Citation: Shams-uz-zaman, Tabassum Siddiqui, Mohd. Gulfam Alam, Najmul Islam, Lin Bai. A two step facile synthesis of new steroidal linear and angular pyranones having anti-mycobacterial activity[J]. Chinese Chemical Letters, ;2009, 20(2): 153-157. doi: 10.1016/j.cclet.2008.10.049 shu

A two step facile synthesis of new steroidal linear and angular pyranones having anti-mycobacterial activity

a Department of Chemistry (Steroid Lab), Aligarh Muslim University, Aligarh 202002, India;
b Department of Biochemistry, Faculty of medicine, J.N. Medical College, A.M.U., Aligarh 202002, India

Received Date: 1 July 2008

Fund Project: Authors thank the Chairman, Department of Chemistry for providing necessary facilities. We are also thankful to the Department of Biochemistry, Faculty of Medicine, J.N. Medical College for screening our compounds for antimycobacterial activity.

Title compounds 2',2'-dimethylcholesta-2,4-dien[3,2-b]-pyran-4'-one (3), 2',2'-dimethyl-3β-substituted cholesta-4,6-dien[7,6-b]-pyran-4'-one (6a,b) and (6c) were prepared by the cyclization of 2-acetylcholesta-2,4-dien-3-ol (2), 6-acetyl-3β-substitutedcholesta-4,6-dien-7-ol (5a,b) and (5c) respectively, with pyrrolidine, dry benzene and dry acetone using Dean Stark separator through conventional heating. Furthermore, compounds were also found to be active against Mycobacterium tuberculosis.
- Steroidal linear and angular pyranones,
- Acetyl hydroxy derivative of steroids,
- Pyrrolidine,
- Acetyl chloride,
- Dean Stark separator,
- Anti-mycobacterial activity
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