76288-53-4Relevant academic research and scientific papers
Enzymatic O-Prenylation of Diverse Phenolic Compounds by a Permissive O-Prenyltransferase from the Medicinal Mushroom Antrodia camphorata
He, Junbin,Hu, Zhimin,Dong, Zeyuan,Li, Bin,Chen, Kuan,Shang, Zhanpeng,Zhang, Meng,Qiao, Xue,Ye, Min
supporting information, p. 528 - 532 (2019/12/24)
Prenylated compounds are pharmacologically attractive natural products that are widely distributed in nature. Prenyltransferases (PTs) could catalyze the transfer of prenyl moieties to aromatic acceptors and increase the structural diversity and biological activity of natural products. In this work, a permissive O-prenyltransferase AcaPT was discovered from Antrodia camphorata, a precious medicinal mushroom in Taiwan. AcaPT exhibited robust O-prenylation capability toward structurally diverse drug-like phenolic compounds, including antrodins, flavonoids, and coumarins. In total, 23 O-prenylated products were obtained by scaled-up enzymatic synthesis. AcaPT could be used as an efficient biocatalyst to synthesize O-prenylated derivatives for drug discovery. (Figure presented.).
Prenylation of Apigenin
Roy, D,Khanna, R. N.
, p. 583 - 586 (2007/10/02)
Apigenin (I) on prenylation with 2-methylbut-3-ene-2-ol affords two major and four minor products.The major products are characterized as 6-C-prenylapigenin (II) and 5,4'-dihydroxy-6'',6''-dimethyl-4'',5''-dihydropyranoflavone (III) and the minor products as 7-O-prenylapigenin (IV), 5,4'-dihydroxy-6'',6''-dimethyl-5''-C-prenyl-4'',5''-dihydropyranoflavone (V), 5,4'-dihydroxy-6'',6''-dimethyl-4'',5''-dihydropyranoflavone (VI) and 5,4'-dihydroxy-6'',6''-dimethyl-5''-C-prenyl-4'',5''-dihydropyranoflavone (VII).Prenylation of apigenin with prenyl bromide in presence of methanolic sodium methoxide yields two major products, identified as 6,8-di(C-prenyl)apigenin (VIII) and 6-C-prenylapigenin (II), and four minor products, viz. 7,4'-di-O-prenylapigenin (IX), 8-C-prenyl-5,4'-dihydroxy-6'',6''-dimethyl-4'',5''-dihydropyranoflavone (X), 7-O-prenylapigenin (IV) and 5,4'-dihydroxy-6'',6''-dimethyl-4'',5''-dihydropyranoflavone (VI).Apigenin has been synthesized by a new route in a better yield.
