Academic Journal
Metabolic Fate of the Isocyanide Moiety: Are Isocyanides Pharmacophore Groups Neglected by Medicinal Chemists?
| العنوان: | Metabolic Fate of the Isocyanide Moiety: Are Isocyanides Pharmacophore Groups Neglected by Medicinal Chemists? |
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| المؤلفون: | Galli, Ubaldina, Tron, Gian Cesare, Purghè, Beatrice, Grosa, Giorgio, Aprile, Silvio |
| المساهمون: | Galli, Ubaldina, Tron, Gian Cesare, Purghè, Beatrice, Grosa, Giorgio, Aprile, Silvio |
| سنة النشر: | 2020 |
| المجموعة: | Università degli Studi del Piemonte Orientale: CINECA IRIS |
| الوصف: | Despite the isolation of hundreds of bioactive isocyanides from terrestrial fungi and bacteria as well as marine organisms, the isocyanide functionality has so far received little attention from a medicinal chemistry standpoint. The widespread tenet that isocyanides are chemically and metabolically unstable has restricted bioactivity studies to their antifouling properties and technical applications. In order to confirm or refute this idea, the hepatic metabolism of six model isocyanides was investigated. Aromatic and primary isocyanides turned out to be unstable and metabolically labile, but secondary and tertiary isocyanides resisted metabolization, showing, in some cases, cytochrome P450 inhibitory properties. The potential therefore exists for the secondary and tertiary isocyanides to qualify them as pharmacophore groups, in particular as warheads for metalloenzyme inhibition because of their potent metal-coordinating properties. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| Relation: | info:eu-repo/semantics/altIdentifier/pmid/32212628; info:eu-repo/semantics/altIdentifier/wos/WOS:000526883500012; volume:33; issue:4; firstpage:955-966; lastpage:966; journal:CHEMICAL RESEARCH IN TOXICOLOGY; http://hdl.handle.net/11579/112871; info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-85083911042 |
| DOI: | 10.1021/acs.chemrestox.9b00504 |
| الاتاحة: | http://hdl.handle.net/11579/112871 https://doi.org/10.1021/acs.chemrestox.9b00504 |
| رقم الانضمام: | edsbas.2766655C |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/acs.chemrestox.9b00504 |
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