Cyperotundone

Chemical investigation of Cyperus distans L. and inhibitory activity of scabequinone in seed germination and seedling growth bioassays.[Pubmed:24941231]

Nat Prod Res. 2014;28(23):2128-33.

Chemical investigation of the rhizomes of Cyperus distans (Cyperaceae) led to the identification of alpha-ciperone, Cyperotundone and scabequinone, besides other common constituents. Complete assignment of the (13)C NMR data of scabequinone is being published for the first time. The inhibitory effects of C. distans extracts and scabequinone on the seed germination and seedling growth of Mimosa pudica, Senna obtusifolia and Pueraria phaseoloides were evaluated. Seed germination inhibition bioassay revealed that S. obtusifolia (52-53%) was more sensitive to the hexane and the methanol extracts at 1% than M. pudica (0-10%). Scabequinone at 250 mg L(-)(1) displayed seed germination inhibitions more than 50% and radicle growth reduction of more than 35% of the test species S. obtusifolia and P. phaseoloides, while the hypocotyl growth of M. pudica was significantly affected (>50%) by the quinone at the same concentration. These results demonstrate that scabequinone contributes to the overall inhibitory activities of C. distans.

Acanthamoeba castellanii Neff: In vitro activity against the trophozoite stage of a natural sesquiterpene and a synthetic cobalt(II)-lapachol complex.[Pubmed:20045692]

Exp Parasitol. 2010 Sep;126(1):106-8.

In this study, the in vitro activities of a natural sesquiterpene, alpha-Cyperotundone, isolated from the root bark of Maytenus retusa and a cobalt(II)-complex of a natural occurring prenyl hydroxynaphthoquinone (lapachol) were evaluated against the trophozoite stage of Acanthamoeba castellanii Neff using a previously developed colorimetric 96-well microtiter plate assay, based on the oxido-reduction of Alamar Blue(R). The obtained activities showed that these two compounds were able to inhibit the in vitro growth of the amoebae at relatively low concentrations. Further identification of the molecular targets of these products and their effects on acanthamoebae should be determined to evaluate their possible therapeutic use.

Complete assignments of (1)H and (13)C NMR data for two new sesquiterpenes from Cyperus rotundus L.[Pubmed:19288546]

Magn Reson Chem. 2009 Jun;47(6):527-31.

Two new sesquiterpenes, epi-guaidiol A (1) and sugebiol (3), together with four known sesquiterpenes, guaidiol A(2), sugetriol triacetate (4), cyperenoic acid (5), and Cyperotundone (6) were isolated from the rhizomes of Cyperus rotundus L. Their structures were identified by MS and NMR experiments, and the complete assignments of (1)H and (13)C NMR data for two new sesquiterpenes were obtained by the aid of two-dimensional (2D) NMR techniques, including HSQC, HMBC, (1)H-(1)HCOSY and nuclear overhauser enhancement spectroscopy(NOESY).

The composition and antimicrobial activities of Cyperus conglomeratus, Desmos chinensis var. lawii and Cyathocalyx zeylanicus essential oils.[Pubmed:22799103]

Nat Prod Commun. 2012 May;7(5):663-6.

The essential oil compositions of the rhizomes of Cyperus conglomeratus (Cyperaceae) collected from Oman and the leaves of two Annonaceae plants, Desmos chinensis var. lawii and Cyathocalyx zeylanicus collected from India were studied by GC, GC-MS and 13C NMR spectroscopy. Twenty-six compounds, representing 84.4% of the oil were identified in C. conglomeratus, where eugenol (31.3%), alpha-cyperone (10.5%) and Cyperotundone (8.4%) were the major compounds. Twelve compounds, constituting 100%, were identified in D. lawii oil, of which benzyl benzoate (58.7%), beta-caryophyllene (23.2%), limonene (4.9%) and alpha-humulene (4.0%) were the major constituents. Thirty-two compounds, comprising 98.0%, were identified in C. zeylanicus oil, of which beta-caryophyllene (21.6%), alpha-pinene (20.4%) and E-beta-ocimene (11.8%) were the major components. The antibacterial and antifungal activities of the oils were tested against a panel of five bacterial and two fungal strains. The oils showed moderate activity against all the tested microbial strains. The minimum inhibitory concentrations of the oils were also determined.

Chemical profiling and biological properties of Neolitsea kedahense Gamble essential oils.[Pubmed:28278643]

Nat Prod Res. 2017 Dec;31(23):2793-2796.

Hydrodistillation of the fresh stem and leaf of Neolitsea kedahense Gamble, collected from Gunung Jerai, Malaysia followed by the GC-FID and GC-MS analysis revealed the detection of a total of 47 constituents of which 28 (86.4%) from the stem and 31 (96.4%) constituents from the leaf. delta-Cadinene (17.4%), 1-epi-cubenol (11.8%), Cyperotundone (9.0%), cis-cadin-4-en-7-ol (7.7%), tau-cadinol (7.1%) and alpha-cadinol (7.1%) were the principle constituents in the stem oil, whereas beta-caryophyllene (18.9%), bicyclogermacrene (18.6%) and trans-muurola-4(14),5-diene (9.8%) were the major constituents in the leaf oil. Among the identified constituents, three constituents namely 7-epi-alpha-selinene, junenol and cis-cadin-4-en-7-ol have not been found previously from Neolitsea oils. The stem and leaf oils were screened for their alpha-glucosidase inhibitory and antibacterial activities. Both oils displayed potential alpha-glucosidase inhibitory activity, while the stem oil possessed weak antibacterial activity against Bacillus subtilis.