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Progress in Chemistry 2014, Vol. 26 Issue (0203): 320-333 DOI: 10.7536/PC130652 Previous Articles   Next Articles

• Review •

Synthesis and Biological Activity of Steroids Bearing Aromatic Rings and Heterocycles

Cui Jianguo, Liu Liang, Gan Chunfang, Xiao Qi, Huang Yanmin*   

  1. College of Chemistry and Life Sciences, Guangxi Normal University, Nanning 530001
  • Received: Revised: Online: Published:
  • Supported by:

    The work was supported by the Natural Science Foundation of Guangxi Province, China (No.2010GXNSFD013019) and the Natural Science Foundation of Education Bureau of Guangxi Province, China (No. 201202ZD059)

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Steroids bearing aromatic rings and heterocycles are types of compounds with significant physiological activities. Generally, they possess a good antibacterial, anti-inflammatory and anti-tumor activity. In this paper, the synthesis and biological activity of steroids bearing aromatic rings and heterocycles in recent year are reviewed according to the classification of their structures, such as steroidal heterocycles bonded A-ring, fused A-ring, bonded B-ring, bonded D-ring, etc. Their developing trends and applying prospects are also expected.

Contents
1 Steroids bearing aromatic rings and heterocycles bonded A-ring
2 Steroids bearing aromatic rings and heterocycles fused A-ring
3 Steroids bearing aromatic rings and heterocycles bonded B-ring
4 Steroids bearing aromatic rings and heterocycles bonded D-ring
4.1 Steroids bearing aromatic rings and heterocycles bonded 17-C
4.2 Steroids bearing aromatic rings and heterocycles bonded 16-C
5 Steroids bearing aromatic rings and heterocycles fused D-ring
6 Outlook

Key words: steroids bearing aromatic ring and heterocycle, biological activity, anti-tumor activity

CLC Number: 

[1] Ackerman J H, Potts G O, Beyler A L, Clinton R O. Med. Chem., 1964, 7: 238.
[2] Hirschmann R, Buchschacher P, Steinberg N G, Fried J H, Ellis R, Kent G J. J. Am. Chem. Soc., 1964, 86: 1520.
[3] Gupta R, Pathak D, Jindal D P. Eur. J. Med. Chem., 1996, 31: 241.
[4] Abdelhalim M M, El-Saidi M M T, Rabie S T, Elmegeeda G A. Steroids, 2007, 72: 459.
[5] Abdelhalim M M, Kamel E M, Rabie S T, Mohamed N R. Steroids, 2011, 76: 78.
[6] Amr A E, Abdalla M M. Bioorg. Med. Chem., 2006, 14: 4341.
[7] Fischer D S, Allan G M, Bubert C, Vicker N, Smith A, Tutill H J. J. Med. Chem., 2005, 48: 5749.
[8] David C. WO 2010/091303 A1, 2010
[9] 史勇(Shi Y), 田伟生(Tian W S). 有机化学 (Chinese J. Org. Chem.), 2010, 30(4): 515.
[10] Šolaja B A, Opsenica D, Smith K S. J. Med. Chem. , 2008, 51: 4388.
[11] Takahashi M, Yamashita K, Numazawa M. Steroids, 2010, 75: 330.
[12] Jegham H, Maltais R, Dufour P, Roy J, Poirier D. Steroids, 2012, 77: 1403.
[13] Jurašek M, D?ubak P, Sedlak D, Dvor?kova H, Hajduch M, Bartu P, Drašar P. Steroids, 2013, 78: 356.
[14] Salman A K. Eur. J. Med. Chem., 2008, 43: 2040.
[15] Yadav M R, Sabale P M, Giridhar R, Zimmer C, Hartmann R W. Steroids, 2012, 77: 850.
[16] Elfar M, Elmegeed G A, Eskander E A, Rady H M, Tantawy M A. Eur. J. Med. Chem., 2009, 44: 3936.
[17] Yadav M R, Sabale P M, Giridhar R, Zimmer C, Haupenthal J, Hartmann R W. Steroids, 2011, 76: 464.
[18] Hana H Y, Khalil W K B, Elmakawy A I, Elmegeed G A. J. Steroid Biochem. Mol Biol., 2008, 110: 284.
[19] Gogoi S, Shekarrao K, Duarah A, Bora T C, Gogoi S, Boruah R C. Steroids, 2012, 77: 1438.
[20] Barthakur M G, Borthakur M, Boruah R C. Steroids, 2008, 73: 1137.
[21] Bai H X, Xia S J, Li Z M, Wang J M, Wang Q R. Steroids, 2012, 77: 521.
[22] Shi Y, Jia L Q, Xiao Q, Lan Q, Tang X H, Wang D H, Li M, Ji Y, Zhou T, Tian W S. Chem. Asian J., 2011, 6: 786.
[23] Shamsuzzaman M S K, Alam M, Tabassum Z, Ahmad A, Khan A U. Eur. J. Med. Chem., 2010, 45: 1094.
[24] Alonso F, Cirigliano A M, Cabrera G M, Ramírez J A. Steroids, 2010, 75: 659.
[25] Brossard D, Kihel L E, Clément M, Sebbahi W, Khalid M, Roussakis C, Rault S. Euro. J. Med. Chem., 2010, 45: 2912.
[26] Vatmurge N S, Hazra B G, Pore V S, Shirazi F, Chavan P S, Deshpande M V. Bioorg. Med. Chem. Lett., 2008, 18: 2043.
[27] Siless G E, Knott M E, Derita M G, Zacchino S A, Puricelli L, Palermo J A. Steroids, 2012, 77: 45.
[28] Rodrigues J C F, Bernardes C F, Visbal G, Urbina J A, Vercesi A E, de Souza W. Protist, 2007, 158: 447.
[29] Visbal G, Marchá E, Maldonado A, Simoni Z, Navarro M. J. Inorg. Biochem., 2008, 102: 547.
[30] Iványi Z, Wölfling J, Görbe T, Szécsi M, Wittmann T, Schneider G. Steroids, 2010, 75: 450.
[31] Banday A H, Mir B P, Lone I H, Suri K A, Kumar H M S. Steroids, 2010, 75: 805.
[32] Banday A H, Shameem S A, Gupta B D, Kumar H M. Steroids, 2010, 75: 801.
[33] Jiang C S, Huang C G, Feng B, Li J, Gong J X, Kurtán T, Guo Y W. Steroids, 2010, 75: 1153.
[34] Ma B, Xiao Z Y, Chen Y J, Lei M, Meng Y H, Guo D A, Liu X, Hu L H. Steroids, 2013, 78: 508.
[35] Li Y, Huang J, Liu J l, Yan P Y, Liu H, Sun Q, Wang X B, Wang C D. Steroids, 2011, 76: 1615.
[36] Rafat M M, Wagnat W W, Gamal A E, Rehab M S A. Steroids, 2012, 77: 1560.
[37] 崔建国(Cui J G), 刘亮(Liu L), 黄燕敏(Huang Y M), 甘春芳(Gan C F), 肖琦(Xiao Q), 黄新(Huang X), CN 201310184358.X, 2013.
[38] 崔建国(Cui J G), 刘亮(Liu L), 黄燕敏(Huang Y M), 甘春芳(Gan C F), 肖琦(Xiao Q), 孔二斌(Kong E B), CN 201310184257.2, 2013.
[39] Kakati D, Sarma R K, Saikia R, Barua N C, Sarma J C. Steroids, 2013, 78: 321.
[40] Hernández-Linares M G, Sandoval-Ramírez J, Meza-Reyes S, Montiel-Smith S, Guerrero-Luna G. Steroids, 2011, 76: 1521.
[41] Bansal R, Acharya P C. Steroids, 2012, 77: 552.
[42] Bansal R, Guleria S, Thota S, Bodhankar S L, Patwardhan M R, Zimmer C, Hartmann R W, Harvey A L. Steroids, 2012, 77: 621.
[43] Guo H, Zhang G L, Zhang T, He X R, Wu Z Y, Xiao Y L, Pan Y H, Qiu G F, Liu P, Hu X M. Eur. J. Med. Chem., 2011, 46: 3662.
[44] Guo H, Wu H T, Yang J, Xiao Y L, Altenbach H J, Qiu G F, Hu H, Wu Z Y, He X R, Zhou D S, Hu X M. Steroids, 2011, 76: 709.
[45] Huang L H, Zheng Y F, Lu Y Z, Song C J, Wang Y G, Yu B, Liu H M. Steroids, 2012, 77: 710.
[46] Huang L H, Zheng Y F, Song C J, Wang Y G, Xie Z Y, Lai Y W, Lu Y Z, Liu H M. Steroids, 2012, 77: 367.
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