메뉴 건너뛰기




Volumn 185, Issue 2, 2010, Pages 128-136

In vitro anticancer studies of α- and β-d-glucopyranose betulin anomers

Author keywords

Apoptosis; Betulin; Betulinic acid; Caspase; Cytotoxicity

Indexed keywords

28 O ACETYLBETULIN 3 YL ALPHA DEXTRO (2',3',4',6' TETRA O ACETYL)GLUCOPYRANOSIDE; 28 O ACETYLBETULIN 3 YL ALPHA DEXTRO GLUCOPYRANOSIDE; 28 O ACETYLBETULIN 3 YL BETA DEXTRO (2',3',4',6' TETRA O ACETYL)GLUCOPYRANOSIDE; 28 O ACETYLBETULIN 3 YL BETA DEXTRO GLUCOPYRANOSIDE; BETULIN; CASPASE; UNCLASSIFIED DRUG;

EID: 77952104700     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbi.2010.02.038     Document Type: Article
Times cited : (38)

References (37)
  • 1
    • 0642368439 scopus 로고    scopus 로고
    • A review of natural and modified betulinic, ursolic and echinocystic acid derivatives as potential antitumor and anti-HIV agents
    • Baglin I., Mitaine-Offer A.C., Nour M., Tan K., Cave C., Lacaille-Dubois M.A. A review of natural and modified betulinic, ursolic and echinocystic acid derivatives as potential antitumor and anti-HIV agents. Mini Rev. Med. Chem. 2003, 3:525-539.
    • (2003) Mini Rev. Med. Chem. , vol.3 , pp. 525-539
    • Baglin, I.1    Mitaine-Offer, A.C.2    Nour, M.3    Tan, K.4    Cave, C.5    Lacaille-Dubois, M.A.6
  • 2
    • 0346881254 scopus 로고    scopus 로고
    • Chemistry, biological activity, and chemotherapeutic potential of betulinic acid for the prevention and treatment of cancer and HIV infection
    • Cichewicz R.H., Kouzi S.A. Chemistry, biological activity, and chemotherapeutic potential of betulinic acid for the prevention and treatment of cancer and HIV infection. Med. Res. Rev. 2004, 24:90-114.
    • (2004) Med. Res. Rev. , vol.24 , pp. 90-114
    • Cichewicz, R.H.1    Kouzi, S.A.2
  • 3
    • 3242810661 scopus 로고    scopus 로고
    • Betulinic acid: a promising anticancer candidate
    • Eiznhamer D.A., Xu Z.Q. Betulinic acid: a promising anticancer candidate. IDrugs 2004, 7:359-373.
    • (2004) IDrugs , vol.7 , pp. 359-373
    • Eiznhamer, D.A.1    Xu, Z.Q.2
  • 4
    • 14744293458 scopus 로고    scopus 로고
    • Betulinic acid and its derivatives: a review on their biological properties
    • Yogeeswari P., Sriram D. Betulinic acid and its derivatives: a review on their biological properties. Curr. Med. Chem. 2005, 12:657-666.
    • (2005) Curr. Med. Chem. , vol.12 , pp. 657-666
    • Yogeeswari, P.1    Sriram, D.2
  • 9
    • 0031440035 scopus 로고    scopus 로고
    • Antiinflammatory actions of pentacyclic triterpenes
    • Safayhi H., Sailer E.R. Antiinflammatory actions of pentacyclic triterpenes. Planta Med. 1997, 63:487-493.
    • (1997) Planta Med. , vol.63 , pp. 487-493
    • Safayhi, H.1    Sailer, E.R.2
  • 11
    • 0028176540 scopus 로고
    • Anti-AIDS agents betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids
    • Fujioka T., Kashiwada Y., Kilkuskie R.E., Cosentino L.M., Ballas L.M., Jiang J.B., Janzen W.P., Chen I., Lee K.H. Anti-AIDS agents betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids. J. Nat. Prod. 1994, 57:243-247.
    • (1994) J. Nat. Prod. , vol.57 , pp. 243-247
    • Fujioka, T.1    Kashiwada, Y.2    Kilkuskie, R.E.3    Cosentino, L.M.4    Ballas, L.M.5    Jiang, J.B.6    Janzen, W.P.7    Chen, I.8    Lee, K.H.9
  • 12
    • 32844457052 scopus 로고    scopus 로고
    • Synthesis and anti-HIV activity of bi-functional betulinic acid derivatives
    • Huang L., Ho P., Lee K.H., Chen C.H. Synthesis and anti-HIV activity of bi-functional betulinic acid derivatives. Bioorg. Med. Chem. 2006, 14:2279-2289.
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 2279-2289
    • Huang, L.1    Ho, P.2    Lee, K.H.3    Chen, C.H.4
  • 13
    • 0032993085 scopus 로고    scopus 로고
    • In vitro and in vivo evaluation of betulinic acid as an antimalarial
    • Steele J.C., Warhurst D.C., Kirby G.C., Simmonds M.S. In vitro and in vivo evaluation of betulinic acid as an antimalarial. Phytother. Res. 1999, 13:115-119.
    • (1999) Phytother. Res. , vol.13 , pp. 115-119
    • Steele, J.C.1    Warhurst, D.C.2    Kirby, G.C.3    Simmonds, M.S.4
  • 15
    • 0000106125 scopus 로고
    • Colorado potato beetle antifeedants by simple modification of the birch bark triterpene betulin
    • Huang F.Y., Chung B.Y., Bentley M.D., Alford A.R. Colorado potato beetle antifeedants by simple modification of the birch bark triterpene betulin. J. Agric. Food Chem. 1995, 43:2513-2516.
    • (1995) J. Agric. Food Chem. , vol.43 , pp. 2513-2516
    • Huang, F.Y.1    Chung, B.Y.2    Bentley, M.D.3    Alford, A.R.4
  • 17
    • 0032969291 scopus 로고    scopus 로고
    • Betulinic acid: a new cytotoxic agent against malignant brain tumor cells
    • Fulda S., Jeremias I., Steiner H.H., Pietsch T., Debatin K.M. Betulinic acid: a new cytotoxic agent against malignant brain tumor cells. Int. J. Cancer 1999, 82:435-441.
    • (1999) Int. J. Cancer , vol.82 , pp. 435-441
    • Fulda, S.1    Jeremias, I.2    Steiner, H.H.3    Pietsch, T.4    Debatin, K.M.5
  • 22
    • 0033646961 scopus 로고    scopus 로고
    • Betulinic acid induces apoptosis through a direct effect on mitochondria in neuroectodermal tumors
    • Fulda S., Debatin K.M. Betulinic acid induces apoptosis through a direct effect on mitochondria in neuroectodermal tumors. Med. Pediatr. Oncol. 2000, 35:616-618.
    • (2000) Med. Pediatr. Oncol. , vol.35 , pp. 616-618
    • Fulda, S.1    Debatin, K.M.2
  • 23
    • 65449179903 scopus 로고    scopus 로고
    • Betulin is a potent anti-tumor agent that is enhanced by cholesterol
    • Mullauer F.B., Kessler J.H., Medema J.P. Betulin is a potent anti-tumor agent that is enhanced by cholesterol. PLoS One 2009, 4:e5361.
    • (2009) PLoS One , vol.4
    • Mullauer, F.B.1    Kessler, J.H.2    Medema, J.P.3
  • 26
    • 77952108353 scopus 로고    scopus 로고
    • Betulinic acid and derivatives thereof useful for the treatment of neurectodermal tumors, WO0024762.
    • K.M. Debatin, S. Fulda, M. Wiessler, M. Los, W. Mier, Betulinic acid and derivatives thereof useful for the treatment of neurectodermal tumors, WO0024762, 2000.
    • (2000)
    • Debatin, K.M.1    Fulda, S.2    Wiessler, M.3    Los, M.4    Mier, W.5
  • 27
    • 70449632666 scopus 로고    scopus 로고
    • Synthesis of betulin-3yl-β-d-glucopyranoside
    • Zhao G., Yan W. Synthesis of betulin-3yl-β-d-glucopyranoside. J. Carbohydr. Chem. 2009, 28:234-243.
    • (2009) J. Carbohydr. Chem. , vol.28 , pp. 234-243
    • Zhao, G.1    Yan, W.2
  • 28
    • 37549039510 scopus 로고    scopus 로고
    • The SHELX programs for crystal structure determination
    • Sheldrick G.M. The SHELX programs for crystal structure determination. Acta Cryst. A 2008, 64:112-122.
    • (2008) Acta Cryst. A , vol.64 , pp. 112-122
    • Sheldrick, G.M.1
  • 30
    • 51849164115 scopus 로고    scopus 로고
    • (2-(4-(Tetrahydro-2H-pyran-2-yloxy)-undecyl)-propane-1,3-diammine) dichloroplatinum(II): a novel platinum compound that overcomes cisplatin resistance and induces apoptosis by mechanisms different from that of cisplatin
    • Dietrich A., Mueller T., Paschke R., Kalinowski B., Behlendorf T., Reipsch F., Fruehauf A., Schmoll H.J., Kloft C., Voigt W. (2-(4-(Tetrahydro-2H-pyran-2-yloxy)-undecyl)-propane-1,3-diammine) dichloroplatinum(II): a novel platinum compound that overcomes cisplatin resistance and induces apoptosis by mechanisms different from that of cisplatin. J. Med. Chem. 2008, 51:5413-5422.
    • (2008) J. Med. Chem. , vol.51 , pp. 5413-5422
    • Dietrich, A.1    Mueller, T.2    Paschke, R.3    Kalinowski, B.4    Behlendorf, T.5    Reipsch, F.6    Fruehauf, A.7    Schmoll, H.J.8    Kloft, C.9    Voigt, W.10
  • 31
    • 32244434005 scopus 로고    scopus 로고
    • 2-(9-Hydroxy-3a, 5a,5b,8,8,11a-hexamethylicosa-hydro-1H-cyclopenta[a]chrysen-1-yl)propano ic acid (3β-hydroxylupan-29-oic acid)
    • E
    • Thongdeeying P., Chantrapromma S., Fun H.K., Anjum S., Ali S., Ponglimanont C. 2-(9-Hydroxy-3a, 5a,5b,8,8,11a-hexamethylicosa-hydro-1H-cyclopenta[a]chrysen-1-yl)propano ic acid (3β-hydroxylupan-29-oic acid). Acta Cryst. 2005, E61:1861-1863.
    • (2005) Acta Cryst. , vol.61 , pp. 1861-1863
    • Thongdeeying, P.1    Chantrapromma, S.2    Fun, H.K.3    Anjum, S.4    Ali, S.5    Ponglimanont, C.6
  • 34
    • 77952104688 scopus 로고    scopus 로고
    • Microwave mediated synthesis and structure-activity relationships of betulin and betulinic acid derivatives, synthesis and anticancer activity of novel betulinic acid and betulin derivatives, Arch. Pharm., in press.
    • H. Kommera, G.N. Kaluderović, J. Kalbitz, R. Paschke, Microwave mediated synthesis and structure-activity relationships of betulin and betulinic acid derivatives, synthesis and anticancer activity of novel betulinic acid and betulin derivatives, Arch. Pharm., in press.
    • Kommera, H.1    Kaluderović, G.N.2    Kalbitz, J.3    Paschke, R.4
  • 35
    • 79955594006 scopus 로고    scopus 로고
    • Lupane triterpenoids-betulin and betulinic acid derivatives induce apoptosis in tumor cells, Invest. New Drugs, in press, .
    • H. Kommera, G.N. Kaluderović, J. Kalbitz, R. Paschke, Lupane triterpenoids-betulin and betulinic acid derivatives induce apoptosis in tumor cells, Invest. New Drugs, in press, doi:10.1007/s10637-009-9358-x.
    • Kommera, H.1    Kaluderović, G.N.2    Kalbitz, J.3    Paschke, R.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.