Isolation and purification of antimutagenic compounds from oil-soluble adlay hull extract

• Main Authors: Chien, Ya-Lin, 簡雅琳
• Other Authors: Wenchang Chiang
• Format: Others
• Language: zh-TW
• Published: 1998
• Online Access: http://ndltd.ncl.edu.tw/handle/63186812880978662648

碩士 === 國立臺灣大學 === 食品科技研究所 === 86 === This study aimed to isolate and demonstrate the antimutagenic compounds from oil-soluble adlay hull extract, which is considered to have beneficial effects to human health. Seventeen pure compounds have been isolated in addition to fats and fatty acids from acetone extract of adlay hull. Seven of these compounds are steroids while the others are in major of phenols. One of these compounds identified as 3β-benzyl-6α- isopropyl-4-methyl-morphine-2,5-dione is a new compound. Mayuenolide and 3,3''-methoxy-b iphenyl-4, 4''-diol are first isolated from naturally occurring plants. Ames Salmonella/microsome assay was employed to test the mutagenicity of the isolated compounds and various solvent extracts of adlay hull. Neither mutagenicity nor toxicity to the Salmonella tester strains TA 98 was detected. Antimutagenicity was also tested in the presence of S9 mix with the indirect mutagen IQ (5 ng/plate). The n-hexane and acetone extracts of adlay hull exhibited a strong antimutagenic activity while the methanol extracts did not. Several fractions of the acetone extract also showed a strong antimutagenic activity. It was found that those fractions, which were active in inhibiting the mutagenicity of IQ, contained a considerable amount of fatty acids detected by thin-layer chromatograph (TLC) analysis. Antimutagenic activity of several pure fatty acids was therefore, tested and found that they were antimutagenic at 0.1 mg/plate. The antimutagenic activity of fatty acids was in the order of 16:1<18:1 <18:2 <20:4. The antimutagenic activity seemed to correlate with number of double bon d present in the chemical structure. No antimutagenic activity was found with any of the steroids isolated. Four of the phenols, i.e. trans-coniferyaldehye, 6-methyoxy-2(3H)- benzoxazolinone, 4-hydroxy-3,5-dimethyl-(E)-cinnamaldehyde and 4-hydroxy-3,5-dimethoxybenzaldehyde showed some inhibitory effects on the mutagenicity of IQ at 0.1 mg/plate. Therefore, the antimutagenic activity of adlay hull may be due to the presence of fatty acids and some of the phenols.