Organic carbamates in drug design and medicinal chemistry

AK Ghosh, M Brindisi - Journal of medicinal chemistry, 2015 - ACS Publications
The carbamate group is a key structural motif in many approved drugs and prodrugs. There
is an increasing use of carbamates in medicinal chemistry and many derivatives are …

Recent Progress in the Development of HIV-1 Protease Inhibitors for the Treatment of HIV/AIDS

AK Ghosh, HL Osswald, G Prato - Journal of medicinal chemistry, 2016 - ACS Publications
HIV-1 protease inhibitors continue to play an important role in the treatment of HIV/AIDS,
transforming this deadly ailment into a more manageable chronic infection. Over the years …

TMC114, a novel human immunodeficiency virus type 1 protease inhibitor active against protease inhibitor-resistant viruses, including a broad range of clinical …

S De Meyer, H Azijn, D Surleraux… - Antimicrobial agents …, 2005 - Am Soc Microbiol
The purpose of this study was to characterize the antiviral activity, cytotoxicity, and
mechanism of action of TMC114, a novel human immunodeficiency virus type 1 (HIV-1) …

re‐ and si‐Face‐Selective Nitroaldol Reactions Catalyzed by a Rigid Chiral Quaternary Ammonium Salt: A Highly Stereoselective Synthesis of the HIV Protease …

EJ Corey, FY Zhang - Angewandte Chemie International …, 1999 - Wiley Online Library
Either amprenavir (1) or its C (2) diastereomer can be synthesized in a simple way by the
use of a nitroaldol reaction carried out in the presence of one or the other of the two …

Molecular dynamics and free energy studies on the wild-type and double mutant HIV-1 protease complexed with amprenavir and two amprenavir-related inhibitors …

T Hou, R Yu - Journal of medicinal chemistry, 2007 - ACS Publications
The V82F/I84V double mutation is considered as the key residue mutation of the HIV-1
protease drug resistance because it can significantly lower the binding affinity of protease …

Design of HIV protease inhibitors targeting protein backbone: an effective strategy for combating drug resistance

AK Ghosh, BD Chapsal, IT Weber… - Accounts of chemical …, 2008 - ACS Publications
The discovery of human immunodeficiency virus (HIV) protease inhibitors (PIs) and their
utilization in highly active antiretroviral therapy (HAART) have been a major turning point in …

Discovery and selection of TMC114, a next generation HIV-1 protease inhibitor

DLNG Surleraux, A Tahri… - Journal of medicinal …, 2005 - ACS Publications
The screening of known HIV-1 protease inhibitors against a panel of multi-drug-resistant
viruses revealed the potent activity of TMC126 on drug-resistant mutants. In comparison to …

High resolution crystal structures of HIV-1 protease with a potent non-peptide inhibitor (UIC-94017) active against multi-drug-resistant clinical strains

Y Tie, PI Boross, YF Wang, L Gaddis… - Journal of molecular …, 2004 - Elsevier
The compound UIC-94017 (TMC-114) is a second-generation HIV protease inhibitor with
improved pharmacokinetics that is chemically related to the clinical inhibitor amprenavir. UIC …

Drug design strategies to avoid resistance in direct-acting antivirals and beyond

AN Matthew, F Leidner, GJ Lockbaum, M Henes… - Chemical …, 2021 - ACS Publications
Drug resistance is prevalent across many diseases, rendering therapies ineffective with
severe financial and health consequences. Rather than accepting resistance after the fact …

Enhancing protein backbone binding—a fruitful concept for combating drug‐resistant HIV

AK Ghosh, DD Anderson, IT Weber… - Angewandte Chemie …, 2012 - Wiley Online Library
The evolution of drug resistance is one of the most fundamental problems in medicine. In
HIV/AIDS, the rapid emergence of drug‐resistant HIV‐1 variants is a major obstacle to …