College of Pharmaceutical Sciences, Southwest University, Chongqing 400715, People's Republic of China.
Org Lett. 2024 Jan 12;26(1):338-343. doi: 10.1021/acs.orglett.3c04005. Epub 2024 Jan 4.
Sativene () and -sativene are an important family of fungal sesquiterpenoids that feature unique tricyclo[4.4.0.0]decane and bicyclo[3.2.1]octane skeletons, respectively. Herein, we identify a three-enzyme cassette: SatA cyclizes farnesyl diphosphate (FPP) to form compound ; CYP450 SatB catalyzes C14-C15 dihydroxylations and subsequent bond cleavage; and reductase SatC regioselectively reduces C14 aldehyde and mediates hemiacetal ring closure to generate prehelminthosporol (). Our findings clarify the synthetic step of sativene and its oxidative transformation processes into -sativene.
()和 -sativene 是真菌倍半萜的一个重要家族,分别具有独特的三环[4.4.0.0]癸烷和二环[3.2.1]辛烷骨架。在此,我们鉴定了一个三酶盒:SatA 将法呢基二磷酸(FPP)环化形成化合物;CYP450 SatB 催化 C14-C15 二羟基化和随后的键裂解;还原酶 SatC 区域选择性还原 C14 醛并介导半缩醛环合生成前盾叶孢素()。我们的发现阐明了 sativene 的合成步骤及其氧化转化为 -sativene 的过程。