Phenolic constituents from the core of Kenaf ( Hibiscus cannabinus)

• Published in: Phytochemistry (Oxford) 2001-04, Vol.56 (7), p.759-767
• Main Authors: Seca, Ana M.L, Silva, Artur M.S, Silvestre, Armando J.D, Cavaleiro, José A.S, Domingues, Fernando M.J, Pascoal-Neto, Carlos
• Format: Article
• Language: English
• Subjects: Biological and medical sciences; Boehmenan H; Boehmenan K; Chemical constitution; Fundamental and applied biological sciences. Psychology; Kenaf ( Hibiscus cannabinus); Lignans; Lignans - chemistry; Lignans - isolation & purification; Magnetic Resonance Spectroscopy; Malvaceae; Models, Molecular; Molecular Conformation; Molecular Structure; Phenols - chemistry; Phenols - isolation & purification; Plant Extracts - chemistry; Plant physiology and development; Rosales - chemistry; Spectrometry, Mass, Fast Atom Bombardment; threo-Carolignan H; threo-Carolignan K
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(00)00473-8

Four lignans, boehmenan H {2-(4-hydroxy-3-methoxyphenyl)-5-[3-(4-hydroxy-3-methoxycinnamoyloxy)propyl]-3-hydroxymethyl-7-methoxybenzodihydrofuran}, boehmenan K {2-(4-hydroxy-3-methoxyphenyl)-5-[3-(4-hydroxycinnamoyloxy)-1-propenyl]-3-(4-hydroxy-3-methoxycinnamoyloxymethyl)-7-methoxybenzodihydrofuran}, threo-carolignan H { threo-1-(4-hydroxy-3-methoxyphenyl)-2-{4-[3-(4-hydroxy-3-methoxycinnamoyloxy)propyl]-2-methoxyphenoxy}-1,3-propanodiol}, and threo-carolignan K { threo-1-(4-hydroxy-3-methoxyphenyl)-3-(4-hydroxy-3-methoxycinnamoyloxy)-2-{4-[3-(4-hydroxycinnamoyloxy)-1-propenyl]-2-methoxyphenoxy}-1-propanol} as well as several other lignans, aldehydes and a tyramine derivative were isolated from the acetone extract of core of kenaf ( Hibiscus cannabinus). All the structures were established by spectroscopic methods. The hitherto unreported 13C NMR spectra of some compounds are also presented and discussed. 2D NMR techniques have allowed the revision of certain previously reported 13C NMR assignments of some scarce naturally occurring compounds.