14‐Membered Cyclopeptides from Paliurus ramosissimus and P. hemsleyanus

Helvetica Chimica Acta
2003.0

Abstract

<jats:title>Abstract</jats:title><jats:p>Six 14‐membered cyclopeptide alkaloids, <jats:italic>i.e.</jats:italic>, ramosines A–C, mucronine J, and lotusines A and D, were isolated from the roots of <jats:italic>Paliurus ramosissimus</jats:italic>, and an additional four, hemsines A–D, from the roots of <jats:italic>P. hemsleyanus.</jats:italic> Among these, ramosines A–C (<jats:bold>1, 5</jats:bold>, and <jats:bold>6</jats:bold>, resp.) and hemsines A and B (<jats:bold>7</jats:bold> and <jats:bold>8</jats:bold>, resp.) are new bases of the amphibine‐B type, and hemsines C and D (<jats:bold>9</jats:bold> and <jats:bold>10</jats:bold>, resp.) are new integerrine‐type alkaloids. Additionally, ramosine C (<jats:bold>6</jats:bold>) represents the first 14‐membered cyclopeptide alkaloid possessing a substitution (OH) at C(13′). Their structural elucidations were based on spectral analysis and molecular‐modeling studies. Pronounced solvent effects in the <jats:sup>1</jats:sup>H‐ and <jats:sup>13</jats:sup>C‐NMR spectra of these two types of alkaloids were observed.

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