Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Puerto Real, 11510 Cádiz, Spain.
Laboratorio de Microbiología, Departamento de Biomedicina, Biotecnología y Salud Pública, Facultad de Ciencias del Mar y Ambientales, Universidad de Cádiz, Puerto Real, 11510 Cádiz, Spain.
Int J Mol Sci. 2024 Feb 14;25(4):2289. doi: 10.3390/ijms25042289.
Lathyrane-type diterpenes have a wide range of biological activities. Among them, euphoboetirane A () exerts neurogenesis-promoting activity. In order to increase the structural diversity of this type of lathyrane and explore its potential use in neurodegenerative disorders, the biotransformation of by BC-5GB.11 has been investigated. The strain BC-5GB.11, isolated from surface sediments collected from the intertidal zone of the inner Bay of Cadiz, was identified as , as determined by phylogenetic analysis using 16S rRNA gene sequence. Biotransformation of by BC-5GB.11 afforded five products (-), all of which were reported here for the first time. The main biotransformation pathways involved regioselective oxidation at non-activated carbons (-) and isomerization of the ∆ double bond (). In addition, a cyclopropane-rearranged compound was found (). The structures of all compounds were elucidated on the basis of extensive NMR and HRESIMS spectroscopic studies.
拉沙烷型二萜具有广泛的生物活性。其中， euphoboetirane A () 具有促进神经发生的活性。为了增加此类拉沙烷的结构多样性并探索其在神经退行性疾病中的潜在用途，对 BC-5GB.11 对 的生物转化进行了研究。通过 16S rRNA 基因序列的系统发育分析，从卡迪兹湾内潮间带采集的表层沉积物中分离出的菌株 BC-5GB.11 被鉴定为 。BC-5GB.11 对 的生物转化生成了五个产物 (-)，所有这些产物均为首次报道。主要的生物转化途径涉及非活化碳的区域选择性氧化 (-) 和 ∆ 双键的异构化 ( )。此外，还发现了一个环丙烷重排化合物 ()。所有化合物的结构均基于广泛的 NMR 和 HRESIMS 光谱研究进行了阐明。
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