Next Article in Journal
New Compounds from Rhodiola Kirilowii
Previous Article in Journal
Synthesis and Biological Activity of 5-Aminopyrimidineterpenes
Article Menu

Article Versions

Export Article

Open AccessArticle
Sci. Pharm. 2007, 75(1), 9-28; doi:10.3797/scipharm.2007.75.9 (registering DOI)

Utility of 6-Amino-2-thiouracil as a Precursor for the Synthesis of Pyrido[2,3-d]Pyrimidines and their in vitro and in vivo Biological Evaluation

1
Department of Photochemistry, National Research Center, Dokki, Giza, Egypt.
2
Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt.
*
Authors to whom correspondence should be addressed.
Received: 1 January 2007 / Accepted: 1 January 2007 / Published: 30 March 2007
Download PDF [488 KB, uploaded 4 January 2017]

Abstract

The condensation of 6-amino-2-thiouracil 1 with aromatic aldehydes afforded azamethine derivatives 3a,b. The formed azamethines underwent [4+2] cycloaddition with enaminones 4a-c and enaminonitrile 9 to form the corresponding condensed pyrimidines 8a-f and 11a,b respectively. On the other hand the interaction of 3a,b with acetylene derivatives 12a,b, 14 afforded the corresponding pyrido[2,3-d]pyrimidine 13a-d and 16a,b respectively. The synthesized 2-azadiene 18 failed to add either electron-poor or push-pull dienophile. The in vitro antimicrobial activity of some of the newly synthesized compounds was examined. All the tested compounds proved to be active as antibacterial and antifungal agents. Also the in vivo antitumor activity of compounds 8a, 11b, 13a,d and 16b against lung (H460) and liver (HEPG2) carcinoma cells was examined. Compounds 8a, 16b showed moderate activity against lung carcinoma cell line (H460).
Keywords: 6-Amino-2-thiouracil; 2-Azadiene; Pyrido[2,3-d]pyrimidine; Antimicrobial; Antitumor 6-Amino-2-thiouracil; 2-Azadiene; Pyrido[2,3-d]pyrimidine; Antimicrobial; Antitumor
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Mohamed, N.R.; El-Saidi, M.M.T.; Ali, Y.M.; Elnagdi, M.H. Utility of 6-Amino-2-thiouracil as a Precursor for the Synthesis of Pyrido[2,3-d]Pyrimidines and their in vitro and in vivo Biological Evaluation. Sci. Pharm. 2007, 75, 9-28.

Show more citation formats Show less citations formats

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Sci. Pharm. EISSN 2218-0532 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top