Cyclic Heptapeptides from the latex of Jatropha integerrima
- Publikations-Art
- Kongressbeitrag
- Autoren
- Conrad, J.; Mongkolvisut, W.; Sutthivaiyakit, S.; Leutbecher, H.; Mika, S.; Klaiber, I.; Möller, W.; Rösner, H.; Beifuss, U.
- Erscheinungsjahr
- 2007
- Veröffentlicht in
- Planta Medica
- Verlag
- Georg Thieme Verlag , Stuttgart
- Band/Volume
- 73/
- Seite (von - bis)
- 856
- Tagungsname
- 55th Annual Congress of the Society for Medicinal Plant Research
- Tagungsort
- Graz
- Tagungsdatum
- 02.09.2007
Jatropha species (Euphorbiaceae) are known to be a rich source of bioactive diterpenes and cyclic peptides.
In the course of our phytochemical investigations of J. integerrima we isolated two new cylic heptapeptides, namely integerrimide A (1) and B (2), from the latex of J. integerrima. The structures of 1 and 2 (both existing as equilibrium mixtures of different conformers) were elucidated by extensive 1D, sel-1D, and 2D NMR studies, MS, as well as chemical degradation.
In a screening on basic cytoskeletondependent cellular processes (neurite outgrowth, cell proliferation, cell migration) both compounds (50μM each) showed a significant inhibition of neurite outgrowth of E7 chicken spinal cord neurons as well as an antiproliferation (up to 40% lower cell densities after 2 days) but no cytotoxic activity on human melanoma cells (IPC-298). Standard cell migration assay (SMA) with confluent human pancreatic carcinoma cells (Capan II) revealed an inhibition of cell migration by about 30 and 20% of 1 and 2 (50μM each), respectively.