Facile Synthesis of Natural Alkoxynaphthalene Analogues from Plant Alkoxybenzenes

Analogues of the bioactive natural alkoxynaphthalene pycnanthulignene D were synthesized by an efficient method. The starting plant allylalkoxybenzenes (1) are easily available from the plant essential oils of sassafras, dill, and parsley. The target 1-arylalkoxynaphthalenes (5) exhibited antiprolif...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2016-04, Vol.79 (4), p.923-928
Main Authors: Tsyganov, Dmitry V, Krayushkin, Mikhail M, Konyushkin, Leonid D, Strelenko, Yuri A, Semenova, Marina N, Semenov, Victor V
Format: Article
Language:English
Subjects:
Anethum graveolens - chemistry
Animals
Antineoplastic Agents - pharmacology
Lignans - chemical synthesis
Lignans - chemistry
Molecular Structure
Oils, Volatile
Petroselinum - chemistry
Plant Oils - chemistry
Sassafras - chemistry
Sea Urchins - drug effects
Sea Urchins - embryology
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Summary:Analogues of the bioactive natural alkoxynaphthalene pycnanthulignene D were synthesized by an efficient method. The starting plant allylalkoxybenzenes (1) are easily available from the plant essential oils of sassafras, dill, and parsley. The target 1-arylalkoxynaphthalenes (5) exhibited antiproliferative activity in a phenotypic sea urchin embryo assay.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.5b01007