PUBLICATION
Structural Modification of Honokiol, a Biphenyl Occurring in Magnolia officinalis: the Evaluation of Honokiol Analogs as Inhibitors of Angiogenesis and for Cytotoxicity and Their Structure-Activity Relationship
- Authors
- Ma, L., Chen, J., Wang, X., Liang, X., Luo, Y., Zhu, W., Wang, T.E., Peng, M., Li, S., Shi, J., Peng, A., Wei, Y.Q., and Chen, L.
- ID
- ZDB-PUB-110823-12
- Date
- 2011
- Source
- Journal of medicinal chemistry 54(19): 6469-81 (Journal)
- Registered Authors
- Keywords
- none
- MeSH Terms
-
- Allyl Compounds/chemical synthesis*
- Allyl Compounds/chemistry
- Allyl Compounds/pharmacology
- Angiogenesis Inhibitors/chemical synthesis*
- Angiogenesis Inhibitors/chemistry
- Angiogenesis Inhibitors/pharmacology
- Animals
- Animals, Genetically Modified
- Benzaldehydes/chemical synthesis*
- Benzaldehydes/chemistry
- Benzaldehydes/pharmacology
- Biphenyl Compounds/chemical synthesis*
- Biphenyl Compounds/chemistry
- Biphenyl Compounds/pharmacology
- Cell Line
- Cell Line, Tumor
- Cell Movement/drug effects
- Cell Proliferation/drug effects
- Drug Screening Assays, Antitumor
- Embryo, Nonmammalian/blood supply
- Endothelial Cells/cytology
- Endothelial Cells/drug effects
- Endothelial Cells/physiology
- Endothelium, Vascular/cytology
- Humans
- In Vitro Techniques
- Lignans/chemical synthesis*
- Lignans/chemistry
- Lignans/pharmacology
- Magnolia*
- Neovascularization, Pathologic/prevention & control
- Neovascularization, Physiologic/drug effects
- Structure-Activity Relationship
- Zebrafish
- PubMed
- 21853991 Full text @ J. Med. Chem.
Citation
Ma, L., Chen, J., Wang, X., Liang, X., Luo, Y., Zhu, W., Wang, T.E., Peng, M., Li, S., Shi, J., Peng, A., Wei, Y.Q., and Chen, L. (2011) Structural Modification of Honokiol, a Biphenyl Occurring in Magnolia officinalis: the Evaluation of Honokiol Analogs as Inhibitors of Angiogenesis and for Cytotoxicity and Their Structure-Activity Relationship. Journal of medicinal chemistry. 54(19):6469-81.
Abstract
Honokiol, widely known as an anti-tumor agent, has been used as an anti-angiogenesis drug lead. In this paper, 47 honokiol analogs and derivatives were investigated for their anti-angiogenic activity by application of the transgenic zebrafish screening model, anti-proliferative and cytotoxic activity against HUVECs and three tumor cell lines by MTT assay. 3',5-diallyl-2,4'-dihydroxy-[1,1'-biphen-yl]-3,5'-dicarbaldehyde (8c) was found to suppress the newly-grown segmental vessels from the dorsal aorta of zebrafish, and prevent inappropriate vascularisation as well as exhibit more potent inhibitory effects on the proliferation of HUVECs, A549, HepG2, and LL/2 cells (IC50 = 15.1, 30.2, 10.7, and 21.7 µM, respectively) than honokiol (IC50 = 52.6, 35.0, 16.5, and 65.4 µM, respectively). Analog 8c also effectively inhibited the migration and capillary-like tube formation of HUVECs in vitro. The anti-angiogenic effect and anti-proliferative activity of these structurally modified honokiol analogs and derivatives have led to the establishment of a structure-activity relationship.
Genes / Markers
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping