Molecular Synthesis and Drug Discovery Unit , Centre of Biomedical Research , SGPGIMS Campus, Lucknow 226014 , India.
Institute for Pharmaceutical Sciences , University of Freiburg , 79104 Freiburg , Germany.
Org Lett. 2019 Apr 5;21(7):2204-2208. doi: 10.1021/acs.orglett.9b00500. Epub 2019 Mar 20.
Asymmetric reduction of hydroxynaphthoquinones to secondary metabolites, (3 S,4 R)-3,4,8- and (2 S,4 R)-2,4,8-trihydroxy-1-tetralone, a putative biosynthetic diketo intermediate and a probable natural analogue, (3 S,4 R)-7-acetyl-3,4,8-trihydroxy-6-methyl-3,4-dihydronaphthalene-1(2 H)-one, using NADPH-dependent tetrahydroxynaphthalene reductase (THNR) of Magnaporthe grisea is described. This work implies the involvement of THNR or related enzymes during the (bio)synthesis of other dihydroarenediols by reduction of the hydroxynaphthoquinone scaffold containing substrates.
利用稻瘟病菌 NADPH 依赖型四羟萘醌还原酶（THNR）不对称还原羟基萘醌，生成可能的生物合成二酮中间产物和天然类似物（3S,4R）-3,4,8-和（2S,4R）-2,4,8-三羟基-1-四酮，（3S,4R）-7-乙酰基-3,4,8-三羟基-6-甲基-3,4-二氢萘-1（2H）-酮。该工作表明，在通过还原含有底物的羟基萘醌支架生成其他二氢芳二醇的（生物）合成过程中，THNR 或相关酶可能参与其中。
