Synthetic approaches for cyclohexane-1,3-diones: A versatile precursor for bioactive molecules

doi:10.1080/00397911.2021.1946824

Paper

Synthetic approaches for cyclohexane-1,3-diones: A versatile precursor for bioactive molecules

Published Sep 2, 2021 · D. Sharma, Manish Kumar, P. Das

Synthetic Communications

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Abstract

Abstract Cyclohexane-1,3-dione derivatives are considered as a key structural precursor for the synthesis of plethora of synthetically significant compounds such as 4H-chromenones, 2H-xanthenones, coumarins, enaminones, acridinedione, 1,4-dihydropyridine, different other heterocycles, and natural products. These compounds show the diverse range of biological activities that include herbicidal, pesticidal, anti-bacterial, anti-inflammatory, anti-tumor, analgesic, anti-convulsant, anti-viral, anti-plasmodial, anti-malarial, anti-allergic, anti-cancer, etc. This versatility in the chemistry of cyclohexan-1,3-dione and its derivatives is due to the presence of highly active methylene moiety and its active di-carbonyl groups. There are only few reviews in the literature published on the synthetic application of cyclohexane-1,3-diones, but not on the synthesis of cyclohexane-1,3-dione and its derivatives. Keeping the importance of cyclohexane-1,3-dione derivatives in view, we inspired to do a compilation of their synthetic methods from different precursors, which are mainly published in last two decades. Graphical Abstract

Literature Review

Study Snapshot

Cyclohexane-1,3-dione derivatives are a versatile precursor for the synthesis of diverse bioactive compounds with diverse biological activities, such as herbicidal, pesticidal, and anti-bacterial properties.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Synthetic approaches for cyclohexane-1,3-diones: A versatile precursor for bioactive molecules

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References

Application of cyclohexane-1,3-diones for six-membered oxygen-containing heterocycles synthesis.

Cyclohexane-1,3-dione derivatives are versatile scaffolds for the synthesis of valuable bioactive molecules with anti-viral, antibacterial, and anti-inflammatory properties.

Evaluation of acridinedione analogs as potential SARS-CoV-2 main protease inhibitors and their comparison with repurposed anti-viral drugs

DSPD-2, DSPD-6, and DSPD-5 show potential as efficient SARS-CoV-2 main protease inhibitors, with potential for development as repurposed antiviral drugs.

Multicomponent and 1,3-dipolar cycloaddition synthesis of triazole- and isoxazole-acridinedione/xanthenedione heterocyclic hybrids: Cytotoxic effects on human cancer cells

The 1,2,3-triazole-xanthenedione hybrid shows the best cytotoxicity effects on breast cancer and prostate cancer cell lines, with IC 50 20 M for breast cancer and 10 M for prostate cancer cell lines.

Synthesis of illudinine from dimedone and identification of activity as a monoamine oxidase inhibitor (MAOI).

Illudinine, a fungal metabolite, is a promising MAOI with potential therapeutic applications due to its improved selectivity, reactivity, and biological activity.

Total Synthesis of Benzofuran-Based Aspergillusene B via Halogenative Aromatization of Enones.

The "non-aromatic pool" synthetic strategy successfully synthesized benzofuran-based aspergillusene B, offering a higher degree of modularity and efficiency compared to separate "aromatic pool" synthesis.

Citations

Investigation of the anticancer activity of modified 4-hydroxyquinolone analogues: in vitro and in silico studies

Compound 3g shows promising anticancer activity against colon, lung, prostate, and breast cancer cell lines, with promising docking scores and molecular dynamics simulations.

Cyclohexane-1,3-dione Derivatives: Versatile Precursors for Total Synthesis of Natural Products

Cyclohexane-1,3-dione derivatives are versatile and inexpensive building blocks for the synthesis of diverse biologically active natural products.

Antioxidant, antibacterial, and cytotoxic activities of Cimemoxin derivatives and their molecular docking studies

Cimemoxin derivatives show strong antioxidant, antibacterial, and cytotoxic activities, with compounds 1d and 1h showing higher binding affinities in molecular docking studies.

β-Enaminones from cyclohexane-1,3-diones: Versatile precursors for nitrogen and oxygen-containing heterocycles synthesis

-Enaminones from cyclohexane-1,3-diones are versatile precursors for the synthesis of various nitrogen and oxygen-containing heterocycles with diverse bioactivities.

Asymmetric organocatalytic Michael addition of cyclopentane-1,2-dione to alkylidene oxindole

The asymmetric Michael reaction between cyclopentane-1,2-dione and alkylidene oxindole produces high enantioselectivity and moderate diastereoselectivity with a multifunctional squaramide catalyst.