Parathesilactones and Parathesiquinones from Branches of Parathesis amplifolia.

Abstract

Three new lactone derivatives, (3E.)-5,6-dihydroxy-3-(3-hydroxy-4-nonyl-5-oxofuran-2(5H.)-ylidene)-7-nonyl-1-benzofuran-2(3H.)-one (1), (3E.)-5,6-dihydroxy-3-(3-hydroxy-4-decyl-5-oxofuran-2(5H.)-ylidene)-7-decyl-1-benzofuran-2(3H.)-one (2), and (3E.)-5,6-dihydroxy-3-(3-hydroxy-4-undecyl-5-oxofuran-2(5H.)-ylidene)-7-undecyl-1-benzofuran-2(3H.)-one (3), denominated as parathesilactones A, B, C, respectively, and two new quinone derivatives, (2,7,8-trihydroxy-3,6-didecyldibenzo[b,d.]furan-1,4-dione (4) and (2,7,8-trihydroxy-3,6-dinonyldibenzo[b,d.]furan-1,4-dione) (5), denominated as parathesiquinones A, B, respectively, were isolated from the branches of Parathesis amplifolia. Lund. (Myrsinaceae). In addition, three known triterpenes, α.-amyrin (6), β.-amyrin (7), and bauerenol (8), and four known alkenylresorcinols, 5-pentadec-8-enyl resorcinol (9), 5-pentadec-10-enyl resorcinol (10), 5-heptadec-8-enyl resorcinol (11), and 5-heptadec-10-enyl resorcinol (12), were also isolated. The structure elucidation was achieved by means of MS, GC-MS, IR, ¹H, ¹³C spectroscopy including Heteronuclear Multiple Quantum Coherence (HMQC), and Heteronuclear Multiple Bond Correlation (HMBC) techniques.

Keywords:

• Alkenylresorcinol
• lactones
• Parathesis amplifolia
• quinones
• triterpenes