Cytotoxic diaporindene and tenellone derivatives from the fungus Phomopsis lithocarpus

Hui-Bo Liu; Zhao-Ming Liu; Yu-Chan Chen; Hai-Bo Tan; Sai-Ni Li; Dong-Li Li; Hong-Xin Liu; Wei-Min Zhang

doi:10.1016/S1875-5364(21)60095-X

Cytotoxic diaporindene and tenellone derivatives from the fungus Phomopsis lithocarpus

Chin J Nat Med. 2021 Nov;19(11):874-880. doi: 10.1016/S1875-5364(21)60095-X.

Authors

Hui-Bo Liu¹, Zhao-Ming Liu², Yu-Chan Chen², Hai-Bo Tan³, Sai-Ni Li², Dong-Li Li⁴, Hong-Xin Liu⁵, Wei-Min Zhang⁶

Affiliations

¹ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070, China; School of Chemical and Environmental Engineering, Wuyi University, Jiangmen 529020, China.
² State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070, China.
³ Program for Natural Products Chemical Biology, Key Laboratory of Plant Resources Conservation and Sustainable Utilization, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China.
⁴ School of Chemical and Environmental Engineering, Wuyi University, Jiangmen 529020, China.
⁵ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070, China. Electronic address: liuhx@gdim.cn.
⁶ State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Guangdong Open Laboratory of Applied Microbiology, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070, China. Electronic address: wmzhang@gdim.cn.

PMID: 34844726
DOI: 10.1016/S1875-5364(21)60095-X

Abstract

Nine new compounds, including five natural rarely-occurring 2, 3-dihydro-1H-indene derivatives named diaporindenes E-I (1-5), and four new benzophenone analogues named tenellones J-M (6-9) were isolated from the deep-sea sediment-derived fungus Phomopsis lithocarpus FS508. All the structures for these new compounds were fully characterized on the basis of spectroscopic data, NMR spectra, and ECD calculation and single-crystal X-ray diffraction analysis. The potential anti-tumor activities of compounds 1-9 against four tumor cell lines SF-268, MCF-7, HepG-2, and A549 were evaluated using the SRB method. Compound 7 exhibited cytotoxic activity against the SF-268 cell line with an IC₅₀ value of 11.36 μmol·L^-1.

Keywords: 2, 3-Dihydro-1H-indene isomers; Benzophenone derivatives; Deep-see-derived fungus; Phomopsis lithocarpus.

MeSH terms

Antineoplastic Agents* / pharmacology
Cell Line, Tumor
Crystallography, X-Ray
Fungi
Molecular Structure
Phomopsis*

Substances

Antineoplastic Agents