In vitro and computational studies on the antiglycation activity of compounds isolated from antidiabetic Tetracera alnifolia stem bark.

The continuous search for new compounds in natural-based plants is a promising strategy for the prevention of diseases. This work examined antiglycation activity compounds isolated from the antidiabetic extract of T. alnifolia stem bark via in vitro and computational [molecular dynamics (MD)] approach. Phytochemical investigation of ethyl acetate fraction and the application of spectroscopic methods led to the isolation and elucidation of 3 compounds: quercetin (1), kaempferol (2), and gallic acid (3). Compounds 1, 2 and 3 were then screened for antioxidant and antiglycation activities. Results show that the ethanol extract of T. alnifolia demonstrated good antioxidant activity compared to the standard gallic acid. There was a significant reduction in fasting blood glucose level progressively in diabetic rats, for 21 days compared to diabetic control. Consequently, the antiglycation activity of ethyl acetate fraction had the highest antiglycation activities, followed by dichloromethane (DCM) fraction. Compounds isolated from ethyl acetate fraction, exhibited the highest antiglycation effect for kaempferol followed by quercetin, while gallic acid had the least antiglycation effect. The root mean square of deviation (RMSD) and MM/GBSA energies obtained from molecular dynamics agree with the in vitro antiglycation activity with the sequence of structural stability in the order; kaempferol > quercetin > gallic acid. Therefore, findings from these results suggest that compounds isolated from T. alnifolia possess antiglycation activity.Communicated by Ramaswamy H. Sarma.

Isolation and characterization of bioactive xanthones from Hippocratea africana (Willd.)Loes.ex Engl. (Celastraceae).

ETHNOPHARMACOLOGICAL RELEVANCE: Hippocratea africana root is used in African folk medicine for the treatment of several ailments, including pain and inflammation. AIM OF THE STUDY: To isolate anti-inflammatory and analgesic compounds from the roots of H. africana, with accompanying antioxidant potentials. MATERIALS AND METHODS: Dichloromethane, ethyl acetate, and aqueous fractions of H. africana roots, and isolated compounds from the bioactive ethyl acetate fraction were evaluated for anti-inflammatory and analgesic activities using the xylene induced oedema in mice and thermal induced pain models, respectively. The antioxidant potentials of isolated compounds were tested in 2,2-diphenyl-1-picryhydrazyl radical and ferric reducing antioxidant power assays. Structures were elucidated on the basis of spectroscopic analyses, including 1D and 2D NMR experiments, ionization mass spectrometry, and comparison with literature data. RESULTS: Isoathyriol (1,3,7-trihydroxy-6-methoxyxanthone) and norathyriol (1,3,6,7-tetrahydroxyxanthone) were isolated from the potent anti-inflammatory and analgesic ethyl acetate fraction of H. africana roots. Isoathyriol and norathyriol demonstrated good anti-inflammatory, analgesic, and antioxidant properties compared with the standards used in each assay. CONCLUSIONS: This study substantiates the use of H. africana root extract in the alleviation of inflammation and pain, and reports the characterization of secondary metabolites in H. africana and for the first time the presence of xanthones in Hippocratea genus.

Antiglycation, antioxidant, and cytotoxic activities of Uvaria chamae root and essential oil composition.

Uvaria chamae (Annonaceae), is an essential oil bearing plant; the root is acclaimed as an effective remedy for folkloric diabetic therapy. The root extracts were evaluated for composition, antiglycation, antioxidant, and cytotoxicity. Flavonoids, cardiac glycosides, and tannins were relatively high in the alcohol extract; benzyl benzoate (23.3%), dimethoxy-p-cymene (14.2%), τ-cadinol (12.1%), and methyl thymol (8.7%) predominated the constituents identified by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). The ethanol extract demonstrated significant antiglycation activity (IC50, 1.12 mg/mL), and cytotoxicity to brine shrimp (LC50, 25.01 µg/mL). The extract (IC50, 8.0 µg/mL; absorbance 0.531, 100 µg/mL) also exhibited better antioxidant effects compared with the essential oil (IC50, 50.0 µg/mL; absorbance 0.292, 100 µg/mL) using 2,2-diphenyl-1-picrylhydrazyl radical and ferric reducing power assays respectively. U. chamae root possess antiglycation effect, and may also reduce oxidative stress in patients with diabetes; its antiglycation effect, oil composition, and cytotoxicity are reported for the first time.[Formula: see text].

Senna occidentalis (L.) Link and Senna hirsuta (L.) H. S. Irwin & Barneby: constituents of fruit essential oils and antimicrobial activity.

Senna occidentalis and S. hirsuta are mostly gathered from the wild for medicinal use and have a disagreeable odour when crushed. The volatile oils isolated from fresh fruits of S. occidentalis and S. hirsuta were subjected to gas chromatography (GC), gas chromatography-mass spectrometry (GC-MS) and antimicrobial assays. GC and GC-MS analyses permitted the identification of 58 constituents. S. occidentalis oil was dominated by cyperene (10.8%), ß-caryophyllene (10.4%), limonene (8.0%) and caryophyllene oxide (6.8%). The main components of S. hirsuta fruit oil were benzyl benzoate (24.7%), τ-cadinol (18.9%), 2,5-dimethoxy-p-cymene (14.6%) and ß-caryophyllene (5.1%). S. occidentalis fruit oil exhibited better antimicrobial activity (MIC 78-312 µg/mL) against Escherichia coli, Staphylococcus aureus, Bacillus subtilis and Aspergillus niger compared with S. hirsuta oil. The compositions and the activities of the fruit essential oils of S. occidentalis and S. hirsuta are reported for the first time.

Eryngium foetidum L. Essential Oils: Chemical Composition and Antioxidant Capacity.

Background:Eryngium foetidum essential oils from Nigeria were investigated for the first time in order to ascertain their potency as natural antioxidants. E. foetidum is an aromatic and medicinal herb used in ethno-medicine and as a traditional spice for foods. Methods: The hydro-distilled oils of E. foetidum were subjected to gas chromatography-mass spectrometry (GC-MS) analysis. Free radical scavenging capacity of the volatile oils was determined using 2, 2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP) assays. Results: Leaf volatile oil contained a high proportion of (E)-2-Dodecenal (28.43%), 13-tetradecenal (27.45%), dodecanal (14.59%) and 2,4,5-trimethylbenzaldehyde (10.77%); the stem oil comprised of dodecanal (20.21%), 2,4,5-trimethylbenzaldehyde (18.43%) and (E)-2-dodecenal (8.27%), while 2,4,5-trimethylbenzaldehyde (56.08%), 13-tetradecenal (9.26%) and (E)-2-dodecenal (7.65%) were the most dominant in the root oil. The IC50 values for the leaf, stem and root oils were 56 µg/mL, 46µg/mL and 54.5 µg/mL respectively in the DPPH assay while the leaf oil exhibited the highest reducing potential among the test oils in the FRAP assay. Conclusions: The Nigerian E. foetidum volatile oils contain high amount of acyclic aldehydes and aromatic compounds. The oils are a potential source of natural antioxidant as demonstrated by their strong antioxidant activity.

Chemotaxonomic Characterization and in-Vitro Antimicrobial and Cytotoxic Activities of the Leaf Essential Oil of Curcuma longa Grown in Southern Nigeria.

Curcuma longa (turmeric) has been used in Chinese traditional medicine and Ayurvedic medicine for many years. METHODS: The leaf essential oil of C. longa from southern Nigeria was obtained by hydrodistillation and analyzed by gas chromatography-mass spectrometry (GC-MS). The essential oil was screened for in vitro antibacterial, antifungal, and cytotoxic activities. The major components in C. longa leaf oil were ar-turmerone (63.4%), α-turmerone (13.7%), and ß-turmerone (12.6%). A cluster analysis has revealed this to be a new essential oil chemotype of C. longa. The leaf oil showed notable antibacterial activity to Bacillus cereus and Staphylococcus aureus, antifungal activity to Aspergillus niger, and cytotoxic activity to Hs 578T (breast tumor) and PC-3 (prostate tumor) cells. The ar-turmerone-rich leaf essential oil of C. longa from Nigeria has shown potent biological activity and therapeutic promise.

Essential oil constituents and biological activities of Peristrophe bicalyculata and Borreria verticillata.

Peristrophe bicalyculata (Retz) Nees (Acanthaceae) or 'The Goddess of Mercy' and Borreria verticillata (L.) G.F.W. Mey., (Rubiaceae), or 'Irawo-Ile' (Yoruba, South-west, Nigeria), are annual herbs, which are poorly exploited. The volatile oils obtained by hydrodistillation in an all glass Clevenger-type apparatus from the plant samples have been investigated by gas chromatography-mass spectrometry (GC-MS). With respect to the oil of P. bicalyculata, beta-caryophyllene (33.9%), alpha-zingiberene (10.4%), germacrene D and globulol (5.0%) were the compounds occurring in abundance. The oil of B. verticillata had an abundance of phytol (56.3%) and 1, 8-cineole (20.4%), with sizeable proportions of alpha-pinene (7.1%) and p-cymene (4.0%). In addition, the volatile oils displayed promising in-vitro antimicrobial activity against the tested micro-organisms, (MIC 12.5-22.3 microg/mL), while only the oil of P. bicalyculata displayed in-vitro cytotoxicity to MCF-7 (human breast tumor) and MDA-MB-468 (human breast tumor) cells. The present investigation may be the first of its kind for the evaluation of the volatile oil constituents of the studied plants.