Lignans: A Chemometric Analysis

The physicochemical properties of classical lignans, neolignans, flavonolignans and carbohydrate-lignan conjugates (CLCs) were analysed to assess their ADMET profiles and establish if these compounds are lead-like/drug-like and thus have potential to be or act as leads in the development of future t...

Full description

Bibliographic Details
Main Author: Lisa I. Pilkington
Format: Article
Language:English
Published: MDPI AG 2018-07-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/23/7/1666
_version_ 1819230295386226688
author Lisa I. Pilkington
author_facet Lisa I. Pilkington
author_sort Lisa I. Pilkington
collection DOAJ
description The physicochemical properties of classical lignans, neolignans, flavonolignans and carbohydrate-lignan conjugates (CLCs) were analysed to assess their ADMET profiles and establish if these compounds are lead-like/drug-like and thus have potential to be or act as leads in the development of future therapeutics. It was found that while no studied compounds were lead-like, a very large proportion (>75%) fulfilled all the requirements to be deemed as present in drug-like space and almost all compounds studied were in the known drug space. Principal component analysis was an effective technique that enabled the investigation of the relationship between the studied molecular descriptors and was able to separate the lignans from their sugar derivatives and flavonolignans, primarily according to the parameters that are considered when defining chemical space (i.e., number of hydrogen bond donors, acceptors, rotatable bonds, polar surface area and molecular weight). These results indicate that while CLCs and flavonolignans are less drug-like, lignans show a particularly high level of drug-likeness, an observation that coupled with their potent biological activities, demands future pursuit into their potential for use as therapeutics.
first_indexed 2024-12-23T11:26:48Z
format Article
id doaj.art-816db1b7b33545a3afc1e7d30e662db2
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-12-23T11:26:48Z
publishDate 2018-07-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-816db1b7b33545a3afc1e7d30e662db22022-12-21T17:48:55ZengMDPI AGMolecules1420-30492018-07-01237166610.3390/molecules23071666molecules23071666Lignans: A Chemometric AnalysisLisa I. Pilkington0School of Chemical Sciences, The University of Auckland, Private Bag 92019, Auckland 1142, New ZealandThe physicochemical properties of classical lignans, neolignans, flavonolignans and carbohydrate-lignan conjugates (CLCs) were analysed to assess their ADMET profiles and establish if these compounds are lead-like/drug-like and thus have potential to be or act as leads in the development of future therapeutics. It was found that while no studied compounds were lead-like, a very large proportion (>75%) fulfilled all the requirements to be deemed as present in drug-like space and almost all compounds studied were in the known drug space. Principal component analysis was an effective technique that enabled the investigation of the relationship between the studied molecular descriptors and was able to separate the lignans from their sugar derivatives and flavonolignans, primarily according to the parameters that are considered when defining chemical space (i.e., number of hydrogen bond donors, acceptors, rotatable bonds, polar surface area and molecular weight). These results indicate that while CLCs and flavonolignans are less drug-like, lignans show a particularly high level of drug-likeness, an observation that coupled with their potent biological activities, demands future pursuit into their potential for use as therapeutics.http://www.mdpi.com/1420-3049/23/7/1666lignanschemometricsneolignansflavonolignanschemical spacedrug-like
spellingShingle Lisa I. Pilkington
Lignans: A Chemometric Analysis
Molecules
lignans
chemometrics
neolignans
flavonolignans
chemical space
drug-like
title Lignans: A Chemometric Analysis
title_full Lignans: A Chemometric Analysis
title_fullStr Lignans: A Chemometric Analysis
title_full_unstemmed Lignans: A Chemometric Analysis
title_short Lignans: A Chemometric Analysis
title_sort lignans a chemometric analysis
topic lignans
chemometrics
neolignans
flavonolignans
chemical space
drug-like
url http://www.mdpi.com/1420-3049/23/7/1666
work_keys_str_mv AT lisaipilkington lignansachemometricanalysis