Novel human umbilical vein endothelial cells (HUVEC)-apoptosis inhibitory phytosterol analogues: Insight into their structure-activity relationships

Archives of Pharmacal Research

Volumn 35, Issue 3, 2012, Pages 455-460

  Lee, Sujin ^a   Marharjan, Sony ^b   Jung, Jong Wha ^a   Kim, Nam Jung ^a   Kim, Kyeojin ^a   Han, Young Taek ^a   Lim, Changjin ^a   Choi, Hyun Jung ^b   Kwon, Young Geun ^b   Suh, Young Ger ^a  

^a Seoul National University   (South Korea)

^b Yonsei University   (South Korea)

Author keywords

Antiapoptotic agent; HUVEC; Phytosterol

Indexed keywords

2 [17 [1,5 DIMETHYLHEXYL] 10,13 DIMETHYL 2,3,4,7,8,9,10,11,12,13,14,15,16,17 TETRADECAHYDRO 1H CYCLOPENTA[ALPHA]PHENANTHREN 3 YLOXY]TETRAHYDRO 2H PYRAN; [3 ACETOXY 6 (10,13 DIMETHYL 17 (6 METHYLHEPTAN 2 YL)2,3,4,7,8,9,10,11,12,13,14,15,16,17 TETRADECAHYDRO 1H CYCLOPENTA[ALPHA]PHENANTHREN 3 YLOXY) 3,6 DIHYDRO 2H PYRAN 2 YL]METHYL ACETATE; [3 ACETOXY 6 [10,13 DIMETHYL 17 (6 METHYLHEPTAN 2 YL)HEXADECAHYDRO 1H CYCLOPENTA[ALPHA]PHENANTHREN 3 YLOXY] 3,6 DIHYDRO 2H PYRAN 2 YL]METHYL ACETATE; [3 ACETOXY 6 [17 (5 ETHYL 6 METHYLHEPT 3 EN 2 YL) 10,13 DIMETHYL 2,3,4,7,8,9,10,11,12,13,14,15,16,17 TETRADECAHYDRO 1H CYCLOPENTA[ALPHA]PHENANTHREN 3 YLOXY] 3,6 DIHYDRO 2H PYRAN 2 YL]METHYL ACETATE; [3 ACETOXY 6 [17 (5 ETHYL 6 METHYLHEPTAN 2 YL) 10,13 DIMETHYL 2,3,4,7,8,9,10,11,12,13,14,15,16,17 TETRADECAHYDRO 1H CYCLOPENTA[ALPHA]PHENANTHREN 3 YLOXY] 3,6 DIHYDRO 2H PYRAN 2 YL]METHYL ACETATE; [3 ACETOXY 6 [17 (5 ETHYL 6 METHYLHEPTAN 2 YL) 10,13 DIMETHYLHEXADECAHYDRO 1H CYCLOPENTA[ALPHA]PHENANTHREN 3 YLOXY] 3,6 DIHYDRO 2H PYRAN 2 YL]METHYL ACETATE; APOPTOSIS INHIBITOR; CARBOHYDRATE; CHOLESTANOL; HYDROXYL GROUP; PHYTOSTEROL; SITOSTANOL; UNCLASSIFIED DRUG;

APOPTOSIS; ARTICLE; CELL ELONGATION; CELL STRUCTURE; DRUG DESIGN; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HUMAN TISSUE; HYDROGENATION; STRUCTURE ACTIVITY RELATION; UMBILICAL VEIN ENDOTHELIAL CELL;

APOPTOSIS; CELL SURVIVAL; CELLS, CULTURED; DOSE-RESPONSE RELATIONSHIP, DRUG; HUMAN UMBILICAL VEIN ENDOTHELIAL CELLS; HUMANS; HYDROGENATION; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PHYTOSTEROLS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84862853457     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-012-0308-3     Document Type: Article

References (16)

1. Alvarez, R. J., Gips, S. J., Moldovan, N., Wilhide, C. C., Milliken, E. E., Hoang, A. T., Hruban, R. H., Silverman, H. S., Dang, C. V., and Goldschmidt-Clermont, P. J., 17β- Estradiol inhibits apoptosis of endothelial cells. Biochem. Biophys. Res. Commun., 237, 372-381 (1997).
2. Barber, A. J., Lieth, E., Khin, S. A., Antonetti, D. A., Buchanan, A. G., and Gardner, T. W., Neural apoptosis in the retina during experimental and human diabetes: Early onset and effect of insulin. J. Clin. Invest., 102, 783-791 (1998).
3. Bazzoni, G., Endothelial tight junctions: permeable barriers of the vessel wall. Thromb. Haemost., 95, 36-42 (2006).
4. Chen, D.-F., Zhang, H.-L., Du, S.-H., Li, H., Zhou, J.-H., Li, Y.-W., Zeng, H.-P., and Hua, Z.-C., Cholesterol myristate suppresses the apoptosis of mesenchymal stem cells via upregulation of inhibitor of differentiation. Steroids, 75, 1119-1126 (2010).
5. Hogg, N., Browning, J., Howard, T., Winterford, C., Fitzpatrick, D., and Gobé, G., Apoptosis in vascular endothelial cells caused by serum deprivation, oxidative stress and transforming growth factor-beta. Endothelium, 7, 35-49 (1999).
6. Jursic, B. S., Upadhyay, S. K., Creech, C. C., and Neumann, D. M., Novel and efficient synthesis and antifungal evaluation of 2,3-functionalized cholestane and androstane derivatives. Bioorg. Med. Chem. Lett., 20, 7372-7375 (2010).
7. Kerrigan, L. A., Zack, D. J., Quigley, H. A., Smith, S. D., and Pease, M. E., TUNEL-positive ganglion cells in human primary open-angle glaucoma. Arch. Ophthalmol., 115, 1031-1035 (1997).
8. Lee, S., Maharjan, S., Kim, K., Kim, N.-J., Choi, H.-J., Kwon, Y. G., and Suh, Y.-G., Cholesterol-derived novel antiapoptotic agents on the structural basis of ginsenoside Rk1. Bioorg. Med. Chem. Lett., 20, 7102-7105 (2010).
9. Levin, L. A. and Louhab, A., Apoptosis of retinal ganglion cells in anterior ischemic optic neuropathy. Arch. Ophthalmol., 114, 488-491 (1996).
10. Liu, X., Zhao, J., Xu, J., Zhao, B., Zhang, Y., Zhang, S., and Miao, J., Protective effects of a benzoxazine derivative against oxidized LDL-induced apoptosis and the increases of integrin â4, ROS, NF-κB and P53 in human umbilical vein endothelial cells. Bioorg. Med. Chem. Lett., 19, 2896-2900 (2009).
11. Maharjan, S., Lee, S., Agrawal, V., Choi, H.-J., Maeng, Y.-S., Kim, K., Kim, N.-J., Suh, Y.-G., and Kwon, Y.-G., Sac- 0601 prevents retinal vascular leakage in a mouse model of diabetic retinopathy. Eur. J. Pharmacol., 657, 35-40 (2011).
12. Min, J.-K., Kim, J.-H., Cho, Y.-L., Maeng, Y.-S., Lee, S.-J., Pyun, B.-J., Kim, Y.-M., Park, J. H., and Kwon, Y.-G., 20(S)-Ginsenoside Rg3 prevents endothelial cell apoptosis via inhibition of a mitochondrial caspase pathway. Biochem. Biophys. Res. Commun., 349, 987-994 (2006).
13. Oishi, K., Kobayashi, A., Fujii, K., Kanehira, D., Ito, Y., and Uchida, M. K., Angiogenesis in vitro: vascular tube formation from the differentiation of neural stem cells. J. Pharmacol. Sci., 96, 208-218 (2004).
14. Stefanec, T., Endothelial apoptosis: could it have a role in the pathogenesis and treatment of disease? Chest, 117, 841-854 (2000).
15. Tan, C.-B., Gao, M., Xu, W. R., Yang, X.-Y., Zhu, X.-M., and Du, G.-H., Protective effects of salidroside on endothelial cell apoptosis induced by cobalt chloride. Biol. Pharm. Bull., 32, 1359-1363 (2009).
16. Wong, P., Apoptosis, retinitis pigmentosa, and degeneration. Biochem. Cell Biol., 72, 489-498 (1994).