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Structure-activity relationships of 11 new congeners of the SMTP plasminogen modulator
by
NARASAKI Ritsuko
, HASEGAWA Keiko
, HASUMI Keiji
, HU Weimin
, NISHIMURA Naoko
, KOIDE Haruki
, KITANO Yoshikazu
in
631/326/193/2543
/ 631/45/612/1221
/ 631/535
/ Amino acids
/ Bacteriology
/ Benzopyrans - chemistry
/ Benzopyrans - isolation & purification
/ Benzopyrans - pharmacology
/ Biomedical and Life Sciences
/ Bioorganic Chemistry
/ fibrinolysis
/ Humans
/ Life Sciences
/ Medicinal Chemistry
/ Metabolites
/ Microbiology
/ Organic Chemistry
/ original-article
/ Phenols
/ Plasminogen Activators - chemistry
/ Plasminogen Activators - isolation & purification
/ Plasminogen Activators - pharmacology
/ plasminogen modulator
/ Pyrrolidinones - chemistry
/ Pyrrolidinones - isolation & purification
/ Pyrrolidinones - pharmacology
/ Stachybotrys - metabolism
/ Structure-Activity Relationship
/ structure-activity relationships
2010
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Structure-activity relationships of 11 new congeners of the SMTP plasminogen modulator
by
NARASAKI Ritsuko
, HASEGAWA Keiko
, HASUMI Keiji
, HU Weimin
, NISHIMURA Naoko
, KOIDE Haruki
, KITANO Yoshikazu
in
631/326/193/2543
/ 631/45/612/1221
/ 631/535
/ Amino acids
/ Bacteriology
/ Benzopyrans - chemistry
/ Benzopyrans - isolation & purification
/ Benzopyrans - pharmacology
/ Biomedical and Life Sciences
/ Bioorganic Chemistry
/ fibrinolysis
/ Humans
/ Life Sciences
/ Medicinal Chemistry
/ Metabolites
/ Microbiology
/ Organic Chemistry
/ original-article
/ Phenols
/ Plasminogen Activators - chemistry
/ Plasminogen Activators - isolation & purification
/ Plasminogen Activators - pharmacology
/ plasminogen modulator
/ Pyrrolidinones - chemistry
/ Pyrrolidinones - isolation & purification
/ Pyrrolidinones - pharmacology
/ Stachybotrys - metabolism
/ Structure-Activity Relationship
/ structure-activity relationships
2010
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Structure-activity relationships of 11 new congeners of the SMTP plasminogen modulator
by
NARASAKI Ritsuko
, HASEGAWA Keiko
, HASUMI Keiji
, HU Weimin
, NISHIMURA Naoko
, KOIDE Haruki
, KITANO Yoshikazu
in
631/326/193/2543
/ 631/45/612/1221
/ 631/535
/ Amino acids
/ Bacteriology
/ Benzopyrans - chemistry
/ Benzopyrans - isolation & purification
/ Benzopyrans - pharmacology
/ Biomedical and Life Sciences
/ Bioorganic Chemistry
/ fibrinolysis
/ Humans
/ Life Sciences
/ Medicinal Chemistry
/ Metabolites
/ Microbiology
/ Organic Chemistry
/ original-article
/ Phenols
/ Plasminogen Activators - chemistry
/ Plasminogen Activators - isolation & purification
/ Plasminogen Activators - pharmacology
/ plasminogen modulator
/ Pyrrolidinones - chemistry
/ Pyrrolidinones - isolation & purification
/ Pyrrolidinones - pharmacology
/ Stachybotrys - metabolism
/ Structure-Activity Relationship
/ structure-activity relationships
2010
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Structure-activity relationships of 11 new congeners of the SMTP plasminogen modulator
Journal Article
Structure-activity relationships of 11 new congeners of the SMTP plasminogen modulator
2010
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Overview
The fungal metabolite
Stachybotrys microspora
triprenyl phenols (SMTPs) are small-molecule plasminogen modulators that enhance plasminogen activation. The SMTP molecule consists of a tricyclic γ-lactam moiety, an isoprene side-chain and an
N
-linked side-chain. Previous investigations have demonstrated that the
N
-linked side-chain is crucial for its activity. In this study, we have isolated 11 new SMTP congeners with a variety of
N
-linked side-chain structures, to investigate structure–activity relationships. Active compounds included congeners with a carboxyl or a sulfonic acid group in the
N
-linked side-chain, whereas not all the congeners with a carboxyl group were active. Of these congeners, that with methionine or tyrosine as the
N
-linked side-chain moiety was more active than that with an aliphatic amino acid. Congeners without ionizable group in the
N
-linked side-chain were essentially inactive.
Publisher
Nature Publishing Group UK,Nature Publishing Group
Subject
/ 631/535
/ Benzopyrans - isolation & purification
/ Biomedical and Life Sciences
/ Humans
/ Phenols
/ Plasminogen Activators - chemistry
/ Plasminogen Activators - isolation & purification
/ Plasminogen Activators - pharmacology
/ Pyrrolidinones - isolation & purification
/ Pyrrolidinones - pharmacology
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