Recent developments in enediyne chemistry

MC Joshi, DS Rawat - Chemistry & Biodiversity, 2012 - Wiley Online Library
The enediynes are known for highly potent anticancer, antimicrobial, as well as cytotoxic
activities. The discovery of enediynes from natural sources was achieved in late 1980s. They …

Enediynes, enyne‐allenes, their reactions, and beyond

E Kraka, D Cremer - Wiley Interdisciplinary Reviews …, 2014 - Wiley Online Library
Enediynes undergo a Bergman cyclization reaction to form the labile 1, 4‐didehy‐
drobenzene (p‐benzyne) biradical. The energetics of this reaction and the related Schreiner …

Synthesis and biological properties of maleimide-based macrocyclic lactone enediynes

X Li, H Lu, M Ji, K Sun, F Pu, Y Ding… - Organic & Biomolecular …, 2022 - pubs.rsc.org
Natural enediyne antibiotics are powerful DNA-cleavage agents due to the presence of the
highly reactive hex-3-ene-1, 5-diyne units. However, the complicated chemical structure and …

Enediyne antibiotics and their models: new potential of acetylene chemistry

IA Maretina, BA Trofimov - Russian chemical reviews, 2006 - iopscience.iop.org
Structures and chemical properties of enediynes, viz., compounds comprising a system of
conjugated double and triple bonds, are surveyed. The presence of this system in the …

Bergman cyclization of main-chain enediyne polymers for enhanced DNA cleavage

Y Cai, F Lehmann, E Peiter, S Chen, J Zhu… - Polymer …, 2022 - pubs.rsc.org
Since the discovery of the role of enediynes in natural antibiotics (such as calicheamicines)
via in situ diradical-induced DNA strand cleavage, Bergman cyclization has attracted fervent …

[图书][B] Alkynes in Cycloadditions

IA Maretina - 2013 - books.google.com
Acetylene systems present a new route to cyclic compounds as an alternative to more
traditional methods employed in classical organic chemistry. The synthesis of cyclic …

Preparation of enediyne-crosslinked networks and their reactivity under thermal and mechanical conditions

CR Hickenboth, JD Rule, JS Moore - Tetrahedron, 2008 - Elsevier
The COGEF technique (COnstrained Geometries simulating External Force) was used to
investigate the effects of macroscopic forces on cyclic enediynes, which can undergo …

The synthesis and evaluation of 10-and 12-membered ring benzofused enediyne amino acids

Y Du, CJ Creighton, Z Yan, DA Gauthier… - Bioorganic & medicinal …, 2005 - Elsevier
The enediyne moiety is a versatile functional group found in natural anticancer and anti-
infective agents, undergoing the Bergman cyclization reaction to afford a diradical which …

Efficient and Accurate Characterization of the Bergman Cyclization for Several Enediynes Including an Expanded Substructure of Esperamicin A1

EC Sherer, KN Kirschner, FC Pickard IV… - The Journal of …, 2008 - ACS Publications
Incorporation of enediynes into anticancer drugs remains an intriguing yet elusive strategy
for the design of therapeutically active agents. Density functional theory was used to locate …

Synthesis and reactivity of enediyne–nucleobase hybrids: effect of intramolecular π-stacking

S Roy, SS Bag, A Basak - Tetrahedron, 2012 - Elsevier
Three distinct classes of nucleobase-containing enediynes 1–9 with varying nature of the
linker have been synthesized to explore the effect of π-stacking interaction in accelerating …