New inhibitors of matrix metalloproteinases 9 (MMP-9): Lignans from Selaginella moellendorffii

Matrix metalloproteinase 9 (MMP-9) is one of the structurally related zinc-dependent endopeptidases families and provides a new target for cancer therapy owing to its pivotal role in metastatic tumors. In this paper, fourteen lignans, including three novel lignans, named selamoellenin B–D (1–3), and...

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Bibliographic Details
Published in:Fitoterapia 2018-10, Vol.130, p.281-289
Main Authors: Zhu, Yuan, Huang, Ri-Zhen, Wang, Chun-Gu, Ouyang, Xi-Lin, Jing, Xiao-Teng, Liang, Dong, Wang, Heng-Shan
Format: Article
Language:English
Subjects:
Anticancer activity
Cancer
Cancer therapies
Cytotoxicity
Enantiomers
Gelatinase B
Lignans
Matrix metalloproteinase
Matrix metalloproteinases
Metalloproteinase
Metastases
Metastasis
Migration
Molecular docking
Optical activity
Selaginella moellendorffii
Structure-activity relationships
Surface plasmon resonance
Therapy
Toxicity
Tumor cell lines
Tumors
Zinc
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Summary:Matrix metalloproteinase 9 (MMP-9) is one of the structurally related zinc-dependent endopeptidases families and provides a new target for cancer therapy owing to its pivotal role in metastatic tumors. In this paper, fourteen lignans, including three novel lignans, named selamoellenin B–D (1–3), and eleven known lignan derivatives (4–14) were isolated from the plant of Selaginella moellendorffii. Among them, compound 3 is optically active, which was enantiomerically seperated to afford a pair of enantiomers, (−)-3 and (+)-3. Their structures were elucidated by extensive spectroscopic analyses. Their cytotoxic activities were evaluated against four human cancer cell lines. Among them, five compounds (4, 5, 6, 11 and 13) exhibited great potent cytotoxicity and their structure-activity relationships were also discussed. All compounds except for 3 lignan analogues with low cytotoxicity were selected for further in vitro enzyme inhibition, surface plasmon resonance (SPR), and molecular docking assays based on the MMPs target. The results shown that, compound 11 have the best inhibitory effect and can be considered as a potential drug candidate targeting at MMP-9 for cancer therapy. [Display omitted]
ISSN:0367-326X
1873-6971
DOI:10.1016/j.fitote.2018.09.008