Hydrophobicity, a physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES)

Sabbir Ahmed; Karen James; Caroline P. Owen; Chirag Patel; Mijal Patel

doi:10.1016/S0960-894X(01)00482-6

Hydrophobicity, a physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES)

Sabbir Ahmed, Karen James, Caroline P. Owen, Chirag Patel, Mijal Patel

Research output: Contribution to journal › Article › peer-review

Abstract

We report the initial structure-activity relationship study (SAR) (in particular logP) of a series of compounds based upon 4-sulfamated phenyl ketones as potent inhibitors of the enzyme estrone sulfatase (ES). The results of the study show that these compounds are irreversible inhibitors of ES and that they are more potent than COUMATE, but weaker than EMATE. Analysis of the SAR data shows a strong correlation between IC(50) and logP but also supports our previous study, which suggests a very strong relationship between pK(a) and IC(50).

Original language	English
Pages (from-to)	2525-2528
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	11
Issue number	18
DOIs	https://doi.org/10.1016/S0960-894X(01)00482-6
Publication status	Submitted - 17 Sept 2001

Keywords

aromatase inhibitors
steroid sulfatase
Chemistry

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10.1016/S0960-894X(01)00482-6

http://dx.doi.org/doi:10.1016/S0960-894X(01)00482-6

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title = "Hydrophobicity, a physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES)",

abstract = "We report the initial structure-activity relationship study (SAR) (in particular logP) of a series of compounds based upon 4-sulfamated phenyl ketones as potent inhibitors of the enzyme estrone sulfatase (ES). The results of the study show that these compounds are irreversible inhibitors of ES and that they are more potent than COUMATE, but weaker than EMATE. Analysis of the SAR data shows a strong correlation between IC(50) and logP but also supports our previous study, which suggests a very strong relationship between pK(a) and IC(50).",

keywords = "aromatase inhibitors, steroid sulfatase, Chemistry",

author = "Sabbir Ahmed and Karen James and Owen, \{Caroline P.\} and Chirag Patel and Mijal Patel",

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AU - Ahmed, Sabbir

AU - James, Karen

AU - Owen, Caroline P.

AU - Patel, Chirag

AU - Patel, Mijal

PY - 2001/9/17

Y1 - 2001/9/17

N2 - We report the initial structure-activity relationship study (SAR) (in particular logP) of a series of compounds based upon 4-sulfamated phenyl ketones as potent inhibitors of the enzyme estrone sulfatase (ES). The results of the study show that these compounds are irreversible inhibitors of ES and that they are more potent than COUMATE, but weaker than EMATE. Analysis of the SAR data shows a strong correlation between IC(50) and logP but also supports our previous study, which suggests a very strong relationship between pK(a) and IC(50).

AB - We report the initial structure-activity relationship study (SAR) (in particular logP) of a series of compounds based upon 4-sulfamated phenyl ketones as potent inhibitors of the enzyme estrone sulfatase (ES). The results of the study show that these compounds are irreversible inhibitors of ES and that they are more potent than COUMATE, but weaker than EMATE. Analysis of the SAR data shows a strong correlation between IC(50) and logP but also supports our previous study, which suggests a very strong relationship between pK(a) and IC(50).

KW - aromatase inhibitors

KW - steroid sulfatase

KW - Chemistry

UR - http://www.ncbi.nlm.nih.gov/pubmed/11549461

U2 - 10.1016/S0960-894X(01)00482-6

DO - 10.1016/S0960-894X(01)00482-6

M3 - Article

C2 - 11549461

SN - 0960-894X

VL - 11

SP - 2525

EP - 2528

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 18

ER -

Hydrophobicity, a physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES)

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Keywords

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