School of Pharmaceutical Sciences, Guizhou University, Huaxi Avenue 2708, Guiyang 550025, China.
Key Laboratory of Green Pesticide & Agricultural Bioengineering, Ministry of Education, Centre for R&D of Fine Chemicals, Guizhou University, Huaxi Avenue 2708, Guiyang 550025, China.
J Agric Food Chem. 2022 Feb 9;70(5):1610-1617. doi: 10.1021/acs.jafc.1c07786. Epub 2022 Jan 28.
Prenylated chalcones are found mainly in plants and exhibit diverse biological and pharmacological activities. Some of these compounds are components of food and dietary supplements with significant health benefits. In plants, they are derived from chalcones by prenylation with membrane-bound prenyltransferases. In this study, we demonstrate prenylations of 10 chalcones by two fungal prenyltransferases (AtaPT/AnaPT) in the presence of dimethylallyl diphosphate. Eleven mono (- and ) and four diprenylated products (, , , and ) were obtained. Among them, 12 have new structures (, , -, , , , , , , and ). Most of the obtained prenylated chalcones are products of AnaPT and carry prenyl moieties at ring B. Our study provides an excellent example for increasing structural diversity of plant metabolites with microbial enzymes.
烯丙基查耳酮主要存在于植物中,具有多种生物和药理活性。其中一些化合物是具有重要健康益处的食品和膳食补充剂的组成部分。在植物中,它们是由膜结合的烯丙基转移酶对查耳酮进行烯丙基化得到的。在这项研究中,我们在二甲基烯丙基二磷酸的存在下,用两种真菌烯丙基转移酶(AtaPT/AnaPT)对 10 种查尔酮进行了烯丙基化。得到了 11 种单(-和 )和 4 种二烯丙基产物(、、、和 )。其中,12 种具有新结构(、、-、、、、、、和 )。获得的大多数烯丙基查耳酮是 AnaPT 的产物,在环 B 上带有烯丙基部分。我们的研究为利用微生物酶增加植物代谢物的结构多样性提供了一个极好的范例。