Synthesis of vinca alkaloids and related compounds 991. A new heterocyclic system

• Authors: Pál Csókási , Eszter Gács-Baitz , Csaba Szántay
• Languages of publication: EN

Abstracts

EN

Utilising our earlier intermediate obtained by the umpolung reactivity of quinolizidine enamines, a new heterocyclic system: (11bSR, 15aSR)-1,2,3,6,11,14,15,15a-Octahydro-5H-indolo [2′,3′:3,4]pyrido[2,1-j]-1,6-naphthyridin-13(12H)-one was synthesised and its biological effects evaluated. Although modest, significant and selective effects were detected.

Keywords

EN

alkaloids; stereochemistry; cyclization; new ring system; indolo[2,3-a]quino-lizidines

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2003
• Volume: 1
• Issue: 1
• Pages: 65-68

Dates

published

1 - 3 - 2003

online

1 - 3 - 2003

Contributors

author

Pál Csókási

• Institute of Chemistry, Chemical Research Center of the Hungarian Academy of Sciences, H-1525, POB 17, Budapest, Hungary

author

Eszter Gács-Baitz

• Institute of Chemistry, Chemical Research Center of the Hungarian Academy of Sciences, H-1525, POB 17, Budapest, Hungary

author

Csaba Szántay

• Institute of Chemistry, Chemical Research Center of the Hungarian Academy of Sciences, H-1525, POB 17, Budapest, Hungary

References

• [1] J. Éles, Gy. Kalaus, A. Lévai, I. Greiner, M. Kajtár-Peredy, P. Szabó, L. Szabó and Cs. Szántay: “Synthesis of vinca alkaloids and related compounds 98. Oxidation with dimethoxyoxirane of compounds containing the aspidospermane and quebrachamine ring system. A simple synthesis of (7S,20S)-(+)-Rhaizidigenine and (2R, 7S, 20S)-(+)-rhaizidine”, J. Heterocyclic Chem., Vol. 39, (2002), pp. 767–771.
• [2] A. Lukács, L. Szabó, E. Baitz-Gács, P. Bombicz, A. Dobó, Gy. Kalaus and Cs. Szántay: “Umpolung reactions of enamines through enamonium salts”, Heterocycles, Vol. 48, (1998), pp. 2507–2520. http://dx.doi.org/10.3987/COM-98-8266[Crossref]
• [3] J. Sápi, L. Szabó, E. Baitz-Gács, Gy. Kalaus and Cs. Szántay: “Synthesis of vinca alkaloids and related compounds XLII. Transformation of vincamone into vincamines via diazomethane assisted homologization. Application of 1H-NOE measurements for the configurational assignment of the spiro-oxirane ring”, Tetrahedron, Vol. 44, (1988), pp. 4619–4629. http://dx.doi.org/10.1016/S0040-4020(01)86164-0[Crossref]

Identifiers

DOI

10.2478/BF02479258