer
    • DOI 10.1038/nrc2129, PII NRC2129
    • Liby, K. T.; Yore, M. M.; Sporn, M. B. Nat. Rev. Cancer 2007, 7, 357-369. doi:10.1038/nrc2129. (Pubitemid 46652485)
    • (2007) Nature Reviews Cancer , vol.7 , Issue.5 , pp. 357-369
    • Liby, K.T.1    Yore, M.M.2    Sporn, M.B.3
  • 11
    • 47249140445 scopus 로고    scopus 로고
    • Terpenoid lactones with the p-menthane system as feeding deterrents to the lesser mealworm, Alphitobius diaperinus
    • DOI 10.1111/j.1570-7458.2008.00725.x
    • Szczepanik, M.; Dams, I.; Wawrzenczyk, C. Entomol. Exp. Appl. 2008, 128, 337-345. doi:10.1111/j.1570-7458.2008.00725.x. (Pubitemid 351989188)
    • (2008) Entomologia Experimentalis et Applicata , vol.128 , Issue.2 , pp. 337-345
    • Szczepanik, M.1    Dams, I.2    Wawrzenczyk, C.3
  • 14
    • 49349135455 scopus 로고
    • doi:10.1016/S0031-9422(00)97468-5
    • Hui, W.-H.; Li, M.-M. Phytochemistry 1976, 15, 1741-1743. doi:10.1016/S0031-9422(00)97468-5.
    • (1976) Phytochemistry , vol.15 , pp. 1741-1743
    • Hui, W.-H.1    Li, M.-M.2
  • 25
    • 0002939877 scopus 로고
    • doi:10.1039/JR9520000078
    • Barton, D. H. R. J. Chem. Soc. 1952, 78-92. doi:10.1039/JR9520000078.
    • (1952) J. Chem. Soc. , pp. 78-92
    • Barton, D.H.R.1
  • 26
    • 0000636793 scopus 로고
    • doi:10.1016/S0040-4020(01)91841-1
    • Majumber, P. L.; Bachi, A. Tetrahedron 1983, 39, 649-655. doi:10.1016/S0040-4020(01)91841-1.
    • (1983) Tetrahedron , vol.39 , pp. 649-655
    • Majumber, P.L.1    Bachi, A.2
  • 27
    • 0043032501 scopus 로고    scopus 로고
    • Antibacterial activities of a few prepared derivatives of oleanolic acid and of other natural triterpenic compounds
    • DOI 10.1016/S1631-0748(03)00066-3, PII S1631074803000663
    • Hichri, F.; Jannet, H. B.; Cheriaa, J.; Jegham, S.; Mighri, Z. C. R. Chim. 2003, 6, 473-483. doi:10.1016/S1631-0748(03)00066-3. (Pubitemid 36975287)
    • (2003) Comptes Rendus Chimie , vol.6 , Issue.4 , pp. 473-483
    • Hichri, F.1    Jannet, H.B.2    Cheriaa, J.3    Jegham, S.4    Mighri, Z.5
  • 28
    • 0037030814 scopus 로고    scopus 로고
    • Inhibition of α-glucosidase by oleanolic acid and its synthetic derivatives
    • DOI 10.1016/S0031-9422(02)00104-8, PII S0031942202001048
    • Ali, M. S.; Jahangir, M.; ul Hussan, S. S.; Choudhary, M. I. Phytochemistry 2002, 60, 295-299. doi:10.1016/S0031-9422(02)00104-8. (Pubitemid 34947536)
    • (2002) Phytochemistry , vol.60 , Issue.3 , pp. 295-299
    • Ali, M.S.1    Jahangir, M.2    Ul Hussan, S.S.3    Choudhary, M.I.4
  • 29
    • 0030951568 scopus 로고    scopus 로고
    • Practical partial synthesis of myriceric acid A, an endothelin receptor antagonist, from oleanolic acid
    • DOI 10.1021/jo9615864, PII S0022326396015861
    • Konoike, T.; Takahashi, K.; Araki, Y.; Horibe, I. J. Org. Chem. 1997, 62, 960-966. doi:10.1021/jo9615864. (Pubitemid 27153369)
    • (1997) Journal of Organic Chemistry , vol.62 , Issue.4 , pp. 960-966
    • Konoike, T.1    Takahashi, K.2    Araki, Y.3    Horibe, I.4
  • 30
    • 33747058228 scopus 로고    scopus 로고
    • Gastroprotective and ulcer-healing activity of oleanolic acid derivatives: In vitro-in vivo relationships
    • DOI 10.1016/j.lfs.2006.03.044, PII S0024320506003213
    • Sánchez, M.; Theoduloz, C.; Schmeda-Hirschmann, G.; Razmilic, I.; Yáñez, T.; Rodríguez, J. A. Life Sci. 2006, 79, 1349-1356. doi:10.1016/j.lfs.2006.03.044. (Pubitemid 44215926)
    • (2006) Life Sciences , vol.79 , Issue.14 , pp. 1349-1356
    • Sanchez, M.1    Theoduloz, C.2    Schmeda-Hirschmann, G.3    Razmilic, I.4    Yanez, T.5    Rodriguez, J.A.6
  • 31
    • 0031001705 scopus 로고    scopus 로고
    • Triterpenes and sesquiterpene lactones from Cyclolepis genistoides
    • DOI 10.1016/S0031-9422(97)00021-6, PII S0031942297000216
    • De Heluani, C. S.; De Boggiato, M. V.; Catalán, C. A. N.; Díaz, J. G.; Gédris, T. E.; Herz, W. Phytochemistry 1997, 45, 801-805. doi:10.1016/S0031-9422(97)00021-6. (Pubitemid 27248702)
    • (1997) Phytochemistry , vol.45 , Issue.4 , pp. 801-805
    • De Heluani, C.S.1    De Boggiato, M.V.2    Catalan, C.A.N.3    Diaz, J.G.4    Gedris, T.E.5    Herz, W.6
  • 33
    • 22244437626 scopus 로고    scopus 로고
    • Magnesium bis(monoperoxyphthalate) hexahydrate (MMPP)
    • DOI 10.1055/s-2005-871570, V13005ST
    • Velasco, M. A. Synlett 2005, 1807-1808. doi:10.1055/s-2005-871570. (Pubitemid 40992119)
    • (2005) Synlett , Issue.11 , pp. 1807-1808
    • Alcarazo Velasco, M.1
  • 38
    • 0035840364 scopus 로고    scopus 로고
    • The oxidation of aromatic aldehydes by magnesium monoperoxyphthalate and urea-hydrogen peroxide
    • DOI 10.1016/S0040-4039(01)01332-6, PII S0040403901013326
    • Heaney, H.; Newbold, A. J. Tetrahedron Lett. 2001, 42, 6607-6609. doi:10.1016/S0040-4039(01)01332-6. (Pubitemid 32778377)
    • (2001) Tetrahedron Letters , vol.42 , Issue.37 , pp. 6607-6609
    • Heaney, H.1    Newbold, A.J.2
  • 39
    • 33748333142 scopus 로고    scopus 로고
    • Influence of manganese tetraarylporphyrins substituents on the selectivity of cycloalkanes oxidation with magnesium monoperoxyphthalate
    • DOI 10.1016/j.molcata.2006.04.070, PII S1381116906008119
    • Poltowicz, J.; Pamin, K.; Haber, J. J. Mol. Catal. A: Chem. 2006, 257, 154-157. doi:10.1016/j.molcata.2006.04.070. (Pubitemid 44332314)
    • (2006) Journal of Molecular Catalysis A: Chemical , vol.257 , Issue.1-2 , pp. 154-157
    • Poltowicz, J.1    Pamin, K.2    Haber, J.3
  • 44
    • 19244377601 scopus 로고    scopus 로고
    • Oxidation of several triterpenic diene and triene systems. Oxidative cleavage to obtain chiral intermediates for drimane and phenanthrene semi-synthesis
    • DOI 10.1016/j.tet.2004.03.008, PII S0040402004003643
    • García-Granados, A.; López, P. E.; Melguizo, E.; Parra, A.; Simeó, Y. Tetrahedron 2004, 60, 3831-3845. doi:10.1016/j.tet.2004.03. 008. (Pubitemid 38452857)
    • (2004) Tetrahedron , vol.60 , Issue.17 , pp. 3831-3845
    • Garcia-Granados, A.1    Lopez, P.E.2    Melguizo, E.3    Parra, A.4    Simeo, Y.5
  • 48
    • 73349095697 scopus 로고    scopus 로고
    • doi:10.1002/adsc.200900710
    • Ollevier, T.; Li, Z. Adv. Synth. Catal. 2009, 351, 3251-3259. doi:10.1002/adsc.200900710.
    • (2009) Adv. Synth. Catal. , vol.351 , pp. 3251-3259
    • Ollevier, T.1    Li, Z.2
  • 50


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.