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柯替烯醇的异源生物合成及藤壶二萜类化合物的简洁合成

Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids.

作者信息

Yuan Ye, Guan Zhenhua, Zhang Xue-Jie, Yao Nanyu, Yuan Wenling, Zhang Yonghui, Ye Ying, Xiang Zheng

机构信息

State Key Laboratory of Chemical Oncogenomics, Shenzhen Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055, P. R. China.

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, P. R. China.

出版信息

Beilstein J Org Chem. 2025 Jul 21;21:1489-1495. doi: 10.3762/bjoc.21.111. eCollection 2025.

DOI:10.3762/bjoc.21.111
PMID:40726595
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12302409/
Abstract

A novel strategy for the synthesis of fusicoccane diterpenoids is reported. By harnessing the biosynthetic pathways of brassicicenes and fusicoccins, cotylenol was produced in an engineered strain. We further achieved the concise synthesis of three fusicoccane diterpenoids, including alterbrassicicene E and brassicicenes A and R in 4 or 5 chemical steps from brassicicene I. This strategy lays the foundation for the preparation of fusicoccane diterpenoids and their analogues for biological studies.

摘要

报道了一种合成壳梭孢烷二萜类化合物的新策略。通过利用油菜素和壳梭孢菌素的生物合成途径，在工程菌株中产生了棉子醇。我们进一步实现了从油菜素I经4或5步化学反应简洁合成三种壳梭孢烷二萜类化合物，包括变油菜素E、油菜素A和R。该策略为制备用于生物学研究的壳梭孢烷二萜类化合物及其类似物奠定了基础。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/920432aa1a6c/Beilstein_J_Org_Chem-21-1489-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/f93d8e7ea069/Beilstein_J_Org_Chem-21-1489-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/9bdbfccb7070/Beilstein_J_Org_Chem-21-1489-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/26efe3a88004/Beilstein_J_Org_Chem-21-1489-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/920432aa1a6c/Beilstein_J_Org_Chem-21-1489-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/f93d8e7ea069/Beilstein_J_Org_Chem-21-1489-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/9bdbfccb7070/Beilstein_J_Org_Chem-21-1489-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/26efe3a88004/Beilstein_J_Org_Chem-21-1489-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b4ee/12302409/920432aa1a6c/Beilstein_J_Org_Chem-21-1489-g005.jpg

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本文引用的文献

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Total biosynthesis of cotylenin diterpene glycosides as 14-3-3 protein-protein interaction stabilizers.作为14-3-3蛋白-蛋白相互作用稳定剂的杯叶素二萜糖苷的全生物合成。
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Talaromynoids A-E: Five New Fusicoccane Diterpenoids from the Endophytic Fungus sp. DC-26.塔劳霉素 A-E：来自内生真菌 sp. DC-26 的五个新的伏康烷二萜。
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A Two-Phase Approach to Fusicoccane Synthesis To Uncover a Compound That Reduces Tumourigenesis in Pancreatic Cancer Cells.一种用于镰刀菌烷合成的两阶段方法，以发现一种可降低胰腺癌细胞肿瘤发生的化合物。
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