title: Enzymatic production of oroxylin A and hispidulin using a liverwort flavone 6-O-methyltransferase.
abstract: Oroxylin A and hispidulin, compounds which are abundant in both Scutellaria and liverwort species, are important lead compounds for the treatment of ischemic cerebrovascular disease. Their enzymatic synthesis requires an O-methyltransferase able to interact with the related flavonoid's 6-OH group, but such an enzyme has yet to be identified in plants. Here, the gene encoding an O-methyltransferase (designated PaF6OMT) was isolated from the liverwort species Plagiochasma appendiculatum. A test of alternative substrates revealed that its strongest preferences were baicalein and scutellarein, which were converted into, respectively, oroxylin A and hispidulin. Allowed a sufficient reaction time, the conversion rate of these two substrates was, respectively, 90% and 100%. PaF6OMT offers an enzymatic route to the synthesis of oroxylin A and hispidulin.
authors.affiliation: Key Laboratory of Chemical Biology of Natural Products, Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan, China.
authors.forename: Yu-Ying
authors.initials: YY
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Chemical Biology of Natural Products, Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan, China.
authors.forename: Rui-Xue
authors.initials: RX
authors.lastname: Xu
authors.affiliation: Key Laboratory of Chemical Biology of Natural Products, Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan, China.
authors.forename: Shuai
authors.initials: S
authors.lastname: Gao
authors.affiliation: Key Laboratory of Chemical Biology of Natural Products, Ministry of Education, School of Pharmaceutical Sciences, Shandong University, Jinan, China.
authors.forename: Ai-Xia
authors.initials: AX
authors.lastname: Cheng
mesh_terms: D047310:Apigenin / Q000737:chemistry; D002561:Cerebrovascular Disorders / Q000188:drug therapy; D003001:Cloning, Molecular; D044950:Flavanones / Q000737:chemistry; D047309:Flavones / Q000096:biosynthesis* / Q000737:chemistry / Q000627:therapeutic use; D005419:Flavonoids / Q000096:biosynthesis* / Q000737:chemistry / Q000627:therapeutic use; D035926:Hepatophyta / Q000737:chemistry / Q000201:enzymology; D006801:Humans; D008780:Methyltransferases / Q000737:chemistry / Q000235:genetics* / Q000302:isolation & purification; D013379:Substrate Specificity
chemical_list: D044950:Flavanones; D047309:Flavones; D005419:Flavonoids; C006680:baicalein; C080669:5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one; D047310:Apigenin; D008780:Methyltransferases; C055957:hispidulin; C458179:scutellarein
keywords: O-methyltransferase; Plagiochasma appendiculatum; baicalein; liverworts; scutellarein