Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge

Procedure for isolation of pyrrolizidine alkaloids (PAs) from Rindera umbellata Bunge plant species was optimised. Different extraction media (methanol, ethanol and sulphuric acid), concentration and volume of sulphuric acid, pH of PA solution for alkaline extraction, extraction time and techniques (maceration, ultrasonic and overhead rotary mixer assisted extraction) were investigated. The yields of six PAs (7-angeloyl heliotridane, 7-angeloyl heliotridine, lindelofine, 7-angeloyl rinderine, punctanecine and heliosupine) were monitored by GC–MS/FID. The best results for the isolation all of six PAs were obtained when the extraction was performed with 1 M sulphuric acid (30 mL per 1.00 g of dried sample) by overhead rotary mixer during three days. Optimal pH value for alkaline extraction of PAs with CH2Cl2 was 9, and the extraction should be performed with four portions of 30 mL of CH2Cl2. This procedure could be also useful for a plant sample preparation for GC and LC analyses of PAs.

[1]  M. Novaković,et al.  Pyrrolizidine Alkaloids and Fatty Acids from the Endemic Plant Species Rindera umbellata and the Effect of Lindelofine-N-oxide on Tubulin Polymerization , 2013, Molecules.

[2]  P. Pelser,et al.  The evolution of pyrrolizidine alkaloid biosynthesis and diversity in the Senecioneae , 2011, Phytochemistry Reviews.

[3]  Zheng-Tao Wang,et al.  Two new pyrrolizidine alkaloids from Senecio nemorensis , 2010, Natural product research.

[4]  R. Krska,et al.  Update on analytical methods for toxic pyrrolizidine alkaloids , 2010, Analytical and bioanalytical chemistry.

[5]  V. Tešević,et al.  Pyrrolizidine alkaloids from seven wild-growing Senecio species in Serbia and Montenegro , 2009 .

[6]  P. Mikołajczak,et al.  Pyrrolizidine alkaloids - chemistry, biosynthesis, pathway, toxicity, safety and perspectives of medicinal usage , 2009 .

[7]  I. The,et al.  ON A REQUEST FROM THE EUROPEAN COMMISSION RELATED TO PYRROLIZIDINE ALKALOIDS AS UNDESIRABLE SUBSTANCES IN ANIMAL FEED , 2007 .

[8]  K. Głowniak,et al.  Optimization of extraction of pyrrolizidine alkaloids from plant material , 2006 .

[9]  E. Nikolova,et al.  Pyrrolizidine alkaloids from Bulgarian species of the genus Senecio , 2006 .

[10]  N. Kostova,et al.  6α-Angeloylplatynecine: a new alkaloid from Senecio nemorensis subsp. fuchsii (C.C. Gmelin) celak , 2005, Natural product research.

[11]  G. Lin,et al.  Genotoxic Pyrrolizidine Alkaloids — Mechanisms Leading to DNA Adduct Formation and Tumorigenicity , 2002 .

[12]  L. Krenn,et al.  Quantitative analysis of the pyrrolizidine alkaloids senkirkine and senecionine in Tussilago farfara L. by capillary electrophoresis , 2000 .

[13]  A. Cooper,et al.  Thermodynamic analysis of biomolecular interactions. , 1999, Current opinion in chemical biology.

[14]  E. Roeder Medicinal plants in Europe containing pyrrolizidine alkaloids. , 1995, Die Pharmazie.