Bioactive acylphloroglucinols from Hypericum densiflorum

@article{Henry2009BioactiveAF,
  title={Bioactive acylphloroglucinols from Hypericum densiflorum},
  author={Geneive E. Henry and Matthew S. Campbell and Ashlee A. Zelinsky and Yunbao Liu and Camile S Bowen-Forbes and Liya Li and Muraleedharan G. Nair and David C. Rowley and Navindra P. Seeram},
  journal={Phytotherapy Research},
  year={2009},
  volume={23}
}
Three acylphloroglucinol derivatives have been isolated from the hexane and acetone extracts of the aerial parts of Hypericum densiflorum Pursch. The compounds were characterized by NMR spectroscopy and mass spectrometry and identified as 4‐geranyloxy‐2,6‐dihydroxybenzophenone (1), 4‐geranyloxy‐1‐(2‐methylpropanoyl)‐ phloroglucinol (2) and 4‐geranyloxy‐1‐(2‐methylbutanoyl)‐phloroglucinol (3). Compounds 1–3 were evaluated for in vitro cell proliferation inhibitory activity against human breast… 
Synthesis of Natural Acylphloroglucinol-Based Antifungal Compounds against Cryptococcus Species.
TLDR
The most promising compound found was 2-methyl-1-(2,4,6-trihydroxy-3-(4-isopropylbenzyl)phenyl)propan-1-one (11j), which exhibited potent antifungal activity and low cytotoxicity against the mammalian Vero and LLC-PK1 cell lines (IC50 values >50 μg/mL).
Identification and biosynthesis of acylphloroglucinols in Hypericum gentianoides.
Species of the genus Hypericum contain a rich array of unusual polyketides, however, only a small proportion of the over 450 Hypericum species, other than the popular medicinal supplement St. John's
Evaluation of DNA Damage in HepG2 Cells and Mutagenicity of Garcinielliptone FC, A Bioactive Benzophenone
TLDR
The results indicate that GFC is cytotoxic and mutagenic to mammalian cells, pointing to the need for further studies to clarify the toxicological potentials of this benzophenone before proceeding to clinical studies.
Phytochemical and pharmacological studyof Hypericum triquetrifolium TURRA
TLDR
The aim of the current work was to broaden the knowledge of the herb's secondary metabolites spectrum, especially on its acylphloroglucinol derivatives, to test the isolated compounds in vitro on neurotoxicity and neuroprotection, as well as to confirm the chemotaxonomic bonds between relative species.
Synthesis and Anti-Inflammatory Activities of Phloroglucinol-Based Derivatives
TLDR
These compounds may serve as leads for the synthesis of more potent anti-inflammatory compounds for future drug discovery.
In vivo antiinflammatory activity and chemical composition of Hypericum scabroides.
...
1
2
3
...

References

SHOWING 1-10 OF 14 REFERENCES
New phenolic principles from Hypericum sampsonii.
TLDR
Using the anti-hepatitis B virus (HBV)-producing cell line MS-G2 in vitro cultural system-guided screening was performed, and two new benzophenones were performed and Circular dichroism was used to determine the stereochemistry of bisanthraquinone glycosides.
Acylphloroglucinol derivatives from Hypericum prolificum.
Three new acylphloroglucinol derivatives have been isolated from the hexane extract of the aerial parts of Hypericum prolificum L.: prolificin A (1), prolifenone A (2), and prolifenone B (3). The
Are acylphloroglucinols lead structures for the treatment of degenerative diseases?
  • L. Verotta
  • Chemistry, Biology
    Phytochemistry Reviews
  • 2004
TLDR
In recent years a widespread interest in the antidepressant activity of Hypericum perforatum L. has attracted much activity in investigating metabolites from the Guttiferae, many of which are biologically active compounds with an acylphloroglucinol moiety claimed to possess antioxidant, antiviral and antimitotic properties.
Impact of alkyl esters of caffeic and ferulic acids on tumor cell proliferation, cyclooxygenase enzyme, and lipid peroxidation.
TLDR
A series of ferulic and caffeic acid esters were synthesized and tested for tumor cell proliferation, cyclooxygenase enzymes (COX-1 and -2) and lipid peroxidation inhibitory activities in vitro and some showed excellent growth inhibition of colon cancer cells.
Cytotoxic and antimicrobial benzophenones from the leaves of Tovomita longifolia.
TLDR
Compounds 1 and 3-5 demonstrated cytotoxic activities against breast, central nervous system, and lung human cancer cell lines, while compounds 3-6 showed antimicrobial activity against Klebsiella pneumoniae, Mycobacterium smegmatis, Pseudomonas aeruginosa, Salmonella gallinarum, and Staphylococcus aureus.
Antibacterial and Cytotoxic Activity of Prenylated Bicyclic Acylphloroglucinol Derivatives from Hypericum amblycalyx
TLDR
Four acylphloroglucinol derivatives isolated from the petroleum ether extract of the aerial parts of Hypericum amblycalyx showed moderate cytotoxic activity against KB and Jurkat T cancer cells and exhibited a strong antibacterial activity against different Gram-positive strains.
Cytotoxic prenylated xanthones and the unusual compounds anthraquinobenzophenones from Cratoxylum sumatranum.
Six new xanthones, cratoxyarborenones A-F (1-6), were isolated from the leaves, twigs, and/or stem bark of Cratoxylum sumatranum along with the known compound, vismione B (9), as active constituents
Hyperjovinols A and B: Two new phloroglucinol derivatives from Hypericum jovis with antioxidant activity in cell cultures.
TLDR
Two new and four known phloroglucinol derivatives were isolated from the dichloromethane extract of the Greek endemic plant Hypericum jovis and demonstrated significant antioxidant activity, while two of them possessed activity at a cellular level comparable to Trolox, protecting against ROS.
...
1
2
...