Citation: Qin Li, Mi Zhang, Xiaotian Zhang, Lanqin Li, Meijia Zheng, Jinbing Kang, Fei Liu, Qun Zhou, Xiaonian Li, Weiguang Sun, Junjun Liu, Chunmei Chen, Hucheng Zhu, Yonghui Zhang. Talaroclauxins A and B: Duclauxin-ergosterol and duclauxin-polyketide hybrid metabolites with complicated skeletons from Talaromyces stipitatus[J]. Chinese Chemical Letters, ;2024, 35(1): 108193. doi: 10.1016/j.cclet.2023.108193 shu

Talaroclauxins A and B: Duclauxin-ergosterol and duclauxin-polyketide hybrid metabolites with complicated skeletons from Talaromyces stipitatus

Qin Li ^{a, 1} ,
Mi Zhang ^{a, b, 1} ,
Xiaotian Zhang ^{a, 1} ,
Lanqin Li ^a ,
Meijia Zheng ^a ,
Jinbing Kang ^a ,
Fei Liu ^a ,
Qun Zhou ^a ,
Xiaonian Li ^c ,
Weiguang Sun ^a ,
Junjun Liu ^a ,
Chunmei Chen ^{a, *,} ,
Hucheng Zhu ^{a, *,} ,
Yonghui Zhang ^{a, *,}

a.
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China
b.
Department of In Vitro Diagnostic Reagent, National Institutes for Food and Drug Control, Beijing 100050, China
c.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China

chenchunmei@hust.edu.cn

zhuhucheng@hust.edu.cn

zhangyh@mails.tjmu.edu.cn

Received Date: 1 November 2022
Revised Date: 31 January 2023
Accepted Date: 3 February 2023
Available Online: 5 February 2023

Figures(7)

Talaroclauxins A and B (1 and 2), two novel duclauxin hybrids, were obtained from Talaromyces stipitatus, along with three new (3−5) and one known analogue (6). Their structures were determined by NMR spectroscopy, HRESIMS, single-crystal X-ray diffraction, and quantum chemical calculations. Compound 1 is the first example of duclauxin-ergosterol hybrid featuring an unprecedented dodecacyclic ring system formed via a [4 + 2] cycloaddition, while compound 2, bearing an unusual 6/6/6/5/6/6/6/6 ring system, is a new member of the rare duclauxin-polyketide hybrid class of natural products. Plausible biosynthetic pathways for 1−6 are proposed. Compound 5 displayed moderate neuroprotective effects in glutamate sodium-induced SH-SY5Y cells.
- Talaromyces stipitatus (Trichocomaceae),
- Duclauxin hybrids,
- Single-crystal X-ray diffraction,
- Biosynthetic pathways,
- Neuroprotective effects
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沈阳化工大学材料科学与工程学院沈阳 110142