Literature DB >> 9871686

Design and synthesis of monocyclic beta-lactams as mechanism-based inhibitors of human cytomegalovirus protease.

A D Borthwick1, G Weingarten, T M Haley, M Tomaszewski, W Wang, Z Hu, J Bedard, H Jin, L Yuen, T S Mansour.   

Abstract

Mechanism based inhibitors of HCMV protease have been designed based on the monocyclic beta-lactam nucleus, which have been shown to acylate the viral enzyme in a time dependent manner. SAR in a series of monocyclic beta-lactam N-ureas, has defined the size and relative stereochemistry of the C-3 substituent producing a low micromolar inhibitor 17b with good aqueous stability and selectivity over the mammalian serine proteases.

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Year:  1998        PMID： 9871686     DOI： 10.1016/s0960-894x(98)00032-8

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  14 in total

1.  Diastereoselective Synthesis of trans-beta-Lactams Using a Simple Multifunctional Catalyst.

Authors:  Ciby J Abraham; Daniel H Paull; Cajetan Dogo-Isonagie; Thomas Lectka
Journal:  Synlett       Date:  2009       Impact factor: 2.454

2.  Optimization of a β-Lactam Scaffold for Antibacterial Activity via the Inhibition of Bacterial Type I Signal Peptidase.

Authors:  Chien-Hung Yeh; Shawn I Walsh; Arryn Craney; M Greg Tabor; Ana-Florina Voica; Ramkrishna Adhikary; Sydney E Morris; Floyd E Romesberg
Journal:  ACS Med Chem Lett       Date:  2018-03-15       Impact factor: 4.345

3.  Inhibition of a viral enzyme by a small-molecule dimer disruptor.

Authors:  Tina Shahian; Gregory M Lee; Ana Lazic; Leggy A Arnold; Priya Velusamy; Christina M Roels; R Kiplin Guy; Charles S Craik
Journal:  Nat Chem Biol       Date:  2009-07-26       Impact factor: 15.040

4.  Ethyl 1-(4-chloro-phen-yl)-3-[1-(4-meth-oxy-phen-yl)-4-oxo-3-phenyl-azetidin-2-yl]-2-nitro-2,3,10,10a-tetra-hydro-1H,5H-pyr-rolo[1,2-b]isoquinoline-10a-carboxyl-ate.

Authors:  S Sundaresan; P Ramesh; N Arumugam; R Raghunathan; M N Ponnuswamy
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-09-30

5.  Ethyl 3-[1-(4-methoxy-phen-yl)-4-oxo-3-phenylazetidin-2-yl]-2-nitro-1-phenyl-2,3,10,10a-tetra-hydro-1H,5H-pyrrolo[1,2-b]isoquinoline-10a-carboxyl-ate.

Authors:  S S Sundaresan; P Ramesh; N Arumugam; R Raghunathan; M N Ponnuswamy
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-02-17

6.  Synthesis and antimicrobial activity of some new sugar-based monocyclic beta-lactams.

Authors:  A A Jarrahpour; M Shekarriz; A Taslimi
Journal:  Molecules       Date:  2004-01-31       Impact factor: 4.411

7.  A screening strategy for trapping the inactive conformer of a dimeric enzyme with a small molecule inhibitor.

Authors:  Charles S Craik; Tina Shahian
Journal:  Methods Mol Biol       Date:  2012

8.  Synthesis and antimicrobial activities of some novel diastereoselective monocyclic cis-β-lactams using 2-ethoxy carbonyl DCPN as a carboxylic acid activator.

Authors:  Mahesh Kumar Mishra; Vedeshwar Narayan Singh; Khursheed Ahmad; Sitaram Sharma
Journal:  Mol Divers       Date:  2020-05-13       Impact factor: 2.943

9.  (2RS,3SR,10SR,11RS)-3,10-Diphen-oxy-18,21-dioxa-5,8-diaza-penta-cyclo-[20.4.0.0.0.0]hexa-cosa-1(26),12,14,16,22,24-hexa-ene-4,9-dione ethyl acetate hemisolvate.

Authors:  J Suresh; Natarajan Arumugam; Abdulrahman I Almansour; Usama Karama; P L Nilantha Lakshman
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-07-30

10.  Bioactivity Studies of β-Lactam Derived Polycyclic Fused Pyrroli-Dine/Pyrrolizidine Derivatives in Dentistry: In Vitro, In Vivo and In Silico Studies.

Authors:  Gowri Meiyazhagan; Rajesh Raju; Sofi Beaula Winfred; Bhavani Mannivanan; Hemadev Bhoopalan; Venkatesh Shankar; Sathiya Sekar; Deepa Parvathi Venkatachalam; Ravishankar Pitani; Venkateshbabu Nagendrababu; Malini Thaiman; Kandaswamy Devivanayagam; Jeyakanthan Jayaraman; Raghunathan Ragavachary; Ganesh Venkatraman
Journal:  PLoS One       Date:  2015-07-17       Impact factor: 3.240
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