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Pharmaceutical Chemistry Journal

, Volume 45, Issue 1, pp 22–25 | Cite as

Synthesis and antimicrobial activity of a number of pyrroloindole derivatives

  • Sh. A. Samsoniya
  • D. O. Kadzhrishvili
  • I. Sh. Chikvaidze
Article

A method for the predominant synthesis of linear pyrroloindoles was developed, based on the attachment of the pyrrole ring to indoline and including diazo coupling of 5-and 6-aminoindolines followed by reduction, condensation with pyruvic acid ethyl ester, and indolization of the resulting 5-and 6-indolinylhydrazines. The in vitro antimicrobial, tuberculostatic, and antifungal activities of a number of 3H,6H-pyrrolo[3,2-e]indole, 1H,7H-pyrrolo[3,2-f]indole, and 1H,5H-pyrrolo[3,2-f]indole derivatives were studied. 1-(p-Chlorophenylazo)-3H,6H-pyrrolo[3,2-e]indole (XIX) and 3,5-di(p-chlorophenylazo)-1H,7H-pyrrolo[3,2-f]indole (XXIII) had high, 1-(p-nitrophenylazo)-3H,6H-pyrrolo[3,2-e]indole (XX) had moderate, and 2,7-diethoxycarbonyl3H,6H-pyrrolo[3,2-e]indole (XVIII) had weak tuberculostatic activity. 3,5-p-Chlorophenylazo)-1H,7H-pyrrolo[3,2-f]indole (XXIII) had high activity against Gram-negative bacteria.

Key words

Pyrroloindole derivatives synthesis antimicrobial activity 

References

  1. 1.
    Sh. A. Samsoniya, N. L. Targamdze, L. G. Tret’yakova, et al., Khim. Geterotsikl. Soedin., No. 3, 938 – 944 (1977).Google Scholar
  2. 2.
    Sh. A. Samsoniya, D. O. Kadzhrishvili, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 2, 268 – 271 (1981).Google Scholar
  3. 3.
    Sh. A. Samsoniya, D. O. Kadzhrishvili, E. N. Gordeev, et al., Khim. Geterotsikl. Soedin., No. 4, 504 – 507 (1982).Google Scholar
  4. 4.
    D. O. Kadzhrishvili, Sh. A. Samsoniya, E. N. Gordeev, et al., Khim. Geterotsikl. Soedin., No. 8, 1086 – 1091 (1983).Google Scholar
  5. 5.
    Sh. A. Samsoniya, D. O. Kadzhrishvili, and E. N. Gordeev, Khim. Geterotsikl. Soedin., No. 9, 1219 – 1222 (1984).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  • Sh. A. Samsoniya
    • 1
  • D. O. Kadzhrishvili
    • 1
  • I. Sh. Chikvaidze
    • 1
  1. 1.Ivane Dzhavakhishvili Tbilisi State UniversityTbilisiGeorgia

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