(R)-N-trans-feruloyloctopamine from the root timber of Melochia umbellata (Houtt.) Stapf var. Visenia (Paliasa)

Abstract

Abstract A phenolic amide namely (R)- N-trans -feruloyloctopamine has been isolated from chloroform fraction of the root timber Melochia umbellata (Houtt) Stapf var. Visenia (Paliasa). Isolation compound has been done by maceration, fractionation, and purification. The molecular structure was determined by IR spectroscopy, NMR 1D and 2D ( 1 H-NMR, 13 C-NMR, HSQC and HMBC). Isolate formed yellow paste (83.4 mg) with melting point of 156 – 158 °C. The λ maks data on the UV-Vis spectrum of 333.80 nm (3.795) indicate compound has a long conjugated double bond. Data IR vmax cm −1 for groups as follows : 3327 (-OH), 2933 (C-H aliphatic), 1653 (C=O amide), 1593 (olefin). The data of NMR 1,2D show that this compound contains 18 carbon atoms, consisting of: 1 methyl, 1 methylene, 11 metin and 5 carbon quartener. Metin carbon consists of 2 alkene protons (olefins), 7 aromatic protons, and 1 alkyl alcohol (δ C 72.58 ppm). NMR data also shows that one quartener carbon as C = O amide group (δ C 166.92 ppm) and one methoxy (δ C 55.35 ppm). The (R)- N-trans -feruloyloctopamine is the first compound found in the genus Melochia .

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