Pohlianins A, B and C, cyclic peptides from the laxes of Jatropha pohliana ssp. molissima

Abstract From the EtOAc extract of the latex of Jatropha pohliana (Euphorbiaceae), two cyclic heptapeptides, pohlianins A (1) and B (2) and one cyclic octapeptide, pohlianin C (3) were isolated by a multi-step chromatography procedure, including HPLC. Their structure were elucidated by chemical degradation, mass spectrometry, homonuclear and heteronuclear NMR experiments. Conformational analysis of these peptides was made by using NMR experiments and distance geometry calculations. Their antimalarial activities were examined.

[1]  B. Bodo,et al.  Cyclogossine B, a Cyclic Octapeptide from Jatropha gossypifolia , 1997 .

[2]  H. Morita,et al.  Conformational Preferene of Cycloleonuripeptides A, B, and C, Three Proline-Rich Cyclic Nonapeptides from Leonurus heterophyllus , 1997 .

[3]  H. Morita,et al.  Conformational analysis of a cyclic heptapeptide, pseudostellarin D by molecular dynamics and Monte Carlo simulations. , 1996, Chemical & pharmaceutical bulletin.

[4]  B. Bodo,et al.  Curcacycline B, a cyclic nonapeptide from Jatropha curcas enhancing rotamase activity of cyclophilin , 1997 .

[5]  V. T. Ivanov,et al.  Conformational states and biological activity of cyclic peptides , 1975 .

[6]  D. Schmatz,et al.  Apicidins: Novel cyclic tetrapeptides as coccidiostats and antimalarial agents from Fusarium pallidoroseum , 1996 .

[7]  David S. Wishart,et al.  Unusual β-sheet periodicity in small cyclic peptides , 1998, Nature Structural Biology.

[8]  Gerald J. Bakus,et al.  Isolation and structure of stylostatin 1 from the Papua New Guinea marine sponge Stylotella aurantium , 1992 .

[9]  H. Kessler,et al.  Synthesis and Solvent Effects on the Conformation of Hymenistatin 1 , 1993 .

[10]  J. Ponder,et al.  The NMR solution structure of intestinal fatty acid-binding protein complexed with palmitate: application of a novel distance geometry algorithm. , 1996, Journal of molecular biology.

[11]  D. Raleigh,et al.  Local control of peptide conformation: stabilization of cis proline peptide bonds by aromatic proline interactions. , 1998, Biopolymers.

[12]  H. Morita,et al.  Conformation of cyclic heptapeptides: solid and solution state conformation of yunnanin A , 1997 .

[13]  J. Clardy,et al.  Studies on the solution- and solid-state structure of patellin 2 , 1990 .

[14]  H. Kessler,et al.  Cyclic Heptapeptides Axinastatin 2, 3, and 4: Conformational analysis and evaluation of the biological potential† , 1997 .

[15]  B. Rosenwirth,et al.  Plasmodium vivax: in vitro antiparasitic effect of cyclosporins. , 1996, Experimental parasitology.

[16]  M. Tsuda,et al.  Hymenamide F, new cyclic heptapeptide from marine sponge Hymeniacidon sp , 1996 .