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Volumn 62, Issue 6, 2013, Pages 391-401

Structure-activity relationships for bergenin analogues as β-secretase (BACE1) inhibitors

Author keywords

secretase; Antioxidant activity; Bergenin; Bergenin analogues; Structure activity relationships

Indexed keywords

ALZHEIMER'S DISEASE; ANTI-OXIDANT ACTIVITIES; BERGENIN; DOSE-DEPENDENT MANNER; INHIBITORY ACTIVITY; NATURALLY OCCURRING; SECRETASES; STRUCTURE ACTIVITY RELATIONSHIPS;

EID: 84878447270     PISSN: 13458957     EISSN: 13473352     Source Type: Journal    
DOI: 10.5650/jos.62.391     Document Type: Article
Times cited : (11)

References (50)
  • 1
    • 34248190279 scopus 로고    scopus 로고
    • Aβ oligomers-a decade of discovery
    • Walsh, D. M.; Selkoe, D. J. Aβ oligomers-a decade of discovery. J. Neurochem., 101, 1172-1184 (2007). (2010).
    • (2007) J. Neurochem. , vol.101 , pp. 1172-1184
    • Walsh, D.M.1    Selkoe, D.J.2
  • 2
    • 77955662670 scopus 로고    scopus 로고
    • Novel Notch-sparing g-secretase inhibitors derived from a peroxisome proliferator-activated receptor agonist library
    • Kurosumi, M.; Nishio, Y.; Osawa, S.; Kobayashi, H.; Iwatsubo, T.; Tomita, T.; Miyachi, H. Novel Notch-sparing g-secretase inhibitors derived from a peroxisome proliferator-activated receptor agonist library. Bioorg. Med. Chem. Lett., 20, 5282-5285 (2010).
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 5282-5285
    • Kurosumi, M.1    Nishio, Y.2    Osawa, S.3    Kobayashi, H.4    Iwatsubo, T.5    Tomita, T.6    Miyachi, H.7
  • 4
    • 0037135111 scopus 로고    scopus 로고
    • The amyloid hypothesis of Alzheimer's disease: Progress and problems on the road to therapeutics
    • Hardy, J.; Selkoe, D. J. The amyloid hypothesis of Alzheimer's disease: progress and problems on the road to therapeutics. Science, 297, 353-356 (2002).
    • (2002) Science , vol.297 , pp. 353-356
    • Hardy, J.1    Selkoe, D.J.2
  • 6
    • 77951147995 scopus 로고    scopus 로고
    • BACE1 (Beta-secretase)inhibition phenolic acids and a novel sesquiterpenoid from Homalomena occulta
    • Tian, X. Y.; Zhao, Y.; Yu, S. S.; Fang, W. S. BACE1 (Beta-secretase)inhibition phenolic acids and a novel sesquiterpenoid from Homalomena occulta. Chem. Biodiversity, 7, 984-992 (2010).
    • (2010) Chem. Biodiversity , vol.7 , pp. 984-992
    • Tian, X.Y.1    Zhao, Y.2    Yu, S.S.3    Fang, W.S.4
  • 7
    • 0033617522 scopus 로고    scopus 로고
    • Notch signaling: Cell fate control and signal integration in development
    • Artavanis-Tsakonas, S.; Rand, M. D.; Lake, R. J. Notch signaling: cell fate control and signal integration in development. Science, 284, 770-776 (1999).
    • (1999) Science , vol.284 , pp. 770-776
    • Artavanis-Tsakonas, S.1    Rand, M.D.2    Lake, R.J.3
  • 8
    • 0842309491 scopus 로고    scopus 로고
    • β-Secretase inhibition for the treatment of Alzheimer's disease-promise and challenge
    • Citron, M. β-Secretase inhibition for the treatment of Alzheimer's disease-promise and challenge. Trends Pharmacol. Sci., 25, 92-97 (2004).
    • (2004) Trends Pharmacol. Sci. , vol.25 , pp. 92-97
    • Citron, M.1
  • 10
    • 0033954991 scopus 로고    scopus 로고
    • Oxidative stress and Alzheimer disease
    • Christen, Y. Oxidative stress and Alzheimer disease. Am. J. Clin. Nutr., 71, 621S-629S (2000).
    • (2000) Am. J. Clin. Nutr. , vol.71
    • Christen, Y.1
  • 12
    • 0035875690 scopus 로고    scopus 로고
    • Increased lipid peroxidation precedes amyloid plaque formation in an animal model of Alzheimer amyloidosis
    • Praticò, D.; Uryu, K.; Leight, S.; Trojanoswki, J. Q.; Lee, V. M. Y. Increased lipid peroxidation precedes amyloid plaque formation in an animal model of Alzheimer amyloidosis. J. Neurosci., 21, 4183-4187 (2001).
    • (2001) J. Neurosci. , vol.21 , pp. 4183-4187
    • Praticò, D.1    Uryu, K.2    Leight, S.3    Trojanoswki, J.Q.4    Lee, V.M.Y.5
  • 15
    • 84855866955 scopus 로고    scopus 로고
    • Oxidative stress and β-amyloid protein in Alzheimer's disease
    • Cai, Z.; Zhao, B.; Ratka, A. Oxidative stress and β-amyloid protein in Alzheimer's disease. Neuromol. Med., 13, 223-250 (2011).
    • (2011) Neuromol. Med. , vol.13 , pp. 223-250
    • Cai, Z.1    Zhao, B.2    Ratka, A.3
  • 17
    • 0034658379 scopus 로고    scopus 로고
    • Phnols in the plant and in man. The potential for possible nutritional enhancement of the diet by modifying the phenols content or profile
    • Parr, A. J.; Bolwell, G. P. Phnols in the plant and in man. The potential for possible nutritional enhancement of the diet by modifying the phenols content or profile. J. Sci. Food Agric., 80, 985-1012 (2000).
    • (2000) J. Sci. Food Agric. , vol.80 , pp. 985-1012
    • Parr, A.J.1    Bolwell, G.P.2
  • 18
    • 0242285619 scopus 로고    scopus 로고
    • Green tea catechins as a BACE1 (β-secretase)inhibitor
    • Jeon, S. Y.; Bae, K.; Seong, Y. H.; Song, K. S. Green tea catechins as a BACE1 (β-secretase)inhibitor. Bioorg. Med. Chem. Lett., 13, 3905-3908 (2003).
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 3905-3908
    • Jeon, S.Y.1    Bae, K.2    Seong, Y.H.3    Song, K.S.4
  • 22
    • 79957633327 scopus 로고    scopus 로고
    • Serotonin derivatives as inhibitors of β-secretase (BACE 1)
    • Takahashi, T.; Miyazawa, M. Serotonin derivatives as inhibitors of β-secretase (BACE 1). Pharmazie 66, 301-305 (2011).
    • (2011) Pharmazie , vol.66 , pp. 301-305
    • Takahashi, T.1    Miyazawa, M.2
  • 23
    • 84855775879 scopus 로고    scopus 로고
    • Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor
    • Marumoto, S.; Miyazawa, M. Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor. Bioorg. Med. Chem., 20, 784-788 (2012).
    • (2012) Bioorg. Med. Chem. , vol.20 , pp. 784-788
    • Marumoto, S.1    Miyazawa, M.2
  • 24
    • 38749145474 scopus 로고    scopus 로고
    • High-performance liquid chromatographic determination of bergenin in different Bergenia species
    • Singh, D. P.; Srivastava, S. K.; Govindarajan, R.; Rawat, A. K. S. High-performance liquid chromatographic determination of bergenin in different Bergenia species. Acta Chromatogr., 19, 246-252 (, 2007).
    • (2007) Acta Chromatogr , vol.19 , pp. 246-252
    • Singh, D.P.1    Srivastava, S.K.2    Govindarajan, R.3    Rawat, A.K.S.4
  • 26
    • 80052642925 scopus 로고    scopus 로고
    • Practical synthesis and biological evaluation of bergenin analogs
    • Jung, J. C.; Lim, E.; Kim S. H.; Kim, N. S.; Jung, M.; Oh, S. Practical synthesis and biological evaluation of bergenin analogs. Chem. Biol. Drug Des., 78, 725-729 (2011).
    • (2011) Chem. Biol. Drug Des. , vol.78 , pp. 725-729
    • Jung, J.C.1    Lim, E.2    Kim, S.H.3    Kim, N.S.4    Jung, M.5    Oh, S.6
  • 28
    • 0036665863 scopus 로고    scopus 로고
    • The effect of Sacoglottis gabonensis stem bark extract, a Nigerian alcoholic beverage additive, on the natural antioxidant defences during 2,4-dinitrophenyl hydrazine-induced membrane peroxidation in vivo
    • Mduka, H. C. C.; Okoye, Z. S. C. The effect of Sacoglottis gabonensis stem bark extract, a Nigerian alcoholic beverage additive, on the natural antioxidant defences during 2,4-dinitrophenyl hydrazine-induced membrane peroxidation in vivo. Vasc. Pharmacol., 39, 21-31 (2002).
    • (2002) Vasc. Pharmacol. , vol.39 , pp. 21-31
    • Mduka, H.C.C.1    Okoye, Z.S.C.2
  • 30
    • 34249023603 scopus 로고    scopus 로고
    • Immunomodulatory effect of bergenin and norbergenin against adjuvant-induced ar thritis-A flow cytometric study
    • Nazir, N.; Koul, S.; Qurishi, M. A.; Taneja, S. C.; Ahmad, S. F.; Bani, S.; Qazi, G. N. Immunomodulatory effect of bergenin and norbergenin against adjuvant-induced ar thritis-A flow cytometric study. J. Ethnopharmacol., 112, 401-405 (2007).
    • (2007) J. Ethnopharmacol. , vol.112 , pp. 401-405
    • Nazir, N.1    Koul, S.2    Qurishi, M.A.3    Taneja, S.C.4    Ahmad, S.F.5    Bani, S.6    Qazi, G.N.7
  • 31
    • 0026719058 scopus 로고
    • Hypolipidemic acitivity in rats of bergenin, the major constituent of Flueggea microcarpa
    • Jahromi, M. A. F.; Chansouria, J. P. N.; Ray, A. B. Hypolipidemic acitivity in rats of bergenin, the major constituent of Flueggea microcarpa. Phytother. Res., 6, 180-183 (1992).
    • (1992) Phytother. Res. , vol.6 , pp. 180-183
    • Jahromi, M.A.F.1    Chansouria, J.P.N.2    Ray, A.B.3
  • 32
    • 0029943066 scopus 로고    scopus 로고
    • Constituents of Ardisia japonica and their in vitro anti-HIV activity
    • Piacente, D.; Pizza C.; DeTommasi, N.; Mahmood, N. Constituents of Ardisia japonica and their in vitro anti-HIV activity. J. Nat. Prod., 59, 565-569 (1996).
    • (1996) J. Nat. Prod. , vol.59 , pp. 565-569
    • Piacente, D.1    Pizza, C.2    DeTommasi, N.3    Mahmood, N.4
  • 33
    • 0036247620 scopus 로고    scopus 로고
    • Bergenin is the antiarrhythmic principle of Fluggea virosa
    • Pu, H. L.; Huang, X.; Zhao, J. H.; Hing, A. Bergenin is the antiarrhythmic principle of Fluggea virosa. Planta Med., 68, 372-374 (2002).
    • (2002) Planta Med. , vol.68 , pp. 372-374
    • Pu, H.L.1    Huang, X.2    Zhao, J.H.3    Hing, A.4
  • 34
    • 0033796378 scopus 로고    scopus 로고
    • Hepatoprotective effects of bergenin, a major constituent of Mallotus japonicas, on carbon tetrachloride-intoxicated rats
    • Lim, H. K.; Kim, H. S.; Choi, H. S.; Oh, S.; Choi, J. Hepatoprotective effects of bergenin, a major constituent of Mallotus japonicas, on carbon tetrachloride-intoxicated rats. J. Ethnopharmacol., 72, 469-474 (2000).
    • (2000) J. Ethnopharmacol. , vol.72 , pp. 469-474
    • Lim, H.K.1    Kim, H.S.2    Choi, H.S.3    Oh, S.4    Choi, J.5
  • 36
    • 0001194107 scopus 로고
    • Bergenin derivatives from Mamallotus japonicas
    • Yoshida, T.; Seno, K.; Takama, Y.; Okuda, T. Bergenin derivatives from Mamallotus japonicas. Phytochemistry, 21, 1180-1182 (1982).
    • (1982) Phytochemistry , vol.21 , pp. 1180-1182
    • Yoshida, T.1    Seno, K.2    Takama, Y.3    Okuda, T.4
  • 37
    • 0001756925 scopus 로고
    • Gallic acid esters of bergenin and norbergenin from Mallotus japonicas
    • Saijo, R.; Nonaka, G.; Nishioka, I. Gallic acid esters of bergenin and norbergenin from Mallotus japonicas. Phytochemistry, 29, 267-270 (1990).
    • (1990) Phytochemistry , vol.29 , pp. 267-270
    • Saijo, R.1    Nonaka, G.2    Nishioka, I.3
  • 38
    • 0029119052 scopus 로고
    • New bergenin derivatives from Ardisia crenata
    • Jia, Z.; Mitsunaga, K.; Koike, K.;Ohmoto, T. New bergenin derivatives from Ardisia crenata. Nat. Med., 49, 187-189 (1995).
    • (1995) Nat. Med. , vol.49 , pp. 187-189
    • Jia, Z.1    Mitsunaga, K.2    Koike, K.3    Ohmoto, T.4
  • 39
    • 0030479688 scopus 로고    scopus 로고
    • Studies on Nepalese crude drugs. XXII on the phenolic constiruents of the rhizome of Bergenia ciliate (Haw.)STERNB
    • Fuji, M.; Miyaichi, Y.; Tomimori, T. Studies on Nepalese crude drugs. XXII on the phenolic constiruents of the rhizome of Bergenia ciliate (Haw.)STERNB. Nat. Med., 50, 404-407 (1996).
    • (1996) Nat. Med. , vol.50 , pp. 404-407
    • Fuji, M.1    Miyaichi, Y.2    Tomimori, T.3
  • 40
    • 24944504856 scopus 로고    scopus 로고
    • Antiplatelet aggregating and anti-oxidative activities of 11-O (-4'-O-methylgalloyl)-bergenin, a new compound isolated from Crassula cv.' Himaturi'
    • Lee, Y. Y.; Jang, D. S.; Jin, J. L.; Yun-Choi, H. S. Antiplatelet aggregating and anti-oxidative activities of 11-O (-4'-O-methylgalloyl)-bergenin, a new compound isolated from Crassula cv.' Himaturi' Planta. Med., 71, 776-777 (2005).
    • (2005) Planta. Med. , vol.71 , pp. 776-777
    • Lee, Y.Y.1    Jang, D.S.2    Jin, J.L.3    Yun-Choi, H.S.4
  • 41
    • 79959799567 scopus 로고    scopus 로고
    • A new bergenin derivative from Corylopsis willmottiae
    • Li, C.; Chen, X.; Fang, D.; Li G. A new bergenin derivative from Corylopsis willmottiae. Chem. Nat. Compd., 47, 194-196 (2011).
    • (2011) Chem. Nat. Compd. , vol.47 , pp. 194-196
    • Li, C.1    Chen, X.2    Fang, D.3    Li, G.4
  • 42
    • 79955484173 scopus 로고    scopus 로고
    • Two new antioxidant bergenin derivatives from the stem of Rivea hypocrateriformis
    • Zamarrud; Ali I.; Hussain, H.; Ahmad, V. U.; Qaiser, M.; Amyn, A.; Mohammad, F. V. Two new antioxidant bergenin derivatives from the stem of Rivea hypocrateriformis. Fitoterapia, 82, 722-725 (2011).
    • (2011) Fitoterapia , vol.82 , pp. 722-725
    • Zamarrud, A.I.1    Hussain, H.2    Ahmad, V.U.3    Qaiser, M.4    Amyn, A.5    Mohammad, F.V.6
  • 44
    • 23644460836 scopus 로고    scopus 로고
    • A carboncarbon-coupled dimeric bergenin derivative biotransformed by Pleurotus ostreatus
    • Wang, D.; Zhu, H. T.; Zhang, Y. J.; Yang, C. R. A carboncarbon-coupled dimeric bergenin derivative biotransformed by Pleurotus ostreatus. Bioorg. Med. Chem. Lett., 15, 4073-4075 (2005).
    • (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 4073-4075
    • Wang, D.1    Zhu, H.T.2    Zhang, Y.J.3    Yang, C.R.4
  • 45
    • 4544325884 scopus 로고
    • Vanillic acid
    • Pearl, I. A.; Vanillic acid. Org. Synth., 4, 972 (1963).
    • (1963) Org. Synth. , vol.4 , pp. 972
    • Pearl, I.A.1
  • 46
    • 0036835438 scopus 로고    scopus 로고
    • Ardisiphenols and other antioxidant principles from the fruits of Ardisia colorata
    • Sumino, M; Sekine, T.; Ruangrungsi, N.; Igarashi, K.; Ikegami, F. Ardisiphenols and other antioxidant principles from the fruits of Ardisia colorata. Chem. Pharm. Bull., 50, 1484-1487 (2002).
    • (2002) Chem. Pharm. Bull. , vol.50 , pp. 1484-1487
    • Sumino, M.1    Sekine, T.2    Ruangrungsi, N.3    Igarashi, K.4    Ikegami, F.5
  • 47
    • 84055217616 scopus 로고    scopus 로고
    • Design, synthesis, and qualitative structure-activity evaluations of novel β-secretase inhibitors as potential Alzheimer's drug leads
    • Al-Tel, T. H.; Semreen, M. H.; Al-Qawasmeh, R. A.; Schmidt, M. F.; El-Awadi, R.; Ardah, M.; Zaarour, R.; Rao, S. N.; El-Agnaf, O. Design, synthesis, and qualitative structure-activity evaluations of novel β-secretase inhibitors as potential Alzheimer's drug leads. J. Med. Chem., 54, 8373-8385 (2011).
    • (2011) J. Med. Chem. , vol.54 , pp. 8373-8385
    • Al-Tel, T.H.1    Semreen, M.H.2    Al-Qawasmeh, R.A.3    Schmidt, M.F.4    El-Awadi, R.5    Ardah, M.6    Zaarour, R.7    Rao, S.N.8    El-Agnaf, O.9
  • 48
    • 77049143386 scopus 로고
    • The determination of enzyme inhibitor constants
    • Dixon, M. The determination of enzyme inhibitor constants. Biochem. J., 55, 170-171 (1953).
    • (1953) Biochem. J. , vol.55 , pp. 170-171
    • Dixon, M.1
  • 49
    • 65949121134 scopus 로고    scopus 로고
    • Oxidative stress and neurodegenerative disease: A review of upstream and downstream antioxidant therapeutic options
    • Uttara, B.; Singh, A. V.; Zamoboni, P.; Mahajan, R. T. Oxidative stress and neurodegenerative disease: A review of upstream and downstream antioxidant therapeutic options. Curr. Neuropharmacol., 7, 65-74 (2009).
    • (2009) Curr. Neuropharmacol. , vol.7 , pp. 65-74
    • Uttara, B.1    Singh, A.V.2    Zamoboni, P.3    Mahajan, R.T.4
  • 50
    • 0037377339 scopus 로고    scopus 로고
    • Synthesis and neuroprotective activity of bergenin derivatives with antioxidant activity
    • Takahashi, H.; Kosaka, M.; Watanabe, Y.; Nakade, K.; Fukuyama, Y. Synthesis and neuroprotective activity of bergenin derivatives with antioxidant activity. Bioorg. Med. Chem., 11, 1781-1788 (2003).
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 1781-1788
    • Takahashi, H.1    Kosaka, M.2    Watanabe, Y.3    Nakade, K.4    Fukuyama, Y.5


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