Synthesis and Biological Activity Evaluation of Novel Fasudil Derivatives

Hang Li; Yifan Duan; Shende Jiang; Ligong Chen; Xilong Yan

doi:10.14233/ajchem.2014.17658

Issue

Vol. 26 No. 22 (2014): Vol 26 Issue 22

Issue Published : November 6, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Biological Activity Evaluation of Novel Fasudil Derivatives

https://doi.org/10.14233/ajchem.2014.17658

Hang Li

School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P.R. China

Yifan Duan

School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, P.R. China

Shende Jiang

School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P.R. China

Ligong Chen

School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, P.R. China

Xilong Yan

School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, P.R. China

Corresponding Author(s) : Xilong Yan

yan@tju.edu.cn

Asian Journal of Chemistry, Vol. 26 No. 22 (2014): Vol 26 Issue 22
Article Published : November 6, 2014

Abstract

A series of isoquinoline Rho kinase inhibitors were designed and synthesized based on the ligand-binding pocket model with fasudil as the lead compound. Their biological activity including Rho kinsase inhibitory activity, cell viability were systematically evaluated on (3-[4,5-dimethyltyhiazol-2-yl]-2,5-diphenyl tetrazolium bromide) (MTT) assay and lactate deyhydrogenase (LDH) assay. Among these analogues, compounds 2, 3 and 6 not only exhibited Rho kinase inhibitory activity, but also promoted better cell viability. Therefore, they are potential candidates for the future drug discovery.

Keywords

(3-[4,5-Dimethyltyhiazol-2-yl]-2,5-diphenyl tetrazolium bromide) (MTT) assay and lactate deyhydrogenase (LDH) assay

Li, H., Duan, Y., Jiang, S., Chen, L., & Yan, X. (2014). Synthesis and Biological Activity Evaluation of Novel Fasudil Derivatives. Asian Journal of Chemistry, 26(22), 7725–7730. https://doi.org/10.14233/ajchem.2014.17658

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References

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References

J.K. Liao, M. Seto and K. Noma, J. Cardiovasc. Pharmacol., 50, 17 (2007); doi:10.1097/FJC.0b013e318070d1bd.

I.A. Abdel-Hamid, Drug Discov. Today, 10, 1459 (2005); doi:10.1016/S1359-6446(05)03596-8.

A. Masumoto, M. Masahiro, H. Shimokawa, L. Urakami, M. Usui and A. Takeshita, Circulation, 105, 1545 (2002); doi:10.1161/hc1002.105938.

V.P. Rao and D.L. Epstein, BioDrugs, 21, 167 (2007); doi:10.2165/00063030-200721030-00004.

H. Tokushige, M. Inatani, S. Nemoto, H. Sakaki, K. Katayama, M. Uehata and H. Tanihara, Invest. Ophthalmol. Vis. Sci., 48, 3216 (2007); doi:10.1167/iovs.05-1617.

I. Cicha, M. Goppelt-Struebe, S. Muehlich, A. Yilmaz, D. Raaz, W.G. Daniel and C.D. Garlichs, Atherosclerosis, 196, 136 (2008); doi:10.1016/j.atherosclerosis.2007.03.016.

M. Kobayashi, H. Kume, T. Oguma, Y. Makino, Y. Ito and K. Shimokata, Clin. Exp. Allergy, 38, 135 (2008); doi:10.1111/j.1365-2222.2007.02879.x.

B.K. Mueller, H. Mack and N. Teusch, Nat. Rev. Drug Discov., 4, 387 (2005); doi:10.1038/nrd1719.

L. Yin, K. Morishige, T. Takahashi, K. Hashimoto, S. Ogata, S. Tsutsumi, K. Takata, T. Ohta, J. Kawagoe, K. Takahashi and H. Kurachi, Mol. Cancer Ther., 6, 1517 (2007); doi:10.1158/1535-7163.MCT-06-0689.

K. Noma, N. Oyama and J.K. Liao, Am. J. Physiol. Cell Physiol., 290, 661 (2005); doi:10.1152/ajpcell.00459.2005.

M. Iwakubo, A. Takami, Y. Okada, T. Kawata, Y. Tagami, H. Ohashi, M. Sato, T. Sugiyama, K. Fukushima and H. Iijima, Bioorg. Med. Chem., 15, 350 (2007); doi:10.1016/j.bmc.2006.09.052.

P. Lingor, L. Tonges, N. Pieper, C. Bermel, E. Barski, V. Planchamp and M. Bahr, Brain, 131, 250 (2008); doi:10.1093/brain/awm284.

I. Barbaric, M. Jones, D.J. Harley, P.J. Gokhale and P.W. Andrews, J. Biomol. Screen., 16, 603 (2011); doi:10.1177/1087057111406547.

A. Tura, F. Schuettauf, P.P. Monnier, K.U. Bartz-Schmidt and S. Henke-Fahle, Invest. Ophthalmol. Vis. Sci., 50, 452 (2008); doi:10.1167/iovs.08-1973.

K. Yamashita, Y. Kotani, Y. Nakajima, M. Shimazawa, S. Yoshimura, S. Nakashima, T. Iwama and H. Hara, Brain Res., 1154, 215 (2007); doi:10.1016/j.brainres.2007.04.013.

L. Tonges, T. Frank, L. Tatenhorst, K.A. Saal, J.C. Koch, E.M. Szego, M. Bahr, J.H. Weishaupt and P. Lingor, Brain, 135, 3355 (2012); doi:10.1093/brain/aws254.

S. Satoh, T. Utsunomiya, K. Tsurui, T. Kobayashi, I. Ikegaki, Y. Sasaki and T. Asano, Life Sci., 69, 1441 (2001); doi:10.1016/S0024-3205(01)01229-2.

T. Asano, I. Ikegaki, S. Satoh, Y. Suzuki, M. Shibuya, M. Takayasu and H. Hidaka, J. Pharmacol. Exp. Ther., 241, 1033 (1987).

K. Berg, M.B. Hansen and S.E. Nielsen, APMIS, 98, 156 (1990); doi:10.1111/j.1699-0463.1990.tb01016.x.

V. Geaugey, F. Pascal, J.M. Engasser and A. Marc, Biotechnol. Technol., 4, 257 (1990); doi:10.1007/BF00158840.

C. Baba, K. Yanagida, T. Kanzaki and M. Baba, Antiviral Chem. Chemother., 16, 33 (2005).

Issue

Vol. 26 No. 22 (2014): Vol 26 Issue 22

Synthesis and Biological Activity Evaluation of Novel Fasudil Derivatives

Corresponding Author(s) : Xilong Yan

Abstract

Keywords

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