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Volumn 60, Issue 2, 2017, Pages 568-579

Targeting type 2 diabetes with c-glucosyl dihydrochalcones as selective sodium glucose co-transporter 2 (sglt2) inhibitors: Synthesis and biological evaluation

Author keywords

[No Author keywords available]

Indexed keywords

1 [3 (BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL] 3 (4 HYDROXYPHENYL)PROPAN 1 ONE; 1 [3 (BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL] 3 (4 METHOXYPHENYL)PROPAN 1 ONE; 1 [3 (BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL] 3 (4 METHYLPHENYL)PROPAN 1 ONE; 1 [3 (BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL] 3 (4 PROPYLOXYPHENYL)PROPAN 1 ONE; 1 [3 (BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL] 3 PHENYLPROPAN 1 ONE; 3 (4 ETHOXYPHENYL) 1 [3 (2,3,4,6 TETRA O BENZYL BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL]PROPAN 1 ONE; 3 (4 ETHOXYPHENYL) 1 [3 (BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL]PROPAN 1 ONE; 3 (4 FLUOROPHENYL) 1 [3 (2,3,4,6 TETRA O BENZYL BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL]PROPAN 1 ONE; 3 (4 FLUOROPHENYL) 1 [3 (BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL]PROPAN 1 ONE; 3 (4 METHOXYPHENYL) 1 [3 (2,3,4,6 TETRA O BENZYL BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL]PROPAN 1 ONE; 3 (4 METHYLPHENYL) 1 [3 (2,3,4,6 TETRA O BENZYL BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL]PROPAN 1 ONE; 3 (4 PROPYLOXYPHENYL) 1 [3 (2,3,4,6 TETRA O BENZYL BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL]PROPAN 1 ONE; 3 PHENYL 1 [3 (2,3,4,6 TETRA O BENZYL BETA DEXTRO GLUCOPYRANOSYL) 2,4,6 TRIHYDROXYPHENYL]PROPAN 1 ONE; CHALCONE DERIVATIVE; GLUCOSYL DIHYDROCHALCONE; SODIUM GLUCOSE COTRANSPORTER 1; SODIUM GLUCOSE COTRANSPORTER 2 INHIBITOR; UNCLASSIFIED DRUG; 1-PALMITOYL-2-OLEOYLPHOSPHATIDYLCHOLINE; ARTIFICIAL MEMBRANE; GLUCOSIDE; PHOSPHATIDYLCHOLINE; SLC5A1 PROTEIN, HUMAN; SLC5A2 PROTEIN, HUMAN; SODIUM GLUCOSE COTRANSPORTER 2;

EID: 85010644658     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/acs.jmedchem.6b01134     Document Type: Article
Times cited : (50)

References (67)
  • 1
    • 1042302780 scopus 로고    scopus 로고
    • Diagnosis and classification of diabetes mellitus
    • American Diabetes Association. Diagnosis and Classification of Diabetes Mellitus. Diabetes Care 2004, 27 (Suppl. 1), S5-S10.
    • (2004) Diabetes Care , vol.27 , pp. S5-S10
  • 3
    • 0036271765 scopus 로고    scopus 로고
    • Latent autoimmune diabetes in adults
    • Landin-Olsson, M. Latent Autoimmune Diabetes in Adults. Ann. N. Y. Acad. Sci. 2002, 958, 112-116.
    • (2002) Ann. N. Y. Acad. Sci. , vol.958 , pp. 112-116
    • Landin-Olsson, M.1
  • 5
    • 11844294865 scopus 로고    scopus 로고
    • α-glucosidase inhibitors for patients with type 2 diabetes: Results from a cochrane systematic review and meta-analysis
    • van de Laar, F. A.; Lucassen, P. L.; Akkermans, R. P.; van de Lisdonk, E. H.; Rutten, G. E.; van Weel, C. α-Glucosidase Inhibitors for Patients with Type 2 Diabetes: Results from a Cochrane Systematic Review and Meta-Analysis. Diabetes Care 2005, 28, 154-163.
    • (2005) Diabetes Care , vol.28 , pp. 154-163
    • Van De-Laar, F.A.1    Lucassen, P.L.2    Akkermans, R.P.3    Van De-Lisdonk, E.H.4    Rutten, G.E.5    Van Weel, C.6
  • 7
    • 0030832427 scopus 로고    scopus 로고
    • Pharmacokinetics of miglitol. Absorption, distribution, metabolism, and excretion following administration to rats, dogs, and man
    • Ahr, H. J.; Boberg, M.; Brendel, E.; Krause, H. P.; Steinke, W. Pharmacokinetics of Miglitol. Absorption, Distribution, Metabolism, and Excretion Following Administration to Rats, Dogs, and Man. Arzneim.-Forsch. 1997, 47, 734-745.
    • (1997) Arzneim.-Forsch. , vol.47 , pp. 734-745
    • Ahr, H.J.1    Boberg, M.2    Brendel, E.3    Krause, H.P.4    Steinke, W.5
  • 8
    • 79955635827 scopus 로고    scopus 로고
    • SGLT inhibitors as new therapeutic tools in the treatment of diabetes
    • Schwanstecher, M., Ed.; Springer: Heidelberg, Germany
    • Kinne, R. K. H.; Castaneda, F. SGLT Inhibitors as New Therapeutic Tools in the Treatment of Diabetes. In Diabetes: Perspectives in Drug Therapy; Schwanstecher, M., Ed.; Springer: Heidelberg, Germany, 2011; Vol. 203, pp 105-126, DOI: 10.1007/978-3-642-17214-4-5.
    • (2011) Diabetes: Perspectives in Drug Therapy , vol.203 , pp. 105-126
    • Kinne, R.K.H.1    Castaneda, F.2
  • 9
    • 27844540754 scopus 로고    scopus 로고
    • PROactive study: (R)Evolution in the therapy of diabetes?
    • Ceriello, A. PROactive Study: (R)Evolution in the Therapy of Diabetes? Diabetic Med. 2005, 22, 1463-1464.
    • (2005) Diabetic Med. , vol.22 , pp. 1463-1464
    • Ceriello, A.1
  • 10
    • 0242287992 scopus 로고    scopus 로고
    • Glycosidase inhibitors: Update and perspectives on practical use
    • Asano, N. Glycosidase Inhibitors: Update and Perspectives on Practical Use. Glycobiology 2003, 13, 93R-104R.
    • (2003) Glycobiology , vol.13 , pp. 93-104
    • Asano, N.1
  • 11
    • 33748708627 scopus 로고    scopus 로고
    • α- and β- glucosidase inhibitors: Chemical structure and biological activity
    • Borges de Melo, E.; Gomes, A. d. S.; Carvalho, I. α- and β- Glucosidase Inhibitors: Chemical Structure and Biological Activity. Tetrahedron 2006, 62, 10277-10302.
    • (2006) Tetrahedron , vol.62 , pp. 10277-10302
    • Borges De-Melo, E.1    Gomes, A.D.S.2    Carvalho, I.3
  • 12
    • 0018332994 scopus 로고
    • Free-flow reabsorption of glucose, sodium, osmoles and water in rat proximal convoluted tubule
    • Bishop, J. H. V.; Green, R.; Thomas, S. Free-flow Reabsorption of Glucose, Sodium, Osmoles and Water in Rat Proximal Convoluted Tubule. J. Physiol. 1979, 288, 331-351.
    • (1979) J. Physiol. , vol.288 , pp. 331-351
    • Bishop, J.H.V.1    Green, R.2    Thomas, S.3
  • 14
    • 84921374064 scopus 로고    scopus 로고
    • The mechanisms and therapeutic potential of SGLT2 inhibitors in diabetes mellitus
    • Vallon, V. The Mechanisms and Therapeutic Potential of SGLT2 Inhibitors in Diabetes Mellitus. Annu. Rev. Med. 2015, 66, 255-270.
    • (2015) Annu. Rev. Med. , vol.66 , pp. 255-270
    • Vallon, V.1
  • 15
    • 47149118686 scopus 로고    scopus 로고
    • Sodium glucose Co-transporter 2 inhibitors: Blocking renal tubular reabsorption of glucose to improve glycaemic control in patients with diabetes
    • Jabbour, S. A.; Goldstein, B. J. Sodium Glucose Co-Transporter 2 Inhibitors: Blocking Renal Tubular Reabsorption of Glucose to Improve Glycaemic Control in Patients with Diabetes. Int. J. Clin. Pract. 2008, 62, 1279-1284.
    • (2008) Int. J. Clin. Pract. , vol.62 , pp. 1279-1284
    • Jabbour, S.A.1    Goldstein, B.J.2
  • 16
    • 77956316182 scopus 로고    scopus 로고
    • A single amino acid change converts the sugar sensor SGLT3 into a sugar transporter
    • Bianchi, L.; Diez-Sampedro, A. A Single Amino Acid Change Converts the Sugar Sensor SGLT3 into a Sugar Transporter. PLoS One 2010, 5, e10241.
    • (2010) PLoS One , vol.5 , pp. e10241
    • Bianchi, L.1    Diez-Sampedro, A.2
  • 18
    • 1242272759 scopus 로고    scopus 로고
    • The Sodium/Gucose cotransport family SLC5
    • Wright, E. M.; Turk, E. The Sodium/Gucose Cotransport Family SLC5. Pfluegers Arch. 2004, 447, 510-518.
    • (2004) Pfluegers Arch. , vol.447 , pp. 510-518
    • Wright, E.M.1    Turk, E.2
  • 19
    • 78651349221 scopus 로고    scopus 로고
    • Biology of human sodium glucose transporters
    • Wright, E. M.; Loo, D. D. F.; Hirayama, B. A. Biology of Human Sodium Glucose Transporters. Physiol. Rev. 2011, 91, 733-794.
    • (2011) Physiol. Rev. , vol.91 , pp. 733-794
    • Wright, E.M.1    Loo, D.D.F.2    Hirayama, B.A.3
  • 20
    • 84919662775 scopus 로고    scopus 로고
    • Sodium glucose Co-transporter-2 (SGLT2) inhibitors: A review of their basic and clinical pharmacology
    • Kalra, S. Sodium Glucose Co-Transporter-2 (SGLT2) Inhibitors: A Review of Their Basic and Clinical Pharmacology. Diabetes Ther. 2014, 5, 355-366.
    • (2014) Diabetes Ther. , vol.5 , pp. 355-366
    • Kalra, S.1
  • 21
    • 0023275573 scopus 로고
    • Correction of hyperglycemia with phlorizin normalizes tissue sensitivity to insulin in diabetic rats
    • Rossetti, L.; Smith, D.; Shulman, G. I.; Papachristou, D.; DeFronzo, R. A. Correction of Hyperglycemia with Phlorizin Normalizes Tissue Sensitivity to Insulin in Diabetic Rats. J. Clin. Invest. 1987, 79, 1510-1515.
    • (1987) J. Clin. Invest. , vol.79 , pp. 1510-1515
    • Rossetti, L.1    Smith, D.2    Shulman, G.I.3    Papachristou, D.4    DeFronzo, R.A.5
  • 23
    • 33845873376 scopus 로고    scopus 로고
    • Sergliflozin, a novel selective inhibitor of low-affinity sodium glucose cotransporter (SGLT2), validates the critical role of SGLT2 in renal glucose reabsorption and modulates plasma glucose level
    • Katsuno, K.; Fujimori, Y.; Takemura, Y.; Hiratochi, M.; Itoh, F.; Komatsu, Y.; Fujikura, H.; Isaji, M. Sergliflozin, a Novel Selective Inhibitor of Low-Affinity Sodium Glucose Cotransporter (SGLT2), Validates the Critical Role of SGLT2 in Renal Glucose Reabsorption and Modulates Plasma Glucose Level. J. Pharmacol. Exp. Ther. 2007, 320, 323-330.
    • (2007) J. Pharmacol. Exp. Ther. , vol.320 , pp. 323-330
    • Katsuno, K.1    Fujimori, Y.2    Takemura, Y.3    Hiratochi, M.4    Itoh, F.5    Komatsu, Y.6    Fujikura, H.7    Isaji, M.8
  • 25
  • 26
    • 84864118760 scopus 로고    scopus 로고
    • KGA-2727, a novel selective inhibitor of a high-affinity sodium glucose cotransporter (SGLT1), exhibits antidiabetic efficacy in rodent models
    • Shibazaki, T.; Tomae, M.; Ishikawa-Takemura, Y.; Fushimi, N.; Itoh, F.; Yamada, M.; Isaji, M. KGA-2727, a Novel Selective Inhibitor of a High-Affinity Sodium Glucose Cotransporter (SGLT1), Exhibits Antidiabetic Efficacy in Rodent Models. J. Pharmacol. Exp. Ther. 2012, 342, 288-296.
    • (2012) J. Pharmacol. Exp. Ther. , vol.342 , pp. 288-296
    • Shibazaki, T.1    Tomae, M.2    Ishikawa-Takemura, Y.3    Fushimi, N.4    Itoh, F.5    Yamada, M.6    Isaji, M.7
  • 27
    • 84878060305 scopus 로고    scopus 로고
    • Effects of a new SGLT2 inhibitor, luseogliflozin, on diabetic nephropathy in T2DN rats
    • Kojima, N.; Williams, J. M.; Takahashi, T.; Miyata, N.; Roman, R. J. Effects of a New SGLT2 Inhibitor, Luseogliflozin, on Diabetic Nephropathy in T2DN Rats. J. Pharmacol. Exp. Ther. 2013, 345, 464-472.
    • (2013) J. Pharmacol. Exp. Ther. , vol.345 , pp. 464-472
    • Kojima, N.1    Williams, J.M.2    Takahashi, T.3    Miyata, N.4    Roman, R.J.5
  • 28
    • 84940885315 scopus 로고    scopus 로고
    • Characterization of intestinal absorption of C-glycoside flavonoid vicenin-2 from lychnophora ericoides leafs in rats by nonlinear mixed effects modeling
    • Buqui, G. A.; Sy, S. K. B.; Merino-Sanjuan, M.; Gouvea, D. R.; Nixdorf, S. L.; Kimura, E.; Derendorf, H.; Lopes, N. P.; Diniz, A. Characterization of Intestinal Absorption of C-Glycoside Flavonoid Vicenin-2 from Lychnophora ericoides Leafs in Rats by Nonlinear Mixed Effects Modeling. Rev. Bras. Farmacogn. 2015, 25, 212-218.
    • (2015) Rev. Bras. Farmacogn. , vol.25 , pp. 212-218
    • Buqui, G.A.1    Sy, S.K.B.2    Merino-Sanjuan, M.3    Gouvea, D.R.4    Nixdorf, S.L.5    Kimura, E.6    Derendorf, H.7    Lopes, N.P.8    Diniz, A.9
  • 29
    • 84964284445 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of novel tetrahydroisoquinoline-C-aryl glucosides as SGLT2 inhibitors for the treatment of type 2 diabetes
    • Pan, X.; Huan, Y.; Shen, Z.; Liu, Z. Synthesis and Biological Evaluation of Novel Tetrahydroisoquinoline-C-Aryl Glucosides as SGLT2 Inhibitors for the Treatment of Type 2 Diabetes. Eur. J. Med. Chem. 2016, 114, 89-100.
    • (2016) Eur. J. Med. Chem. , vol.114 , pp. 89-100
    • Pan, X.1    Huan, Y.2    Shen, Z.3    Liu, Z.4
  • 30
    • 84911020493 scopus 로고    scopus 로고
    • Dapagliflozin efficacy and safety: A perspective review
    • Anderson, S. L. Dapagliflozin Efficacy and Safety: A Perspective Review. Ther. Adv. Drug Saf. 2014, 5, 242-254.
    • (2014) Ther. Adv. Drug Saf. , vol.5 , pp. 242-254
    • Anderson, S.L.1
  • 31
    • 84931574332 scopus 로고    scopus 로고
    • Antidiabetic effect of green rooibos (Aspalathus linearis) extract in cultured cells and type 2 diabetic model KK-Ay mice
    • Kamakura, R.; Son, M. J.; de Beer, D.; Joubert, E.; Miura, Y.; Yagasaki, K. Antidiabetic Effect of Green Rooibos (Aspalathus linearis) Extract in Cultured Cells and Type 2 Diabetic Model KK-Ay Mice. Cytotechnology 2015, 67, 699-710.
    • (2015) Cytotechnology , vol.67 , pp. 699-710
    • Kamakura, R.1    Son, M.J.2    De Beer, D.3    Joubert, E.4    Miura, Y.5    Yagasaki, K.6
  • 32
    • 84925489663 scopus 로고    scopus 로고
    • Aspalathin and nothofagin from rooibos (Aspalathus linearis) inhibits high glucose-induced inflammation in vitro and in vivo
    • Ku, S.-K.; Kwak, S.; Kim, Y.; Bae, J.-S. Aspalathin and Nothofagin from Rooibos (Aspalathus linearis) Inhibits High Glucose-Induced Inflammation In Vitro and In Vivo. Inflammation 2015, 38, 445-455.
    • (2015) Inflammation , vol.38 , pp. 445-455
    • Ku, S.-K.1    Kwak, S.2    Kim, Y.3    Bae, J.-S.4
  • 33
    • 69549130914 scopus 로고    scopus 로고
    • A mitsunobu route to C-glycosides
    • Pasetto, P.; Walczak, M. C. A Mitsunobu Route to C-Glycosides. Tetrahedron 2009, 65, 8468-8477.
    • (2009) Tetrahedron , vol.65 , pp. 8468-8477
    • Pasetto, P.1    Walczak, M.C.2
  • 34
    • 0024428583 scopus 로고
    • Synthetic study toward vineomycins. Synthesis of C-aryl glycoside sector via hafnocene dichloride-silver perchlorate-promoted tactics
    • Matsumoto, T.; Katsuki, M.; Jona, H.; Suzuki, K. Synthetic Study Toward Vineomycins. Synthesis of C-Aryl Glycoside Sector via Hafnocene Dichloride-Silver Perchlorate-Promoted Tactics. Tetrahedron Lett. 1989, 30, 6185-6188.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 6185-6188
    • Matsumoto, T.1    Katsuki, M.2    Jona, H.3    Suzuki, K.4
  • 36
    • 77956218281 scopus 로고    scopus 로고
    • A Pd-catalyzed approach to (1→6)-linked C-glycosides
    • Koester, D. C.; Leibeling, M.; Neufeld, R.; Werz, D. B. A Pd-Catalyzed Approach to (1→6)-Linked C-Glycosides. Org. Lett. 2010, 12, 3934-3937.
    • (2010) Org. Lett. , vol.12 , pp. 3934-3937
    • Koester, D.C.1    Leibeling, M.2    Neufeld, R.3    Werz, D.B.4
  • 38
    • 0034649720 scopus 로고    scopus 로고
    • Radical-mediated synthesis of α-C-glycosides based on N-acyl galactosamine
    • SanMartin, R.; Tavassoli, B.; Walsh, K. E.; Walter, D. S.; Gallagher, T. Radical-Mediated Synthesis of α-C-Glycosides Based on N-Acyl Galactosamine. Org. Lett. 2000, 2, 4051-4054.
    • (2000) Org. Lett. , vol.2 , pp. 4051-4054
    • SanMartin, R.1    Tavassoli, B.2    Walsh, K.E.3    Walter, D.S.4    Gallagher, T.5
  • 39
    • 0001397662 scopus 로고
    • New approach to CAryl glycosides starting from phenol and glycosyl fluoride. Lewis acid-catalyzed rearrangement of O-glycoside to C-glycoside
    • Matsumoto, T.; Katsuki, M.; Suzuki, K. New Approach to CAryl Glycosides Starting from Phenol and Glycosyl Fluoride. Lewis Acid-Catalyzed Rearrangement of O-Glycoside to C-Glycoside. Tetrahedron Lett. 1988, 29, 6935-6938.
    • (1988) Tetrahedron Lett. , vol.29 , pp. 6935-6938
    • Matsumoto, T.1    Katsuki, M.2    Suzuki, K.3
  • 40
    • 0035902235 scopus 로고    scopus 로고
    • Synthesis of C-aryl and C-alkyl glycosides using glycosyl phosphates
    • Palmacci, E. R.; Seeberger, P. H. Synthesis of C-Aryl and C-Alkyl Glycosides Using Glycosyl Phosphates. Org. Lett. 2001, 3, 1547-1550.
    • (2001) Org. Lett. , vol.3 , pp. 1547-1550
    • Palmacci, E.R.1    Seeberger, P.H.2
  • 43
    • 84908530414 scopus 로고    scopus 로고
    • Chemistry: Chemical con artists foil drug discovery
    • Baell, J.; Walters, M. A. Chemistry: Chemical Con Artists Foil Drug Discovery. Nature 2014, 513, 481-483.
    • (2014) Nature , vol.513 , pp. 481-483
    • Baell, J.1    Walters, M.A.2
  • 45
    • 0001934645 scopus 로고
    • Polyphenols of nothofagus species. II. Heartwood of nothofagus f usca
    • Hillis, W. E.; Inoue, T. Polyphenols of Nothofagus Species. II. Heartwood of Nothofagus f usca. Phytochemistry 1967, 6, 59-67.
    • (1967) Phytochemistry , vol.6 , pp. 59-67
    • Hillis, W.E.1    Inoue, T.2
  • 46
    • 0007775363 scopus 로고
    • Organosilicon compounds. X. Molecular rearrangements. 10. Hydrogen-halogen exchange reactions of triethylsilane. New rearrangement of neopentyl chloride
    • Whitmore, F. C.; Pietrusza, E. W.; Sommer, L. H. Organosilicon Compounds. X. Molecular Rearrangements. 10. Hydrogen-Halogen Exchange Reactions of Triethylsilane. New Rearrangement of Neopentyl Chloride. J. Am. Chem. Soc. 1947, 69, 2108-2110.
    • (1947) J. Am. Chem. Soc. , vol.69 , pp. 2108-2110
    • Whitmore, F.C.1    Pietrusza, E.W.2    Sommer, L.H.3
  • 47
    • 77950240519 scopus 로고    scopus 로고
    • Concise total syntheses of aspalathin and nothofagin
    • Yepremyan, A.; Salehani, B.; Minehan, T. G. Concise Total Syntheses of Aspalathin and Nothofagin. Org. Lett. 2010, 12, 1580-1583.
    • (2010) Org. Lett. , vol.12 , pp. 1580-1583
    • Yepremyan, A.1    Salehani, B.2    Minehan, T.G.3
  • 48
    • 63149156356 scopus 로고    scopus 로고
    • An enzymatic fluorimetric assay for glucose-6-phosphate: Application in an in vitro warburg-like effect
    • Zhu, A.; Romero, R.; Petty, H. R. An Enzymatic Fluorimetric Assay for Glucose-6-phosphate: Application in an In Vitro Warburg-Like Effect. Anal. Biochem. 2009, 388, 97-101.
    • (2009) Anal. Biochem. , vol.388 , pp. 97-101
    • Zhu, A.1    Romero, R.2    Petty, H.R.3
  • 49
    • 79952441521 scopus 로고    scopus 로고
    • An enzymatic photometric assay for 2-deoxyglucose uptake in insulin-responsive tissues and 3T3-L1 adipocytes
    • Saito, K.; Lee, S.; Shiuchi, T.; Toda, C.; Kamijo, M.; Inagaki-Ohara, K.; Okamoto, S.; Minokoshi, Y. An Enzymatic Photometric Assay for 2-Deoxyglucose Uptake in Insulin-Responsive Tissues and 3T3-L1 Adipocytes. Anal. Biochem. 2011, 412, 9-17.
    • (2011) Anal. Biochem. , vol.412 , pp. 9-17
    • Saito, K.1    Lee, S.2    Shiuchi, T.3    Toda, C.4    Kamijo, M.5    Inagaki-Ohara, K.6    Okamoto, S.7    Minokoshi, Y.8
  • 51
    • 84955187389 scopus 로고    scopus 로고
    • In silico modeling of aspalathin and nothofagin against SGLT2
    • Liu, W.; Wang, H.; Meng, F. In Silico Modeling of Aspalathin and Nothofagin Against SGLT2. J. Theor. Comput. Chem. 2015, 14, 1550056.
    • (2015) J. Theor. Comput. Chem. , vol.14 , pp. 1550056
    • Liu, W.1    Wang, H.2    Meng, F.3
  • 52
    • 0033544649 scopus 로고    scopus 로고
    • The inhibition of GLUT1 glucose transport and cytochalasin B binding activity by tricyclic antidepressants
    • Pinkofsky, H. B.; Dwyer, D. S.; Bradley, R. J. The Inhibition of GLUT1 Glucose Transport and Cytochalasin B Binding Activity by Tricyclic Antidepressants. Life Sci. 1999, 66, 271-278.
    • (1999) Life Sci. , vol.66 , pp. 271-278
    • Pinkofsky, H.B.1    Dwyer, D.S.2    Bradley, R.J.3
  • 53
    • 0018173859 scopus 로고
    • Cytochalasin B binding proteins in human erythrocyte membranes. Modulation of glucose sensitivity by site interaction and partial solubilization of binding activities
    • Pinkofsky, H. B.; Rampal, A. L.; Cowden, M. A.; Jung, C. Y. Cytochalasin B Binding Proteins in Human Erythrocyte Membranes. Modulation of Glucose Sensitivity by Site Interaction and Partial Solubilization of Binding Activities. J. Biol. Chem. 1978, 253, 4930-4937.
    • (1978) J. Biol. Chem. , vol.253 , pp. 4930-4937
    • Pinkofsky, H.B.1    Rampal, A.L.2    Cowden, M.A.3    Jung, C.Y.4
  • 54
    • 0017399443 scopus 로고
    • Cytochalasin B binding sites and glucose transport carrier in human erythrocyte ghosts
    • Jung, C. Y.; Rampal, A. L. Cytochalasin B Binding Sites and Glucose Transport Carrier in Human Erythrocyte Ghosts. J. Biol. Chem. 1977, 252, 5456-5463.
    • (1977) J. Biol. Chem. , vol.252 , pp. 5456-5463
    • Jung, C.Y.1    Rampal, A.L.2
  • 55
    • 77950571108 scopus 로고    scopus 로고
    • New substructure filters for removal of pan assay interference compounds (PAINS) from screening libraries and for their exclusion in bioassays
    • Baell, J. B.; Holloway, G. A. New Substructure Filters for Removal of Pan Assay Interference Compounds (PAINS) from Screening Libraries and for Their Exclusion in Bioassays. J. Med. Chem. 2010, 53, 2719-2740.
    • (2010) J. Med. Chem. , vol.53 , pp. 2719-2740
    • Baell, J.B.1    Holloway, G.A.2
  • 56
    • 84979854830 scopus 로고    scopus 로고
    • FAF-drugs3: A web server for compound property calculation and chemical library design
    • Lagorce, D.; Sperandio, O.; Baell, J. B.; Miteva, M. A.; Villoutreix, B. O. FAF-Drugs3: A Web Server for Compound Property Calculation and Chemical Library Design. Nucleic Acids Res. 2015, 43, W200-W207.
    • (2015) Nucleic Acids Res. , vol.43 , pp. W200-W207
    • Lagorce, D.1    Sperandio, O.2    Baell, J.B.3    Miteva, M.A.4    Villoutreix, B.O.5
  • 58
    • 43649094583 scopus 로고    scopus 로고
    • Distribution of amino acids in a lipid bilayer from computer simulations
    • MacCallum, J. L.; Bennett, W. F. D.; Tieleman, D. P. Distribution of Amino Acids in a Lipid Bilayer from Computer Simulations. Biophys. J. 2008, 94, 3393-3404.
    • (2008) Biophys. J. , vol.94 , pp. 3393-3404
    • MacCallum, J.L.1    Bennett, W.F.D.2    Tieleman, D.P.3
  • 59
    • 84946416234 scopus 로고    scopus 로고
    • GROMACS: High performance molecular simulations through multi-level parallelism from laptops to supercomputers
    • Abraham, M. J.; Murtola, T.; Schulz, R.; Páll, S.; Smith, J. C.; Hess, B.; Lindahl, E. GROMACS: High Performance Molecular Simulations Through Multi-level Parallelism from Laptops to Supercomputers. SoftwareX 2015, 1-2, 19-25.
    • (2015) SoftwareX , vol.1-2 , pp. 19-25
    • Abraham, M.J.1    Murtola, T.2    Schulz, R.3    Páll, S.4    Smith, J.C.5    Hess, B.6    Lindahl, E.7
  • 61
    • 84899933010 scopus 로고    scopus 로고
    • Testing and validation of the automated topology builder (ATB) version 2.0: Prediction of hydration free enthalpies
    • Koziara, K. B.; Stroet, M.; Malde, A. K.; Mark, A. E. Testing and Validation of the Automated Topology Builder (ATB) Version 2.0: Prediction of Hydration Free Enthalpies. J. Comput.-Aided Mol. Des. 2014, 28, 221-233.
    • (2014) J. Comput.-Aided Mol. Des. , vol.28 , pp. 221-233
    • Koziara, K.B.1    Stroet, M.2    Malde, A.K.3    Mark, A.E.4
  • 62
    • 4544369164 scopus 로고
    • A generalized reaction field method for molecular dynamics simulations
    • Tironi, I. G.; Sperb, R.; Smith, P. E.; van Gunsteren, W. F. A Generalized Reaction Field Method for Molecular Dynamics Simulations. J. Chem. Phys. 1995, 102, 5451-9.
    • (1995) J. Chem. Phys. , vol.102 , pp. 5451-5459
    • Tironi, I.G.1    Sperb, R.2    Smith, P.E.3    Van Gunsteren, W.F.4
  • 63
    • 38749123962 scopus 로고    scopus 로고
    • P-LINCS: A parallel linear constraint solver for molecular simulation
    • Hess, B. P-LINCS: A Parallel Linear Constraint Solver for Molecular Simulation. J. Chem. Theory Comput. 2008, 4, 116-122.
    • (2008) J. Chem. Theory Comput. , vol.4 , pp. 116-122
    • Hess, B.1
  • 64
    • 84986440341 scopus 로고
    • SETTLE: An analytical version of the SHAKE and RATTLE algorithm for rigid water models
    • Miyamoto, S.; Kollman, P. A. SETTLE: An Analytical Version of the SHAKE and RATTLE Algorithm for Rigid Water Models. J. Comput. Chem. 1992, 13, 952-62.
    • (1992) J. Comput. Chem. , vol.13 , pp. 952-962
    • Miyamoto, S.1    Kollman, P.A.2
  • 65
    • 33846086933 scopus 로고    scopus 로고
    • Canonical sampling through velocity rescaling
    • Bussi, G.; Donadio, D.; Parrinello, M. Canonical Sampling Through Velocity Rescaling. J. Chem. Phys. 2007, 126, 014101.
    • (2007) J. Chem. Phys. , vol.126 , pp. 014101
    • Bussi, G.1    Donadio, D.2    Parrinello, M.3
  • 66
    • 0019707626 scopus 로고
    • Polymorphic transitions in single crystals: A new molecular dynamics method
    • Parrinello, M.; Rahman, A. Polymorphic Transitions in Single Crystals: A New Molecular Dynamics Method. J. Appl. Phys. 1981, 52, 7182-7190.
    • (1981) J. Appl. Phys. , vol.52 , pp. 7182-7190
    • Parrinello, M.1    Rahman, A.2
  • 67
    • 78651282170 scopus 로고    scopus 로고
    • G-wham: A free weighted histogram analysis implementation including robust error and autocorrelation estimates
    • Hub, J. S.; de Groot, B. L.; van der Spoel, D. g-wham: A Free Weighted Histogram Analysis Implementation Including Robust Error and Autocorrelation Estimates. J. Chem. Theory Comput. 2010, 6, 3713-3720.
    • (2010) J. Chem. Theory Comput. , vol.6 , pp. 3713-3720
    • Hub, J.S.1    De Groot, B.L.2    Van Der-Spoel, D.3


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