메뉴 건너뛰기




Volumn 133, Issue , 2017, Pages 33-44

Selective in vitro and in silico butyrylcholinesterase inhibitory activity of diterpenes and rosmarinic acid isolated from Perovskia atriplicifolia Benth. and Salvia glutinosa L.

Author keywords

Butyrylcholinesterase; Cholinesterase inhibition; Diterpenes; Molecular modeling; Perovskia atriplicifolia (Lamiaceae); QSAR; Salvia glutinosa (Lamiaceae); Tanshinones

Indexed keywords

1-OXOMILTIRONE; ABIETANE DERIVATIVE; CHOLINESTERASE; CHOLINESTERASE INHIBITOR; CINNAMIC ACID DERIVATIVE; CRYPTOTANSHINONE; DEPSIDE; DITERPENE; HERBACEOUS AGENT; MILTIRONE; PHENANTHRENE DERIVATIVE; ROSMARINIC ACID; TANSHINONE;

EID: 84998893235     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2016.10.012     Document Type: Article
Times cited : (59)

References (45)
  • 2
    • 34250810703 scopus 로고    scopus 로고
    • Preclinical and clinical examinations of Salvia miltiorrhiza and its tanshinones in ischemic conditions
    • Article number 3
    • Adams, J.D., Wang, R., Yang, J., Lien, E.J., Preclinical and clinical examinations of Salvia miltiorrhiza and its tanshinones in ischemic conditions. Chin. Med., 1, 2006 Article number 3.
    • (2006) Chin. Med. , vol.1
    • Adams, J.D.1    Wang, R.2    Yang, J.3    Lien, E.J.4
  • 4
    • 0000189651 scopus 로고
    • Density-functional thermochemistry III. The role of exact exchange
    • Becke, A.D., Density-functional thermochemistry III. The role of exact exchange. J. Chem. Phys. 98 (1993), 5648–5652.
    • (1993) J. Chem. Phys. , vol.98 , pp. 5648-5652
    • Becke, A.D.1
  • 5
    • 84986492477 scopus 로고
    • Atomic charges derived from semiempirical methods
    • Besler, B.H., Merz, K.M., Kollman, P.A., Atomic charges derived from semiempirical methods. J. Comp. Chem. 11 (1990), 431–439.
    • (1990) J. Comp. Chem. , vol.11 , pp. 431-439
    • Besler, B.H.1    Merz, K.M.2    Kollman, P.A.3
  • 6
    • 84939654762 scopus 로고    scopus 로고
    • Effects of Salvia miltiorrhiza on CNS neuronal injury and degeneration: a plausible complementary role of tanshinones and depsides
    • Bonaccini, L., Karioti, A., Bergonzi, M.C., Bilia, A.R., Effects of Salvia miltiorrhiza on CNS neuronal injury and degeneration: a plausible complementary role of tanshinones and depsides. Planta Med. 81 (2015), 1003–1016.
    • (2015) Planta Med. , vol.81 , pp. 1003-1016
    • Bonaccini, L.1    Karioti, A.2    Bergonzi, M.C.3    Bilia, A.R.4
  • 8
    • 84901824508 scopus 로고    scopus 로고
    • The anticancer properties of Salvia miltiorrhiza Bunge (danshen): a systematic review
    • Chen, X., Guo, J., Bao, J., Lu, J., Wang, Y., The anticancer properties of Salvia miltiorrhiza Bunge (danshen): a systematic review. Med. Res. Rev. 34 (2014), 768–794.
    • (2014) Med. Res. Rev. , vol.34 , pp. 768-794
    • Chen, X.1    Guo, J.2    Bao, J.3    Lu, J.4    Wang, Y.5
  • 9
    • 37549035820 scopus 로고    scopus 로고
    • Antioxidant activities of ethanolic extracts from the twigs of Cinnamomum osmophleum
    • Chua, M.T., Tung, Y.T., Chang, S.T., Antioxidant activities of ethanolic extracts from the twigs of Cinnamomum osmophleum. Bioresour. Technol. 99 (2008), 1918–1925.
    • (2008) Bioresour. Technol. , vol.99 , pp. 1918-1925
    • Chua, M.T.1    Tung, Y.T.2    Chang, S.T.3
  • 10
    • 85162647932 scopus 로고
    • Predictive ability of regression models. 1. Standard deviation of prediction errors (SDEP)
    • Cruciani, G., Baroni, M., Clementi, S., Costantino, G., Riganelli, D., Skagerberg, B., Predictive ability of regression models. 1. Standard deviation of prediction errors (SDEP). J. Chemom. 6 (1992), 335–346.
    • (1992) J. Chemom. , vol.6 , pp. 335-346
    • Cruciani, G.1    Baroni, M.2    Clementi, S.3    Costantino, G.4    Riganelli, D.5    Skagerberg, B.6
  • 11
    • 84923818429 scopus 로고
    • Better bootstrap confidence intervals
    • Efron, B., Better bootstrap confidence intervals. J. Am. Stat. Assoc. 82 (1987), 171–200.
    • (1987) J. Am. Stat. Assoc. , vol.82 , pp. 171-200
    • Efron, B.1
  • 12
  • 14
    • 79954415300 scopus 로고    scopus 로고
    • Antioxidant and cholinesterase inhibitory activities of Verbascum xanthophoeniceum Griseb. and its phenylethanoid glycosides
    • Georgiev, M., Alipieva, K., Orhan, I., Abrashev, R., Denev, P., Angelova, M., Antioxidant and cholinesterase inhibitory activities of Verbascum xanthophoeniceum Griseb. and its phenylethanoid glycosides. Food Chem. 128 (2011), 100–105.
    • (2011) Food Chem. , vol.128 , pp. 100-105
    • Georgiev, M.1    Alipieva, K.2    Orhan, I.3    Abrashev, R.4    Denev, P.5    Angelova, M.6
  • 15
    • 84928684146 scopus 로고    scopus 로고
    • Recent development of multifunctional agents as potential drug candidates for the treatment of Alzheimer's disease
    • Guzior, N., Więckowska, A., Panek, D., Malawska, B., Recent development of multifunctional agents as potential drug candidates for the treatment of Alzheimer's disease. Curr. Med. Chem. 22 (2015), 373–404.
    • (2015) Curr. Med. Chem. , vol.22 , pp. 373-404
    • Guzior, N.1    Więckowska, A.2    Panek, D.3    Malawska, B.4
  • 16
    • 0034826713 scopus 로고    scopus 로고
    • Protective effect of tanshinones against ischemia injury in cultured primary cortex neurons
    • He, L.N., He, S.B., Yang, J., Wang, J., Liu, C., Protective effect of tanshinones against ischemia injury in cultured primary cortex neurons. Chin. Pharmacol. Bull. 17 (2001), 214–217.
    • (2001) Chin. Pharmacol. Bull. , vol.17 , pp. 214-217
    • He, L.N.1    He, S.B.2    Yang, J.3    Wang, J.4    Liu, C.5
  • 19
    • 0038249044 scopus 로고    scopus 로고
    • Neuroprotective effects of tanshinones in transient focal cerebral ischemia in mice
    • Lam, B.Y.H., Lo, A.C.Y., Sun, X., Luo, H.W., Chung, S.K., Sucher, N.J., Neuroprotective effects of tanshinones in transient focal cerebral ischemia in mice. Phytomedicine 10 (2003), 286–291.
    • (2003) Phytomedicine , vol.10 , pp. 286-291
    • Lam, B.Y.H.1    Lo, A.C.Y.2    Sun, X.3    Luo, H.W.4    Chung, S.K.5    Sucher, N.J.6
  • 20
    • 30644467969 scopus 로고    scopus 로고
    • Inhibition of osteoclast differentiation by tanshinones from the root of Salvia miltiorrhiza Bunge
    • Lee, S., Choi, D., Woo, E., Inhibition of osteoclast differentiation by tanshinones from the root of Salvia miltiorrhiza Bunge. Arch. Pharm. Res. 28 (2005), 909–913.
    • (2005) Arch. Pharm. Res. , vol.28 , pp. 909-913
    • Lee, S.1    Choi, D.2    Woo, E.3
  • 21
    • 40849102715 scopus 로고    scopus 로고
    • The butyrylcholinesterase knockout mouse as a model for human butyrylcholinesterase deficiency
    • Li, B., Duysen, E.G., Carlson, M., Lockridge, O., The butyrylcholinesterase knockout mouse as a model for human butyrylcholinesterase deficiency. J. Pharmacol. Exp. Ther. 324 (2008), 1146–1154.
    • (2008) J. Pharmacol. Exp. Ther. , vol.324 , pp. 1146-1154
    • Li, B.1    Duysen, E.G.2    Carlson, M.3    Lockridge, O.4
  • 22
    • 0000174867 scopus 로고    scopus 로고
    • Model validation by permutation tests: applications to variable selection
    • Lindgren, F., Hansen, B., Karcher, W., Sjöström, M., Eriksson, L., Model validation by permutation tests: applications to variable selection. J. Chemom. 10 (1996), 521–532.
    • (1996) J. Chemom. , vol.10 , pp. 521-532
    • Lindgren, F.1    Hansen, B.2    Karcher, W.3    Sjöström, M.4    Eriksson, L.5
  • 23
    • 84855757480 scopus 로고    scopus 로고
    • Chemical Computing Group. Inc. Montreal, QC, Canada
    • MOE (Molecular Operating Environment), 2008, Chemical Computing Group. Inc., Montreal, QC, Canada.
    • (2008) MOE (Molecular Operating Environment)
  • 26
    • 0343776172 scopus 로고    scopus 로고
    • Diterpenoids from Salvia glutinosa, S. austriaca, S. tomentosa and S. verticillata roots
    • Nagy, Â., Gu, Â., Crabb, T.A., Diterpenoids from Salvia glutinosa, S. austriaca, S. tomentosa and S. verticillata roots. Phytochemistry 52 (1999), 1105–1109.
    • (1999) Phytochemistry , vol.52 , pp. 1105-1109
    • Nagy, Â.1    Gu, Â.2    Crabb, T.A.3
  • 28
    • 38049007951 scopus 로고    scopus 로고
    • Inhibitory effect of Turkish Rosmarinus officinalis L. on acetylcholinesterase and butyrylcholinesterase enzymes
    • Orhan, I., Aslan, S., Kartal, M., Sener, B., Baser, K.H.C., Inhibitory effect of Turkish Rosmarinus officinalis L. on acetylcholinesterase and butyrylcholinesterase enzymes. Food Chem. 108 (2008), 663–668.
    • (2008) Food Chem. , vol.108 , pp. 663-668
    • Orhan, I.1    Aslan, S.2    Kartal, M.3    Sener, B.4    Baser, K.H.C.5
  • 29
    • 79960999435 scopus 로고    scopus 로고
    • An overview on natural cholinesterase inhibitors - a multi-targeted drug class - and their mass production
    • Orhan, I.E., Orhan, G., Gurkas, E., An overview on natural cholinesterase inhibitors - a multi-targeted drug class - and their mass production. Mini Rev. Med. Chem. 11 (2011), 836–842.
    • (2011) Mini Rev. Med. Chem. , vol.11 , pp. 836-842
    • Orhan, I.E.1    Orhan, G.2    Gurkas, E.3
  • 30
    • 84907550622 scopus 로고    scopus 로고
    • Neuroprotection via maintenance or increase of antioxidants and neurotrophic factors in ischemic gerbil hippocampus treated with tanshinone I
    • Park, J.H., Park, O.K., Yan, B.C., Ahn, J.H., Kim, I.H., Lee, J.C., Kwon, S.H., Yoo, K.Y., Lee, C.H., Hwang, I.K., et al. Neuroprotection via maintenance or increase of antioxidants and neurotrophic factors in ischemic gerbil hippocampus treated with tanshinone I. Chin. Med. J. 127 (2014), 3396–3405.
    • (2014) Chin. Med. J. , vol.127 , pp. 3396-3405
    • Park, J.H.1    Park, O.K.2    Yan, B.C.3    Ahn, J.H.4    Kim, I.H.5    Lee, J.C.6    Kwon, S.H.7    Yoo, K.Y.8    Lee, C.H.9    Hwang, I.K.10
  • 31
    • 1842588815 scopus 로고    scopus 로고
    • Novel diterpenoid acetylcholinesterase inhibitors from Salvia miltiorhiza
    • Ren, Y., Houghton, P.J., Hider, R.C., Howes, M.J., Novel diterpenoid acetylcholinesterase inhibitors from Salvia miltiorhiza. Planta Med. 70 (2004), 201–204.
    • (2004) Planta Med. , vol.70 , pp. 201-204
    • Ren, Y.1    Houghton, P.J.2    Hider, R.C.3    Howes, M.J.4
  • 32
    • 84918550449 scopus 로고    scopus 로고
    • Neurodegenerative diseases - understanding their molecular bases and progress in the development of potential treatments
    • Rowinska-Zyrek, M., Salerno, M., Kozlowski, H., Neurodegenerative diseases - understanding their molecular bases and progress in the development of potential treatments. Coord. Chem. Rev. 284 (2015), 298–312.
    • (2015) Coord. Chem. Rev. , vol.284 , pp. 298-312
    • Rowinska-Zyrek, M.1    Salerno, M.2    Kozlowski, H.3
  • 33
    • 84925783987 scopus 로고    scopus 로고
    • A review on principles, theory and practices of 2D-QSAR
    • Roy, K., Das, R.N., A review on principles, theory and practices of 2D-QSAR. Curr. Drug Metab. 15 (2014), 346–379.
    • (2014) Curr. Drug Metab. , vol.15 , pp. 346-379
    • Roy, K.1    Das, R.N.2
  • 34
    • 0035199840 scopus 로고    scopus 로고
    • Leishmanicidal, antiplasmodial, and cytotoxic activity of novel diterpenoid 1,2-quinones from Perovskia abrotanoides: source of tanshinones
    • Sairafianpour, M., Christensen, J., Steerk, D., Budnik, B.A., Kharazmi, A., Bagherzadeh, K., Jaroszewski, J.W., Leishmanicidal, antiplasmodial, and cytotoxic activity of novel diterpenoid 1,2-quinones from Perovskia abrotanoides: source of tanshinones. J. Nat. Prod. 64 (2001), 1398–1403.
    • (2001) J. Nat. Prod. , vol.64 , pp. 1398-1403
    • Sairafianpour, M.1    Christensen, J.2    Steerk, D.3    Budnik, B.A.4    Kharazmi, A.5    Bagherzadeh, K.6    Jaroszewski, J.W.7
  • 35
    • 20844455757 scopus 로고    scopus 로고
    • Variable selection and specification of robust QSAR models from multicollinear data: arylpiperazinyl derivatives with affinity and selectivity for alpha2-adrenoceptors
    • Salt, D.W., Maccari, L., Botta, M., Ford, M.G., Variable selection and specification of robust QSAR models from multicollinear data: arylpiperazinyl derivatives with affinity and selectivity for alpha2-adrenoceptors. J. Comp. Aided Mol. Des. 18 (2004), 495–509.
    • (2004) J. Comp. Aided Mol. Des. , vol.18 , pp. 495-509
    • Salt, D.W.1    Maccari, L.2    Botta, M.3    Ford, M.G.4
  • 36
    • 84883199905 scopus 로고    scopus 로고
    • The effect of sodium tanshinone IIA sulfate and simvastatin on elevated serum levels of inflammatory markers in patients with coronary heart disease: a study protocol for a randomized controlled trial
    • Article number 756519
    • Shang, Q., Wang, H., Li, S., Xu, H., The effect of sodium tanshinone IIA sulfate and simvastatin on elevated serum levels of inflammatory markers in patients with coronary heart disease: a study protocol for a randomized controlled trial. Evid.-Based Complement. Altern. Med., 2013, 2013 Article number 756519.
    • (2013) Evid.-Based Complement. Altern. Med. , vol.2013
    • Shang, Q.1    Wang, H.2    Li, S.3    Xu, H.4
  • 37
    • 84986468608 scopus 로고
    • An approach to computing electrostatic charges for molecules
    • Singh, U.C., Kollman, P.A., An approach to computing electrostatic charges for molecules. J. Comp. Chem. 5 (1984), 129–145.
    • (1984) J. Comp. Chem. , vol.5 , pp. 129-145
    • Singh, U.C.1    Kollman, P.A.2
  • 38
    • 84946904457 scopus 로고    scopus 로고
    • Isolation and fast selective determination of nor-abietanoid diterpenoids from Perovskia atriplicifolia roots using LC-ESIMS/MS with multiple reaction monitoring
    • Ślusarczyka, S., Topolski, J., Domaradzki, K., Adams, M., Hamburger, M., Matkowski, A., Isolation and fast selective determination of nor-abietanoid diterpenoids from Perovskia atriplicifolia roots using LC-ESIMS/MS with multiple reaction monitoring. Nat. Prod. Commun. 10 (2015), 1149–1152.
    • (2015) Nat. Prod. Commun. , vol.10 , pp. 1149-1152
    • Ślusarczyka, S.1    Topolski, J.2    Domaradzki, K.3    Adams, M.4    Hamburger, M.5    Matkowski, A.6
  • 40
    • 76149120388 scopus 로고    scopus 로고
    • AutoDock Vina: improving the speed and accuracy of docking with a scoring function, efficient optimization, and multithreading
    • Trott, O., Olson, A.J., AutoDock Vina: improving the speed and accuracy of docking with a scoring function, efficient optimization, and multithreading. J. Comp. Chem. 31 (2010), 455–461.
    • (2010) J. Comp. Chem. , vol.31 , pp. 455-461
    • Trott, O.1    Olson, A.J.2
  • 41
    • 79955473621 scopus 로고    scopus 로고
    • Inhibitory effect of tanshinones on rat CYP3A2 and CYP2C11 activity and its structure-activity relationship
    • Wang, X., Yeung, J.H.K., Inhibitory effect of tanshinones on rat CYP3A2 and CYP2C11 activity and its structure-activity relationship. Fitoterapia 82 (2011), 539–545.
    • (2011) Fitoterapia , vol.82 , pp. 539-545
    • Wang, X.1    Yeung, J.H.K.2
  • 42
    • 33845742619 scopus 로고    scopus 로고
    • 3D QSAR selectivity analyses of carbonic anhydrase inhibitors: insights for the design of isozyme selective inhibitors
    • Weber, A., Bohm, M., Supuran, C.T., Scozzafava, A., Sotriffer, C.A., Klebe, G., 3D QSAR selectivity analyses of carbonic anhydrase inhibitors: insights for the design of isozyme selective inhibitors. J. Chem. Inf. Model. 46 (2006), 2737–2760.
    • (2006) J. Chem. Inf. Model. , vol.46 , pp. 2737-2760
    • Weber, A.1    Bohm, M.2    Supuran, C.T.3    Scozzafava, A.4    Sotriffer, C.A.5    Klebe, G.6
  • 43
    • 84920258760 scopus 로고    scopus 로고
    • Tanshinones extend chronological lifespan in budding yeast Saccharomyces cerevisiae
    • Wu, Z., Song, L., Liu, S.Q., Huang, D., Tanshinones extend chronological lifespan in budding yeast Saccharomyces cerevisiae. Appl. Microbiol. Biotechnol. 98 (2014), 8617–8628.
    • (2014) Appl. Microbiol. Biotechnol. , vol.98 , pp. 8617-8628
    • Wu, Z.1    Song, L.2    Liu, S.Q.3    Huang, D.4
  • 44
    • 52949106839 scopus 로고    scopus 로고
    • Effect of tanshinone on the levels of nitric oxide synthase and acetylcholinesterase in the brain of Alzheimer's disease rat model
    • Yin, Y., Huang, L., Liu, Y., Huang, S., Zhuang, J., Chen, X., Zhang, L., Wu, H., Shao, F., Zhao, Z., Effect of tanshinone on the levels of nitric oxide synthase and acetylcholinesterase in the brain of Alzheimer's disease rat model. Clin. Investig. Med. 31 (2008), 248–257.
    • (2008) Clin. Investig. Med. , vol.31 , pp. 248-257
    • Yin, Y.1    Huang, L.2    Liu, Y.3    Huang, S.4    Zhuang, J.5    Chen, X.6    Zhang, L.7    Wu, H.8    Shao, F.9    Zhao, Z.10
  • 45
    • 79954743977 scopus 로고    scopus 로고
    • In Salvia miltiorrhiza, phenolic acids possess protective properties against amyloid β-induced cytotoxicity and tanshinones act as acetylcholinesterase inhibitors
    • Zhou, Y., Li, W., Xu, L., Chen, L., In Salvia miltiorrhiza, phenolic acids possess protective properties against amyloid β-induced cytotoxicity and tanshinones act as acetylcholinesterase inhibitors. Environ. Toxicol. Pharmacol. 31 (2011), 443–452.
    • (2011) Environ. Toxicol. Pharmacol. , vol.31 , pp. 443-452
    • Zhou, Y.1    Li, W.2    Xu, L.3    Chen, L.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.