دورية أكاديمية

Potent ACE inhibitors from 5-hydroxy indanone derivatives.

التفاصيل البيبلوغرافية
العنوان: Potent ACE inhibitors from 5-hydroxy indanone derivatives.
المؤلفون: Vulupala HR; Organic Chemistry Division II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India, IICT/Pubs./2018/073., Sajja Y; Organic Chemistry Division II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India, IICT/Pubs./2018/073., Bagul PK; Centre for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India; Drug Discovery Research Center, Translational Health Science and Technology Institute, Faridabad 121001, India., Bandla R; Organic Chemistry Division II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India, IICT/Pubs./2018/073., Nagarapu L; Organic Chemistry Division II (CPC), CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India, IICT/Pubs./2018/073. Electronic address: nagarapu@iict.res.in., Benerjee SK; Centre for Chemical Biology, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad 500007, India; Drug Discovery Research Center, Translational Health Science and Technology Institute, Faridabad 121001, India.
المصدر: Bioorganic chemistry [Bioorg Chem] 2018 Apr; Vol. 77, pp. 660-665. Date of Electronic Publication: 2018 Feb 24.
نوع المنشور: Journal Article; Research Support, Non-U.S. Gov't
اللغة: English
بيانات الدورية: Publisher: Elsevier Country of Publication: United States NLM ID: 1303703 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1090-2120 (Electronic) Linking ISSN: 00452068 NLM ISO Abbreviation: Bioorg Chem Subsets: MEDLINE
أسماء مطبوعة: Publication: Amsterdam : Elsevier
Original Publication: New York, London, Academic Press.
مواضيع طبية MeSH: Angiotensin-Converting Enzyme Inhibitors/*pharmacology , Indans/*pharmacology , Peptidyl-Dipeptidase A/*metabolism, Angiotensin-Converting Enzyme Inhibitors/chemical synthesis ; Angiotensin-Converting Enzyme Inhibitors/chemistry ; Dose-Response Relationship, Drug ; Humans ; Indans/chemical synthesis ; Indans/chemistry ; Molecular Structure ; Structure-Activity Relationship
مستخلص: A novel triazole derivatives(±)-2-(hydroxymethyl)-7,8-dihydro-1H-indeno[5,4-b]furan-6(2H)-one (12a-j) were designed and synthesized by the reaction between racemic azide and terminal acetylenes under click chemistry reaction conditions followed by biological evaluation as angiotensin converting enzyme (ACE) inhibitors. β-Amino alcohol derivatives of 1-indanone (15a-l) were synthesized from 5-hydroxy indanone, it was reacted with epichlorohydrin and followed by oxirane ring opening with various piperazine derivatives. Among the newly synthesized compounds 12b (IC 50 : 1.388024 µM), 12g (IC 50 : 1.220696 µM), 12j (IC 50 : 1.312428 µM) and 15k (IC 50 : 1.349671 µM) and 15l (IC 50 : 1.330764 µM) emerged as most active non-carboxylic acid ACE inhibitors with minimal toxicity comparable to clinical drug Lisinopril.
(Copyright © 2018 Elsevier Inc. All rights reserved.)
فهرسة مساهمة: Keywords: ACE inhibitors; Click chemistry; Epi-chlorohydrin; Hypertension; Piperazines; Triazoles; β-Amino alcohols
المشرفين على المادة: 0 (Angiotensin-Converting Enzyme Inhibitors)
0 (Indans)
B926Y9U4QN (indacrinone)
EC 3.4.15.1 (ACE protein, human)
EC 3.4.15.1 (Peptidyl-Dipeptidase A)
تواريخ الأحداث: Date Created: 20180305 Date Completed: 20190114 Latest Revision: 20190114
رمز التحديث: 20240628
DOI: 10.1016/j.bioorg.2018.02.022
PMID: 29502027
قاعدة البيانات: MEDLINE
الوصف
تدمد:1090-2120
DOI:10.1016/j.bioorg.2018.02.022