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References
Rijken, D. C. & Lijnen, H. R. New insights into the molecular mechanisms of the fibrinolytic system. J. Thromb. Haemost. 7, 4–13 (2008).
Castellino, F. J. & Ploplis, V. A. Structure and function of the plasminogen/plasmin system. Thromb. Haemost. 93, 647–654 (2005).
Cockell, C. S., Marshall, J. M., Dawson, K. M., Cederholm-Williams, S. A. & Ponting, C. P. Evidence that the conformation of unliganded human plasminogen is maintained via an intramolecular interaction between the lysine-binding site of kringle 5 and the N-terminal peptide. Biochem. J. 333, 99–105 (1998).
An, S. S. et al. Lysine-50 is a likely site for anchoring the plasminogen N-terminal peptide to lysine-binding kringles. Protein Sci. 7, 1960–1969 (1998).
Hasumi, K., Yamamichi, S. & Harada, T. Small molecule modulators of the zymogen activation in the fibrinolytic and coagulation systems. FEBS J. 277, 3675–3687 (2010).
Takayasu, R., Hasumi, K., Shinohara, C. & Endo, A. Enhancement of fibrin binding and activation of plasminogen by staplabin through induction of a conformational change in plasminogen. FEBS Lett. 418, 58–62 (1997).
Ohyama, S., Harada, T., Chikanishi, T., Miura, Y. & Hasumi, K. Nonlysine-analog plasminogen modulators promote autocatalytic generation of plasmin(ogen) fragments with angiostatin-like activity. Eur. J. Biochem. 271, 809–820 (2004).
Hashimoto, T., Shibata, K., Nobe, K., Hasumi, K. & Honda, K. A novel embolic model of cerebral infarction and evaluation of SMTP-7, a novel fungal triprenyl phenol metabolite. J. Pharmacol. Sci. 114, 41–49 (2010).
Shibata, K., Hashimoto, T., Nobe, K., Hasumi, K. & Honda, K. A novel finding of a low-molecular-weight compound, SMTP-7, having thrombolytic and anti-inflammatory effects in cerebral infarction of mice. N.-S. Arch. Pharmacol. 382, 245–253 (2010).
Miyazaki, T. et al. Distinct effects of tissue-type plasminogen activator and SMTP-7 on cerebrovascular inflammation following thrombolytic reperfusion. Stroke 42, 1097–1104 (2011).
Shibata, K., Hashimoto, T., Nobe, K., Hasumi, K. & Honda, K. Neuroprotective mechanisms of SMTP-7 in cerebral infarction model in mice. N.-S. Arch. Pharmacol. 384, 103–108 (2011).
Shinohara, C., Hasumi, K., Hatsumi, W. & Endo, A. Staplabin, a novel fungal triprenyl phenol which stimulates the binding of plasminogen to fibrin and U937 cells. J. Antibiot. 49, 961–966 (1996).
Kohyama, T., Hasumi, K., Hamanaka, A. & Endo, A. SMTP-1 and -2, novel analogs of staplabin produced by Stachybotrys microspora IFO30018. J. Antibiot. 50, 172–174 (1997).
Hasumi, K. et al. Isolation of SMTP-3, -4, -5 and -6, novel analogs of staplabin, and their effects on plasminogen activation and fibrinolysis. J. Antibiot. 51, 1059–1068 (1998).
Hu, W., Ohyama, S. & Hasumi, K. Activation of fibrinolysis by SMTP-7 and -8, novel staplabin analogs with a pseudosymmetric structure. J. Antibiot. 53, 241–247 (2000).
Hu, W., Kitano, Y. & Hasumi, K. SMTP-4D, -5D, -6D, -7D and -8D, a new series of the non-lysine-analog plasminogen modulators with a D-amino acid moiety. J. Antibiot. 56, 832–837 (2003).
Hasumi, K., Hasegawa, K. & Kitano, Y. Isolation and absolute configuration of SMTP-0, a simplest congener of the SMTP family nonlysine-analog plasminogen modulators. J. Antibiot. 60, 463–468 (2007).
Hasegawa, K. et al. Structure-activity relationships of fourteen new congeners of the SMTP plasminogen modulator. J. Antibiot. 63, 589–593 (2010).
Hasumi, K. et al. Triprenyl phenol compound, process for production of triprenyl phenol compound, and thrombolysis enhancer, Tokyo University of Agriculture and Technology TLO Co., Ltd., PCT/JP2007/055749, 20 March (2007).
Hasumi, K., Ishikawa, M., Chikanishi, T., Nishimura, N. & Hasegawa, K. Pharmacological composition for metabolic syndrome, obesity, hyperglycemia, hyperlipidemia and/or fatty liver, Tokyo University of Agriculture and Technology, PCT/JP2010/053545, 4 March (2010).
Honda, K., Hashimoto, T., Shibata, K., Hasegawa, K. & Hasumi, K. Cytoprotective agent, Tokyo University of Agriculture and Technology, Showa University, TMS Co., Ltd., PCT/JP2010/051711, 5 February (2010).
Hu, W., Ohyama, S., Narasaki, R. & Hasumi, K. Selective production of staplabin and SMTPs in cultures of Stachybotrysmicrospora fed with precursor amines. J. Antibiot. 54, 962–966 (2001).
Acknowledgements
Human plasma for plasminogen isolation was provided by the Japanese Red Cross Society, Tachikawa. This work was supported in part by grant from the Japan Society for the Promotion of Science.
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Koide, H., Narasaki, R., Hasegawa, K. et al. A new series of the SMTP plasminogen modulator with a phenylglycine-based side chain. J Antibiot 65, 91–93 (2012). https://doi.org/10.1038/ja.2011.108
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DOI: https://doi.org/10.1038/ja.2011.108
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