Mechanism-Based Allylic Carbasugar Chlorides That Form Covalent Intermediates with α- and β-Galactosidases DOI Creative Commons
Oluwafemi Akintola, Sandeep Bhosale, Andrew J. Bennet

и другие.

Molecules, Год журнала: 2024, Номер 29(20), С. 4870 - 4870

Опубликована: Окт. 14, 2024

Glycoside hydrolases have been implicated in a wide range of human conditions including lysosomal storage diseases. Consequently, many researchers directed their efforts towards identifying new classes glycoside hydrolase inhibitors, both synthetic and from natural sources. A large percentage such inhibitors are reversible competitive that bind the active site often due to them possessing structural features, protonatable basic nitrogen atom, mimic enzymatic transition state. We report mechanism-based small molecule

Язык: Английский

Discovery of The Clinical Candidate S-892216: A Second-Generation of SARS-CoV-2 3CL Protease Inhibitor for Treating COVID-19 DOI Open Access
Yuto Unoh,

Keiichiro Hirai,

Shota Uehara

и другие.

bioRxiv (Cold Spring Harbor Laboratory), Год журнала: 2025, Номер unknown

Опубликована: Фев. 28, 2025

Abstract The coronavirus disease 2019 (COVID-19) pandemic crisis has been mitigated by worldwide efforts to develop vaccines and therapeutic drugs. However, there remains concern regarding public health an unmet need for options. Herein, we report the discovery of S-892216 , a second-generation SARS-CoV-2 3C-like protease (3CL pro ) inhibitor, treat COVID-19. is reversible covalent 3CL inhibitor with highly potent antiviral activity EC 50 value 2.48 nM against infected cells. Structure-based design modifier compound 1 revealed that introducing nitrile warhead increased inhibition 180-fold. Subsequent optimization yielded which combined favorable pharmacokinetic profile high off-target selectivity. exhibited diverse variants, no cross-resistance major mutations reducing activities nirmatrelvir ensitrelvir. In SARS-CoV-2-infected mice, inhibited viral replication in lungs similar ensitrelvir, although at 30-fold lower dose.

Язык: Английский

Процитировано

2

Michael Acceptors as Anti-Cancer Compounds: Coincidence or Causality? DOI Open Access
Celia María Curieses Andrés, José Manuel Pérez de la Lastra, Elena Bustamante Munguira

и другие.

International Journal of Molecular Sciences, Год журнала: 2024, Номер 25(11), С. 6099 - 6099

Опубликована: Июнь 1, 2024

Michael acceptors represent a class of compounds with potential anti-cancer properties. They act by binding to nucleophilic sites in biological molecules, thereby disrupting cancer cell function and inducing death. This mode action, as well their ability be modified targeted, makes them promising avenue for advancing therapy. We are investigating the molecular mechanisms underlying interactions cells, particular interfere cellular processes induce apoptosis. The properties not accidental but due chemical structure reactivity. electrophilic nature these allows selectively target residues on disease-associated proteins, resulting significant therapeutic benefits minimal toxicity various diseases. opens up new perspectives development more effective precise drugs. Nevertheless, further studies essential fully understand impact our discoveries translate into clinical practice.

Язык: Английский

Процитировано

13

Unraveling the nexus: Genomic instability and metabolism in cancer DOI Creative Commons

Vaibhavi Gujar,

Haojian Li, Tanya T. Paull

и другие.

Cell Reports, Год журнала: 2025, Номер 44(4), С. 115540 - 115540

Опубликована: Апрель 1, 2025

The DNA-damage response (DDR) is a signaling network that enables cells to detect and repair genomic damage. Over the past three decades, inhibiting DDR has proven be an effective cancer therapeutic strategy. Although drugs targeting have received approval for treating various cancers, tumor often develop resistance these therapies, owing their ability undergo energetic metabolic reprogramming. Metabolic intermediates also influence cells' sense oxidative stress, leading impaired redox metabolism, thus creating vulnerabilities. In this review, we summarize recent advances in understanding crosstalk between metabolism. We discuss combination therapies target DDR, vulnerabilities cancer. outline potential obstacles metabolism propose strategies overcome challenges.

Язык: Английский

Процитировано

0

Razing the Scaffolding: The Elimination of Non-Catalytic Functions of Kinases through Targeted Protein Degradation DOI
Sarah Pogash, Steven Fletcher

RSC Medicinal Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Overexpression and activation of kinases often results in cancer initiation progression through both catalytic non-catalytic functions by promoting rapid proliferation, growth, survival, metastasis cells. Catalytic functions...

Язык: Английский

Процитировано

0

A Medicinal Chemistry Perspective on FDA-Approved Small Molecule Drugs with a Covalent Mechanism of Action DOI

Samuel E. Dalton,

Ornella Di Pietro, Elisabeth T. Hennessy

и другие.

Journal of Medicinal Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 3, 2025

Covalent modification of disease-driving proteins as a therapeutic strategy has experienced well-documented resurgence since 2010. However, the earliest FDA approval dates for covalent drugs are in 1940s, although mechanism action may not have been known at time. This article discloses data set all FDA-approved small molecule acting via action, annotated by indication, biological target, reactive group on drug, partner (i.e., amino acid residue, cofactor, etc.), chemical reaction mechanism, bioactivation requirements, key references, and reversibility profile. We discuss these context addressing questions posed Merck Discovery Chemistry community when considering series with action.

Язык: Английский

Процитировано

0

Advancements, challenges, and future frontiers in covalent inhibitors and covalent drugs: A review DOI Creative Commons

Muhammad Salman Hameed,

Hongxuan Cao,

Li Guo

и другие.

European Journal of Medicinal Chemistry Reports, Год журнала: 2024, Номер unknown, С. 100217 - 100217

Опубликована: Сен. 1, 2024

Язык: Английский

Процитировано

2

A photochemical strategy towards Michael addition reactions of cyclopropenes DOI Creative Commons
Yaseen Hussain,

R. Prasanna,

Claire Empel

и другие.

Опубликована: Авг. 16, 2024

The development of Michael addition reactions to conjugated cyclopropenes is a challenge in synthesis due the fleeting and reactive nature such strained acceptor systems. Herein, photochemical approach towards reported that serves as strategic entry point densely functionalized cyclopropanes diastereoselective fashion. process involves light-mediated generation transient cyclopropenyl α,β-unsaturated esters from vinyl diazo esters, followed by an organic base catalyzed nucleophilic N-heterocycles directly access β-N-heterocyclic cyclopropanoic esters. With this synergistic approach, various trisubstituted bearing N-heteroaryl N-heterocyclic rings indole, pyrrole, benzimidazole, isatin, pyridinone quinolinone were accessed efficiently good yield decent diastereoselectivities. Further, β-indolyl acids have been synthesized successfully evaluated FABP-4 inhibitors. Theoretical calculations performed elucidate mechanism which was further supported experimental findings.

Язык: Английский

Процитировано

1

Mechanism-Based Allylic Carbasugar Chlorides That Form Covalent Intermediates with α- and β-Galactosidases DOI Creative Commons
Oluwafemi Akintola, Sandeep Bhosale, Andrew J. Bennet

и другие.

Molecules, Год журнала: 2024, Номер 29(20), С. 4870 - 4870

Опубликована: Окт. 14, 2024

Glycoside hydrolases have been implicated in a wide range of human conditions including lysosomal storage diseases. Consequently, many researchers directed their efforts towards identifying new classes glycoside hydrolase inhibitors, both synthetic and from natural sources. A large percentage such inhibitors are reversible competitive that bind the active site often due to them possessing structural features, protonatable basic nitrogen atom, mimic enzymatic transition state. We report mechanism-based small molecule

Язык: Английский

Процитировано

0