Suggesting a derivative of isoindol-1-one from a Vitex species

• Published in: 2010 International Conference on Science and Social Research (CSSR 2010) pp. 160 - 162
• Main Authors: Iskandar, F., Jahidin, A. H., Abdul Wahab, I., Mizaton, H. H.
• Format: Conference Proceeding
• Language: English
• Published: IEEE 01.12.2010
• Subjects: Biochemistry; Chemicals; Indium tin oxide; Isoindole; Plants (biology); Protons; Vitex
• ISBN: 9781424489879; 1424489873
• DOI: 10.1109/CSSR.2010.5773756

A light yellow amorphous solid (compound A̲, 760 mg) was isolated from a silica column chromatography of the crude methanolic leaves extract of Vitex trifolia. It gave a thin layer chromatographic spot (TLC; R f = 0.80 in chloroform: methanol = 80∶20). Compound ̲ was visible under short UV light and appeared orange under long UV light. Here, the chemical structure for ̲ is proposed. In agreement with the preliminary Nuclear Magnetic Resonance spectrum ( 1 H-NMR, 500 MHz, CDCl 3 , δ H 3 - 12 ppm) and those reported in the literature, the main skeleton for this constituent might be a nitrogenous aromatic compound. The signal at δ H 3.91 ppm indicates that ̲ carries a methoxy group. Meanwhile, the signals at δ H 5.18 and δ H 5.95 ppm shows the possibility of ̲ containing a hydroxyl and a phenolic group. Another two phenolic protons respectively resonate at δ H 7.30 and δ H 7.81 ppm. A peak at δ H 8.20 ppm would correspond to a proton of a secondary amine. Next, the peak at δ H 11.37 ppm could be assigned either to an aldehyde group or to a phenolic having the intramolecular hydrogen bonding with a keto group at its β-position. It is suggested that ̲ could be a derivative of isoindol-1-one. This finding would enhance the library of Vitex phytochemicals, in addition to its antioxidative phenylnaphthalene-type lignan alkaloid and cytotoxic labdane-type diterpenoids.