Synthetic Derivatives of Natural Alkaloid Harmine

Authors

  • M. M. Ismagulova Joint-stock company “International Research and Production Holding “Phytochemistry”, 100009, Karaganda, Republic of Kazakhstan
  • Zh. S. Nurmaganbetov Joint-stock company “International Research and Production Holding “Phytochemistry”, 100009, Karaganda, Republic of Kazakhstan
  • A. Zh. Turmukhambetov Joint-stock company “International Research and Production Holding “Phytochemistry”, 100009, Karaganda, Republic of Kazakhstan
  • T. S. Seitembetov Joint-stock company “International Research and Production Holding “Phytochemistry”, 100009, Karaganda, Republic of Kazakhstan
  • S. M. Adekenov Joint-stock company “International Research and Production Holding “Phytochemistry”, 100009, Karaganda, Republic of Kazakhstan

DOI:

https://doi.org/10.18321/ectj281

Abstract

The indole alkaloid harmine was extracted from underground part of Peganum harmala L. With the purpose of obtaining the new biological active derivatives on base of alkaloid harmine the chemical modification was carried out. The p-toluolsulfochlorid, p-toluolsulfoacid, hydrochloric, sulfuric, nitric acids, dioxide selenium and phthalic anhydride have been chosen as modifiers. For the first time quaternary ammonium salts, derivatives of N-oxide and N (2)-oxyharminiumphthalate harmine are synthesized. The structure of the synthesized compounds is determined by methods of the spectral analysis and X-ray analysis. Antimicrobic and phagocytosis stimulating activities of isolated alkaloids and their derivatives are investigated.

References

1. Clinton, R., Manson, A., Stonner, F., Beyler, A., Potts, G., Arnold, A., J. Am. Chem. Soc., Volume 81, p. 1513, (1959).

2. Sadritdinov, F.S., Kurmukov, A.G. Pharmacology of plant alkaloids and their application in medicine. Tashkent: Medicine, p.465, (1980).

3. Atlas of areas and resources of plants of Kazakhstan, By redaction of doctor of biological sciences Kukenov, M.K., Almaty, «Gylym», p.1686, (1994).

4. Golovkin, B.N., Rudenskaya, R.N., Trofimova, I.A., Shreter, A.I., Biologically active substances of plant origin, Moscow “Science”, Volume 1, p.350, (2001).

5. O'Connor, S.E., Maresh, J.J. Chemistry and biology of monoterpene indole alkaloid biosinthesis, Nat. Prod. Rep., p. 532–547, (2006).

6. Turova, A.D., Plants of the USSR and their application, М.: Publishing house 2. “Medicine”, p.425, (1974).

7. Plant medical drug, by redaction of Maksutina, N.P., Kiev, “Health”, p.280, (1985).

8. Ferretti, V., Gilli, P., Borea, P.A., Acta Crystallogr., Sect.B: Struct.Sci, Volume 60, p.481, (2004).

9. Allen F.H., Kenard, O., Watson, D.G., Bramer, L., Orpen, A.G., Taylor R., J. Chem. Soc. Perkin Trans II, No 12, p.1, (1987).

10. Spek ,A.L., Multipurpose Crystallographic Tool (Version 10M), J. Appl. Crystallogr., Volume 36, No 7, p.362-364, ( 2003).

11. Altomare, A., Cascarano, G., Giacovazzo, C., Viterbo D. , Acta Crystallogr. Sec. A., -Volume 47, p.744, ( 1991).

12. Sheldrick ,G.M., SHELX-97 release 97-2. University of Göttingen, Germany, (1998).

Downloads

Published

2009-09-20

How to Cite

Ismagulova, M. M., Nurmaganbetov, Z. S., Turmukhambetov, A. Z., Seitembetov, T. S., & Adekenov, S. M. (2009). Synthetic Derivatives of Natural Alkaloid Harmine. Eurasian Chemico-Technological Journal, 11(3), 199–205. https://doi.org/10.18321/ectj281

Issue

Section

Articles