Novel tetracyclic structures from the synthesis of thiolactone-isatin hybrids.

Beilstein J Org Chem

Department of Chemistry and Biochemistry, University of Namibia, Windhoek, Namibia.

Published: July 2010

A simple and straightforward synthetic approach to potential anti-infective thiolactone-isatin hybrids led to the discovery of novel tetracyclic compounds which bear a macrocylic motif containing an unusual bridged amide bond.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2919273PMC
http://dx.doi.org/10.3762/bjoc.6.78DOI Listing

Publication Analysis

Top Keywords

novel tetracyclic
8
thiolactone-isatin hybrids
8
tetracyclic structures
4
structures synthesis
4
synthesis thiolactone-isatin
4
hybrids simple
4
simple straightforward
4
straightforward synthetic
4
synthetic approach
4
approach potential
4

Similar Publications

Uncommon diterpenoids with diverse frameworks, including one unexpected iodinated oxa-6/6/6/6-tetracyclic diterpene () and its monobrominated 6/6/6-tricyclic analogue () and one novel isodolastane-type diterpene featuring an unusual aromatic 5/7/6-tricyclic ring system () as well as a related known dolastane-type diterpenoid (), were isolated from the South China Sea sponge . Their structures, including absolute configurations, were established by extensive spectroscopic data analysis, X-ray diffraction analysis, and quantum mechanical-nuclear magnetic resonance and time-dependent density functional theory/electronic circular dichroism calculations. A plausible biosynthetic pathway of new compounds - was proposed.

View Article and Find Full Text PDF

Lignan-phloroglucinol hybrids with an unprecedented beadlike core from the leaves of .

Org Biomol Chem

January 2025

Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China.

(±)-Melichuniiones A and B (1 and 2), two novel enantiomeric pairs of lignan-phloroglucinol hybrids with an unprecedented beadlike core were isolated from the leaves of , together with new analogues 3-6. Compounds 1 and 2 possess a unique dispiro [furan-2,5'-cyclopenta[]furan-2',3''-furan] 5/5/5/5 tetracyclic skeleton. Their structures were established by extensive spectroscopic analyses, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations.

View Article and Find Full Text PDF
Article Synopsis
  • CK2 is an important enzyme linked to various central nervous system disorders and cancers, making its inhibitors potential treatments for these diseases.
  • A series of pyrrolocarbazoles were developed based on the lead compound W16, which inhibits the CK2α/CK2β interaction, using a multicomponent Levy reaction as a key synthesis step.
  • Ultimately, the histidine derivative showed strong inhibition of the CK2 association and kinase activity, marking it as a promising lead compound for further development against CK2-related conditions.
View Article and Find Full Text PDF

A copper-catalyzed domino addition/cyclization reaction was developed to synthesize novel benzoselenazole-linked 1,2,3-triazole and tetracyclic fused 12-benzo[4,5]selenazole[2,3-]quinazolin-12-one derivatives from isoselenocyanates. This domino reaction efficiently constructed multiple new chemical bonds in a single step, forming either four (one C-Se and three C-) or three (one C-Se and two C-) bonds. The reaction offers several key advantages, including mild conditions, broad substrate compatibility, and straightforward and safe operation.

View Article and Find Full Text PDF

This paper describes muon spin spectroscopy studies of 12-phosphatetraphene stabilized by a peri-trifluoromethyl group and a meso-aryl substituent. Even though the prepared solution in tetrahydrofuran (THF) was quite dilute (0.060 M) for transverse-field muon spin rotation (TF-µSR) measurements, the π-extended heavier congener of tetraphene presented a pair of signals due to a muoniated radical from which the muon hyperfine coupling constant (hfc) was determined.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!