Talachalasins A—C, Undescribed Cytochalasans with a <scp>16<i>β</i>‐Methyl</scp> or <scp>2‐Oxabicyclo</scp>[3.3.1]nonan‐3‐one unit from the <scp>Deep‐Sea‐Derived</scp> Fungus <i>Talaromyces muroii</i> sp. <scp>SCSIO</scp> 40439-Reference-Cited by-同舟云学术

Talachalasins A—C, Undescribed Cytochalasans with a 16β‐Methyl or 2‐Oxabicyclo[3.3.1]nonan‐3‐one unit from the Deep‐Sea‐Derived Fungus Talaromyces muroii sp. SCSIO 40439

Published:2023-02-23 Issue:8 Volume:41 Page:915-923
ISSN:1001-604X
Container-title:Chinese Journal of Chemistry
language:en
Short-container-title:Chin. J. Chem.

Author:

Ding Xuemin¹²,Ye Weixia¹³,Tan Bin¹⁴,Song Qiaoyun³,Chen Yuchan⁵,Liu Wei¹⁴,Sun Lili¹²,Tang Wei³,Qiao Yulei¹²,Zhang Qingbo¹²⁴⁶,Zhang Haibo¹²⁴⁶,Wang Ying³,Zhang Weimin⁵,Zhang Changsheng¹²⁴⁶,Zhang Wenjun¹²⁴⁶

Affiliation:

1. Key Laboratory of Tropical Marine Bio‐resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology South China Sea Institute of Oceanology, Chinese Academy of Sciences 164 West Xingang Road Guangzhou Guangdong 510301 China

2. University of Chinese Academy of Sciences Beijing 100049 China

3. Center for Bioactive Natural Molecules and Innovative Drugs Research College of Pharmacy, Jinan University Guangzhou Guangdong 510632 China

4. Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) Guangzhou Guangdong 511458 China

5. State Key Laboratory of Applied Microbiology Southern China Guangdong Institute of Microbiology Guangzhou Guangdong 510070 China

6. Sanya Institute of Oceanology, SCSIO, Yazhou Scientific Bay Sanya Hainan 572000 China

Abstract

Comprehensive SummaryTalachalasins A—C (1—3), three new cytochalasans (CYTs), were isolated from deep‐sea‐derived fungus Talaromyces muroii sp. SCSIO 40439. The structures of 1—3, including absolute configurations, were determined based on HRESIMS, NMR spectroscopic data, ECD comparison, and single crystal X‐ray diffraction analysis. Talachalasins A—C (1—3) represented the first examples of cytochalasans possessing a unique 16β‐methyl group, distinct from >500 reported CYTs. Talachalasin C (3) was an unprecedented 20,21‐seco‐cytochalasans characterized by a 2‐oxabicyclo[3.3.1]nonan‐3‐one unit. Talachalasin A (1) displayed moderate cytotoxic activity against four tumor cell lines (IC50 3.40—10.02 μM). Talachalasin B (2) showed comparable anti‐RSV and HSV‐1 activities (IC50 12.5 μM or IC50 20.0 μM).

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/cjoc.202200744

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