Organometallic Photocatalyst‐Promoted Synthesis and Modification of Carbohydrates under Photoirradiation DOI Open Access
Jing Wang,

Fan Zhou,

Yu‐Ping Xu

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 27, 2024

Carbohydrates are natural, renewable, chemical compounds that play crucial roles in biological systems. Thus, efficient and stereoselective glycosylation is an urgent task for the preparation of pure structurally well-defined carbohydrates. Photoredox catalysis has emerged as a powerful tool carbohydrate chemistry, providing alternative addressing some challenges glycochemistry. Over last few decades, Ir- Ru-based organometallic photocatalysts have attracted significant interest because their high stability, high-energy triplet state, strong visible-light absorption, long luminescence lifetime, amenability to ligand modification. This review highlights recent progress photocatalyst-promoted synthesis modification carbohydrates under photoirradiation, well related benefits drawbacks.

Language: Английский

Digoxin and its Na+/K+-ATPase-targeted actions on cardiovascular diseases and cancer DOI
Yulin Ren,

Andrew T. Anderson,

Gunnar Meyer

et al.

Bioorganic & Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 114, P. 117939 - 117939

Published: Oct. 5, 2024

Language: Английский

Citations

5

Synthesis of Bufadienolide Cinobufagin via Late-Stage Singlet Oxygen Oxidation/Rearrangement Approach DOI

Colin Tichvon,

Ievgen M. Zviagin,

Zoey Surma

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(12), P. 2445 - 2450

Published: March 15, 2024

This manuscript describes a concise synthesis of cinobufagin, natural steroid the bufadienolide family, from readily available dehydroepiandrosterone (DHEA), as well its α5-epimer derived 3-

Language: Английский

Citations

4

Recent Advances in Organic Photocatalyst‐Promoted Carbohydrate Synthesis and Modification under Light Irradiation DOI Open Access
Jing Wang,

Fan Zhou,

Yu‐Ping Xu

et al.

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 2, 2025

Abstract Photoredox catalysis has been developed as a sustainable and eco‐friendly catalytic strategy, which might provide innovative solutions to solve the current synthetic challenges barriers in carbohydrate chemistry. During last few decades, study of organic photocatalyst‐promoted synthesis modification received significant attention, provides an excellent inexpensive metal‐free alternative photoredox well introduces new fastest‐growing era access complex carbohydrates simply. In this review, we aim overview under light irradiation, is expected directions for further investigation.

Language: Английский

Citations

0

The mechanistic role of cardiac glycosides in DNA damage response and repair signaling DOI Creative Commons
Diana Ainembabazi, Youwei Zhang, John J. Turchi

et al.

Cellular and Molecular Life Sciences, Journal Year: 2023, Volume and Issue: 80(9)

Published: Aug. 16, 2023

Abstract Cardiac glycosides (CGs) are a class of bioactive organic compounds well-known for their application in treating heart disease despite narrow therapeutic window. Considerable evidence has demonstrated the potential to repurpose CGs cancer treatment. Chemical modification these been utilized attempts increase anti-cancer properties; however, this met limited success as mechanism action is still speculative. Recent studies have identified DNA damage response (DDR) pathway target CGs. DDR serves coordinate numerous cellular pathways initiate cell cycle arrest, promote repair, regulate replication fork firing and protection, or induce apoptosis avoid survival cells with carrying mutations. Understanding modus operandi cardiac will provide critical information better address improvements potency, reduced toxicity, overcome drug resistance. This review summarizes recent scientific findings molecular mechanisms affecting signaling therapeutics from 2010 2022. We focus on structural functional differences toward identifying features targeting agents.

Language: Английский

Citations

10

Selective (α)-l-Rhamnosylation and Neuroprotective Activity Exploration of Cardiotonic Steroids DOI

Ryan Rutkoski,

Lucas Kniess Debarba, Lukas Stilgenbauer

et al.

ACS Medicinal Chemistry Letters, Journal Year: 2024, Volume and Issue: 15(2), P. 280 - 286

Published: Jan. 8, 2024

This work describes the studies on direct C3-glycosylation of C19-hydroxylated cardiotonic steroids strophanthidol, anhydro-ouabagenin, and ouabagenin using a strategy based in situ protection C5 C19 hydroxyl groups with boronic acids. While this resulted successful one-pot C3-selective glycosylation strophanthidol anhydro-ouabegenin, it failed to provide ouabain from ouabagenin. The neuroprotective activity synthetic natural glycosides against LPS-induced neuroinflammation was explored neonatal mouse primary glia cells. Co-administration C3-glycosides at 200 nM concentrations significant reduction neuroinflammatory markers IL-6, IL-1, TNFα, IKBKE, anhydro-ouabagenin-3-(α)-l-rhamnoside (anhydro-ouabain) showing most effect. At same time, unglycosylated anhydro-ouabagenin enhanced rather than suppressed neuroinflammation.

Language: Английский

Citations

3

A New Bioactive Cardenolide from Nerium oleander DOI
Ismael Fernando Villegas-Acosta, Guadalupe Ayora‐Talavera, Karlina García‐Sosa

et al.

Revista Brasileira de Farmacognosia, Journal Year: 2025, Volume and Issue: unknown

Published: March 19, 2025

Language: Английский

Citations

0

Origins of Selectivity in Glycosylation Reactions with Saccharosamine Donors DOI
Brian P. Garreffi, R. W. M. Kwok, Mateusz Marianski

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(49), P. 8856 - 8860

Published: Dec. 7, 2023

A combination of DFT calculations and experiments is used to describe how the selection a promoter can control stereochemical outcome glycosylation reactions with deoxy sugar saccharosamine. Depending on promoter, either α- or β-linked reactive intermediates are formed. These studies show that differential modes activation lead formation distinct undergo highly selective through an SN2-like mechanism.

Language: Английский

Citations

3

Synthesis of Acovenosides: Cardiac Glycosides with Potent Antitumor Activities DOI

Benzhang Liu,

Shuyang Bi,

Jing Wang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(41), P. 8725 - 8729

Published: Oct. 7, 2024

Acovenoside A (

Language: Английский

Citations

0

Organometallic Photocatalyst‐Promoted Synthesis and Modification of Carbohydrates under Photoirradiation DOI Open Access
Jing Wang,

Fan Zhou,

Yu‐Ping Xu

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 27, 2024

Carbohydrates are natural, renewable, chemical compounds that play crucial roles in biological systems. Thus, efficient and stereoselective glycosylation is an urgent task for the preparation of pure structurally well-defined carbohydrates. Photoredox catalysis has emerged as a powerful tool carbohydrate chemistry, providing alternative addressing some challenges glycochemistry. Over last few decades, Ir- Ru-based organometallic photocatalysts have attracted significant interest because their high stability, high-energy triplet state, strong visible-light absorption, long luminescence lifetime, amenability to ligand modification. This review highlights recent progress photocatalyst-promoted synthesis modification carbohydrates under photoirradiation, well related benefits drawbacks.

Language: Английский

Citations

0