Abstract |
The natural and semi-synthetic analogs of substituted 1,4-benzoquinones were evaluated for in vitro cytotoxic and antioxidant activities. Maesanin, dihydromaesanin, maesanin dimethyl ether and isomeric mixtures of 3-[(Z)-10'-pentadecenyl]- benzoquinone derivatives exhibited cytotoxic activity against HL-60 cell line (IC50 values 4.5, 2.2, 0.43 and 2.8 microg/mL, respectively), while it was found to be inactive against ROS ( Reactive Oxygen Species) generation in HL-60. In contrast, the isomeric acylated benzoquinones with shorter alkyl substituents, namely, 2-acetoxy-5-hydoxy-6-methyl-3-tridecyl-1,4-benzoquinone and 2-hydoxy-5-acetoxy-6-methyl-3-tridecyl-1,4-benzoquinone showed most prominent antioxidant and antiproliferative effect on HL-60 (IC50 values 6.2 and 2.2 microg/mL, respectively), as well as cytotoxicities against SK-MEL, KB, BT-549 and SK-OV-3 carcinomas (IC50 values <1.1-4.2 microg/mL). All benzoquinones were found to be inactive against cell aggregation and cell adhesion assays, thus showing no effect on immune responses and inflammation.
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Authors | Ilias Muhammad, Satoshi Takamatsu, Larry A Walker, Jaber S Mossa, Harry H S Fong, Farouk S El-Feraly |
Journal | Phytotherapy research : PTR
(Phytother Res)
Vol. 17
Issue 8
Pg. 887-91
(Sep 2003)
ISSN: 0951-418X [Print] England |
PMID | 13680818
(Publication Type: Journal Article, Research Support, U.S. Gov't, Non-P.H.S.)
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Copyright | Copyright 2003 John Wiley & Sons, Ltd. |
Chemical References |
- Antineoplastic Agents, Phytogenic
- Antioxidants
- Benzoquinones
- Plant Extracts
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Topics |
- Antineoplastic Agents, Phytogenic
(administration & dosage, chemistry, pharmacology, therapeutic use)
- Antioxidants
(administration & dosage, chemistry, pharmacology, therapeutic use)
- Benzoquinones
(administration & dosage, chemistry, pharmacology, therapeutic use)
- Cell Adhesion
(drug effects)
- Cell Aggregation
(drug effects)
- Cell Line, Tumor
(drug effects)
- Dose-Response Relationship, Drug
- Fruit
- HL-60 Cells
(drug effects)
- Humans
- Inhibitory Concentration 50
- Magnoliopsida
- Phytotherapy
- Plant Extracts
(administration & dosage, chemistry, pharmacology, therapeutic use)
- Plant Leaves
- Structure-Activity Relationship
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