Cyclobutanoid Amides from Piper arborescens

✍ Scribed by Fan-Pin Lee; Yu-Chang Chen; Jih-Jung Chen; Ian-Lih Tsai; Ih-Sheng Chen

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: German
• Weight: 71 KB
• Volume: 87
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200490044

✦ Synopsis

Abstract

Two new cyclobutanoid amides, piperarborenine A (=1,1′‐{[(1__α__,2__α__,3__β__,4__β__)‐2,4‐bis(3,4‐dimethoxyphenyl)cyclobutane‐1,3‐diyl]dicarbonyl}bis[5,6‐dihydropyridin‐2(1__H__)‐one]; 1) and piperarborenine B (=1,1′‐{[(1__α__,2__α__,3__β__,4__β__)‐2‐(3,4‐dimethoxyphenyl)‐4‐(3,4,5‐trimethoxyphenyl)cyclobutane‐1,3‐diyl]dicarbonyl}bis[5,6‐dihydropyridin‐2(1__H__)‐one]; 2) were isolated from the stem of Piper arborescens, besides two known cyclobutanoid amides, piperarboresine (=1,1′‐{[(1__α__,2__α__,3__β__,4__β__)‐2‐(7‐methoxy‐1,3‐benzodioxol‐5‐yl)‐4‐(3,4,5‐trimethoxyphenyl)cyclobutane‐1,3‐diyl]dicarbonyl}bis[5,6‐dihydropyridin‐2(1__H__)‐one]; 3) and piplartine‐dimer A (=1,1′‐{[(1__α__,2__α__,3__β__,4__β__)‐2,4‐bis(3,4,5‐trimethoxyphenyl)cyclobutane‐1,3‐diyl]dicarbonyl}bis[5,6‐dihydropyridin‐2(1__H__)‐one]; 4). The structures of the two new compounds were determined by spectral analyses.