Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids

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 Aspergillus oryzae strain. We further achieved the concise synthesis of three fusicoccane diterpenoids, includ...

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Main Authors: Ye Yuan, Zhenhua Guan, Xue-Jie Zhang, Nanyu Yao, Wenling Yuan, Yonghui Zhang, Ying Ye, Zheng Xiang
Format: Article
Sprog:engelsk
Udgivet: Beilstein-Institut 2025-07-01
Serier:Beilstein Journal of Organic Chemistry
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Online adgang:https://doi.org/10.3762/bjoc.21.111
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author Ye Yuan
Zhenhua Guan
Xue-Jie Zhang
Nanyu Yao
Wenling Yuan
Yonghui Zhang
Ying Ye
Zheng Xiang
author_facet Ye Yuan
Zhenhua Guan
Xue-Jie Zhang
Nanyu Yao
Wenling Yuan
Yonghui Zhang
Ying Ye
Zheng Xiang
author_sort Ye Yuan
collection DOAJ
description 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 Aspergillus oryzae 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.
format Article
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institution Matheson Library
issn 1860-5397
language English
publishDate 2025-07-01
publisher Beilstein-Institut
record_format Article
series Beilstein Journal of Organic Chemistry
spelling doaj-art-fe63ac5bb1eb433fb239470b86fef2ad2025-08-04T07:27:25ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972025-07-012111489149510.3762/bjoc.21.1111860-5397-21-111Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoidsYe Yuan0Zhenhua Guan1Xue-Jie Zhang2Nanyu Yao3Wenling Yuan4Yonghui Zhang5Ying Ye6Zheng Xiang7State 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 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 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 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 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 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 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 Aspergillus oryzae 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.https://doi.org/10.3762/bjoc.21.111cotylenolfusicoccane diterpenoidsheterologous biosynthesisp450 oxidationsynthesis
spellingShingle Ye Yuan
Zhenhua Guan
Xue-Jie Zhang
Nanyu Yao
Wenling Yuan
Yonghui Zhang
Ying Ye
Zheng Xiang
Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids
Beilstein Journal of Organic Chemistry
cotylenol
fusicoccane diterpenoids
heterologous biosynthesis
p450 oxidation
synthesis
title Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids
title_full Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids
title_fullStr Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids
title_full_unstemmed Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids
title_short Heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids
title_sort heterologous biosynthesis of cotylenol and concise synthesis of fusicoccane diterpenoids
topic cotylenol
fusicoccane diterpenoids
heterologous biosynthesis
p450 oxidation
synthesis
url https://doi.org/10.3762/bjoc.21.111
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