Synthesis and neurite growth evaluation of new analogues of honokiol, a neolignan with potent neurotrophic activity

Vemula Praveen Kumar; R Gajendra Reddy; Duc Duy Vo; Sumana Chakravarty; Srivari Chandrasekhar; René Grée

doi:10.1016/j.bmcl.2011.12.015

Synthesis and neurite growth evaluation of new analogues of honokiol, a neolignan with potent neurotrophic activity

Bioorg Med Chem Lett. 2012 Feb 1;22(3):1439-44. doi: 10.1016/j.bmcl.2011.12.015. Epub 2011 Dec 9.

Authors

Vemula Praveen Kumar¹, R Gajendra Reddy, Duc Duy Vo, Sumana Chakravarty, Srivari Chandrasekhar, René Grée

Affiliation

¹ Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 607, India.

PMID: 22209461
DOI: 10.1016/j.bmcl.2011.12.015

Abstract

A versatile synthetic route is reported towards the preparation of new analogues for potent neurotrophic agent biaryl-type lignan honokiol. A focused 24-membered library of derivatives containing five different groups at 5'-position of honokiol has been prepared in fair to good overall yields. Compared to the natural product, or to analogues with a short alkyl chain in this position, these new derivatives have lost most of the neurotrophic activity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Biphenyl Compounds* / chemical synthesis
Biphenyl Compounds* / chemistry
Biphenyl Compounds* / pharmacology
Cells, Cultured
Humans
Immunohistochemistry
Lignans* / chemical synthesis
Lignans* / chemistry
Lignans* / pharmacology
Molecular Structure
Nerve Growth Factors
Neurites / drug effects*
Neurogenesis / drug effects*
Small Molecule Libraries / chemical synthesis
Small Molecule Libraries / chemistry
Small Molecule Libraries / pharmacology
Structure-Activity Relationship

Substances

Biphenyl Compounds
Lignans
Nerve Growth Factors
Small Molecule Libraries
magnolol
honokiol