Short-term toxicological evaluation of Terminalia catappa, Pentaclethra macrophylla and Calophyllum inophyllum seed oils in rats

The purpose of this study was to evaluate the toxicological effects of feeding the oils of Calophyllum inophyllum, Pentaclethra macrophylla and Terminalia catappa to rats. The effects on physical appearance, feed intake, weight gain, plasma and tissue cholesterol and triacyglycerol levels in rats with 5% of the oils in normal rat feed were determined. Weekly monitoring of the rats showed good physical appearance and steady weight gain, with no mortality recorded for the period of the study. Haematological analysis of the rats indicated that they were not anaemic. Histopathotogical examination of the sections of the heart, liver, kidney and spleen revealed moderate (T. catappa oil) to severe fatty change and necrosis in the liver. Glomerulonephrotic changes in the kidneys of rats fed with T. catappa oil were moderate, while it was severe in the group fed with P. macrophylla oil. Severe myocardiac necrosis as well as atherosclerotic clefts in vasa vasori was observed in the vasa vasori of the hearts of rats fed with P. macrophylla oil. This change was moderate in the heart of rats fed with C. inophyllum, while no such observation was made in the group fed with T. catappa oil. There was a significant difference in the plasma cholesterol levels of the rats fed with C. inophyllum and T. catappa oils when compared with the control rats, while those fed with P. macrophylla oil had no significant difference. The oil of T. catappa appears more suitable for consumption than the oils from C. inophyllum and P. macrophylla. Fatty acid analysis of the oils showed that they have high amounts of unsaturated fatty acids with linoleic and oleic acids as the major ones.     

New phragmalin-type limonoids from Swietenia macrophylla King

The fruit of Swietenia macrophylla is commonly known as “sky fruit”. The fruit, which contains flavonoids and saponins, is processed commercially into a wide range of health foods and healthcare products. The fruit concentrate is used traditionally to improve blood circulation and impart a healthy skin. In this paper, we describe the isolation and structure elucidation of three new phragmalin ortho esters, named swietephragmin H-J (1–3), and a new polyhydroxylated phragmalin, named swietemacrophine (4), from the leaves of S. macrophylla. The structures of the compounds were elucidated by spectroscopic methods, including HRESIMS, ¹H NMR, ¹³C NMR, DEPT, ¹H–¹H COSY, HMQC, HMBC and NOESY spectra. This is the first report of phragmalin ortho esters and a polyhydroxylated phragmalin from this plant.     

A new phragmalin-type limonoid and anti-inflammatory constituents from the fruits of Swietenia macrophylla

The fruit of Swietenia macrophylla is commercially used in healthcare products for the improvement of blood circulation and skin condition. A new phragmalin-type limonoid, 6-O-acetyl-3′-demethylswietephragmin E (1), has been isolated from the fruit of S. macrophylla, together with 16 known compounds. The structure of this new compound was determined through spectroscopic and MS analyses. 6-O-Acetyl-3′-demethylswietephragmin E (1), 3,6-O,O-diacetylswietenolide (5), 3-O-tigloylswietenolide (6), 3-O-tigloyl-6-O-acetylswietenolide (8), swietemahonin E (9), and 6-O-acetylswietemahonin G (10) exhibited inhibition (IC₅₀ ? 35.7 μM) of superoxide anion generation by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine (fMLP).     

Abietane diterpenoids from Isodon lophanthoides var. graciliflorus and their cytotoxicity

Seven new (1–7) and three known (8–10) abietane diterpenoids were isolated from the methanolic extract of the aerial parts of Isodon lophanthoides var. graciliflorus (Lamiaceae), a folk Chinese medicine and an herb for functional beverages. They were identified as 16-acetoxylsugiol (1), graciliflorin E (2), graciliflorin F (3), 15-O-methylgraciliflorin F (4), 15-hydroxy-20-deoxocarnosol (5), 3β-hydroxysempervirol (6), 15-hydroxy-1-oxosalvibretol (7), abieta-8,11,13-triene-14,19-diol (8), 6,12,15-trihydroxy-5,8,11,13-abietatetraen-7-one (9), and 3α-hinokiol (10) based on the spectroscopic data including COSY (correlated spectroscopy), HMBC (heteronuclear multiple bond correlation), and HR-ESI-MS (high-resolution electrospray ionization mass spectrometry). All the compounds except 10 were obtained from I. lophanthoides for the first time. Compounds 1, 2, 5, 6, 8, and 9 exhibited in vitro cytotoxicity against A549 (human lung adenocarcinoma), MCF-7 (human breast adenocarcinoma), and HeLa (human cervical carcinoma) cell lines with the IC₅₀ values of 1.79–52.67 μM.     

Phenolic compounds from the leaves of Cyclocarya paliurus (Batal.) Ijinskaja and their inhibitory activity against PTP1B

Phenolic compounds were separated from the leaves of Cyclocarya paliurus (Batal.) Ijinskaja and their bioactivities were evaluated through an in vitro PTP1B inhibitory assay. Bioassay-guided fractionation of the ethanol extract has resulted in the isolation of a naphthoquinone derivative, (1R, 2R, 4R)-1,2,4-trihydroxy-1,2,3,4-tetrahydro-naphthalene-1-O-β-d-glucopyranoside, named cyclonoside A, and a lactone, (4R, 5S, 6R)-8,9,10-trihydroxy-4-[3′,4′-dihydroxyphenyl]-1,6-dioxaspiro[4,5]decan-2-one, named cyclospirolide, along with 10 known phenolic compounds: quercetin-3-O-α-d-glucuronide, quercetin-3-O-β-d-glucuronide, myricetin-3-O-β-d-glucuronide, 1-caffeoylquinic acid, 3-caffeoylquinic acid, 4-caffeoylquinic acid, 5-caffeoylquinic acid, caffeic acid, 5-hydroxynaphthalene-1, 4-di-O-β-d-glucopyranoside and piceid. The structures of these compounds were established by means of spectroscopic methods including extensive 2D NMR techniques and chemical evidence. Among all the compounds, 1, 2, 4, 5, 10 and 11 showed strong inhibition against PTP1B, with IC₅₀ values ranging from 1.922 ± 0.480 to 10.50 ± 2.67 μg/mL. The results suggested that the extract from this plant could be used as a potential source for functional food ingredient with anti-obesity.     

Isolation and characterisation of the sesquiterpene lactones from Lactuca sativa L var. anagustata

Lactuca sativa L var. anagustata is widely used as both a delicious vegetable and a traditional medicine in China. Chemical investigation of the methanolic extract of L. sativa L var. anagustata has now led to the isolation of three new sesquiterpenes, together with eight known ones. All the compounds were isolated by chromatography on a silica gel column and preparative thin-layer chromatography (PTLC). Their structures were elucidated by means of spectroscopic methods, including 2D-NMR experiments. Cytotoxicity of the new compounds was assayed against selected cancer cell lines, including the human epithelial carcinoma (HeLa) and human colon carcinoma (HCT-116) cell lines. Radical-scavenging activities of the seven compounds were determined by DPPH radical-scavenging assay.     

Caffeoylquinic acids from leaves of Etlingera species (Zingiberaceae)

3-O-caffeoylquinic acid, 5-O-caffeoylquinic acid (chlorogenic acid), and 5-O-caffeoylquinic acid methyl ester, as elucidated by ¹H and ¹³C NMR, were isolated from leaves of Etlingera elatior. This is the first report of caffeoylquinic acids (CQA) including chlorogenic acid (CGA) in Zingiberaceae. Leaves of Etlingera species were rich in total phenols and CQA, and non-cytotoxic to normal human liver and African green monkey kidney cells. Content of CQA of E. elatior, Etlingera fulgens, and Etlingera rubrostriata leaves was significantly higher than leaves of Ipomoea batatas, and comparable to flowers of Lonicera japonica. CGA found only in leaves of E. elatior and E. fulgens was significantly higher in content than flowers of L. japonica, the commercial source.     

Composition,cytotoxicity and antimicrobial activity of essential oil from Dictamnus dasycarpus

The composition of the essential oil from Dictamnus dasycarpus was analysed by GC–MS; 47 constituents (88.9% of the total oil) were identified. The main compounds were syn-7-hydroxy-7-anisylnorbornene (29.4%), pregeijerene (15.5%) and geijerene (11.4%). The antimicrobial activity of the essential oil was evaluated against nine microorganisms using disc diffusion and broth microdilution methods. The oil showed the strongest bactericidal activity against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus. The in vitro cytotoxicity of the oil on six human cancer cell lines was also examined. The cytotoxicity of the oil on three human breast cancer cell lines was significantly stronger than on other cell lines.     

Short communication: Biofilm production characterization of mecA and mecC methicillin-resistant Staphylococcus aureus isolated from bovine milk in Great Britain

Staphylococcus aureus is an important cause of contagious intramammary infection in dairy cattle, and the ability to produce biofilm is considered to be an important virulence property in the pathogenesis of mastitis. The aim of this study was to characterize the biofilm formation capacity of methicillin-resistant Staph. aureus (MRSA), encoding mecA or mecC, isolated from bulk tank milk in Great Britain. For this purpose, 20 MRSA isolates were grown on microtiter plates to determine the biofilm production. Moreover, the spa-typing and the presence of the intercellular adhesion genes icaA and icaD were analyzed by PCR. All MRSA isolates tested belonged to 9 spa-types and were PCR-positive for the ica genes; 10 of them (50%) produced biofilm in the microtiter plate assay. This is also the first demonstration of biofilm production by mecC MRSA.     

Association studies on the porcine RETN, UCP1, UCP3 and ADRB3 genes polymorphism with fatness traits

Searching for effects of candidate gene polymorphisms on fatness traits is an important goal for pig industry. In this study we evaluated polymorphism of four porcine genes involved in energy metabolism (RETN, UCP1, UCP3 and ADRB3). Moreover, their association with fat deposition traits was analyzed in two breeds (Polish Landrace, Polish Large White) and a Polish synthetic line (L990). Altogether, five SNPs were identified, including two novel ones in the 5′-flanking region of the RETN gene and a novel missense substitution in the UCP3. Distribution of these polymorphisms in the studied five breeds and the synthetic line was not uniform. Two of the analyzed SNPs: g.−178G > A in the RETN and g.946C > T in the UCP3 gene revealed a significant association with abdominal fat weight or backfat thickness. Such associations were not observed for the UCP1 or ADRB3 gene polymorphisms. Our study showed that polymorphisms of the UCP3 and RETN genes are potentially associated with porcine fatness traits.     

Diversity of culturable microorganisms and occurrence of Listeria monocytogenes and Salmonella spp. in Tuber aestivum and Tuber melanosporum ascocarps

The aim of this study was to investigate the total mesophilic microorganisms, Pseudomonas genus, Enterobacteriaceae family, mold and yeast counts and the presence of Listeria monocytogenes and Salmonella spp on Tuber aestivum and Tuber melanosporum ascocarps. The results confirmed that the major percentage of the microorganisms, approximately 9.0 log ufc/g, were present in the peridium, the glebas of healthy truffles being practically free of microorganisms. The predominant microbial group was the Pseudomonas averaging 8.3 and 8.4 log cfu/g on T. aestivum and T. melanosporum whole ascocarps, respectively. The Enterobacteriaceae also achieved high populations, especially in T. aestivum truffles, with 6.3 log cfu/g. Molds and yeasts never exceeded 5.0 log cfu/g. The characterization of the isolates revealed that the fluorescens pseudomonads were the most prevalent. Raoultella terrigena and Enterobacter intermedius were the dominant Enterobacteriaceae. The identification of the yeast isolates revealed five species: Debaryomyces hansenii, Issatchenkia scutulata, Rhodotorula aurantiaca, Saccharomyces dairensis and Trichosporon beigelii subspecies A and B. The mold genera detected in both species of truffles were Aspergillus, Cladosporium, Penicillium and Fusarium, Trichoderma being present only in T. aestivum. L. monocytogenes was found in 10% of the samples of T. aestivum analysed but Salmonella spp. was not detected. Knowledge of the microbial population in terms of possible food borne and pathogen microorganisms is very useful for establishing successful disinfection and storage methods to prolong the shelf-life of ascocarps of T. aestivum and T. melanosporum.     

Cytotoxic phenolics from Bulbophyllum odoratissimum

A phytochemical study of the whole plant of Bulbophyllum odoratissimum (J.E. Smith) Lindl (Orchidaceae) and cytotoxicity measurement of its isolated compounds have been carried out. The ethyl acetate extract yielded nine phenolics, identified as moscatin (1), 7-hydroxy-2,3,4-trimethoxy-9,10-dihydrophenanthrene (2), coelonin (3), densiflorol B (4), gigantol (5), batatasin III (6), tristin (7), vanillic acid (8) and syringaldehyde (9). Compounds 4 and 8 were discovered in the Bulbophyllum genus for the first time and all compounds, except for 9, have not been reported in this plant before. The isolated compounds were evaluated in vitro for their inhibitory ability against the growth of human leukaemia cell lines K562 and HL-60, human lung adenocarcinoma A549, human hepatoma BEL-7402 and human stomach cancer SGC-7901. Densiflorol B (4) the most active compound, exhibited IC₅₀ values of 0.08–3.52 μg/ml against the five tested cell lines.     

Phytochemical composition,anti-inflammatory and antitumour activities of four Teucrium essential oils from Greece

The essential oils of four Teucrium species were studied and 150 components, in all, were identified. All oils were rich in sesquiterpenes (50.1–55.8%). Spathulenol and δ-cadinene were the main compounds of Teucrium brevifolium oil; caryophyllene and 4-vinyl guaiacol predominated in Teucrium flavum. Carvacrol and caryophyllene oxide predominated in Teucrium montbretii ssp. heliotropiifolium, while carvacrol and caryophyllene were the most abundant components in Teucrium polium ssp. capitatum. The oil which most effectively inhibited LPS-induced NO production in macrophage cell line RAW 264.7 was that from T. brevifolium (IC₅₀ = 7.1 μg/ml), followed by T. montbretii ssp. heliotropiifolium and T. polium ssp. capitatum (IC₅₀ = 16.5 and 29.4 μg/ml, respectively). The in vitro cytotoxic assay on three human cancer cell lines showed that the most antiproliferative oils were those from T. polium ssp. capitatum and T. montbretii ssp. heliotropiifolium on CACO-2 cell lines (IC₅₀ = 52.7 and 92.2 μg/ml, respectively). The T. brevifolium oil showed a selective cytotoxicity on COR-L23 while significant activity was exerted by T. polium oil on C32.     

Essential oils of the aerial parts of three Salvia species from Jordan: Salvia lanigera, S. spinosa and S. syriaca

The compositions of the essential oils of three Jordanian Salvia species, S. lanigera and S. spinosa from a desert climate, and S. syriaca from a Mediterranean habitat, were studied. All three oils are rich in monoterpene derivatives (68–73%).     

Biguaiascorzolides A and B: Two novel dimeric guaianolides with a rare skeleton,from Scorzonera austriaca

The root of Scorzonera austriaca has been used in indigenous cuisines as a delicious food and in the Tibetan traditional medicine in northwestern China. Two novel dimeric guaianolides linked by a carbon–carbon bond with a rare carbon skeleton, termed biguaiascorzolides A (1) and B (2), respectively, have been isolated from roots of S. austriaca. Acetylation of 1 gave 1a. The structures of 1, 1a and 2 were characterised by HR-ESI-MS, EI-MS, UV, IR, and 1D- and 2D-NMR techniques (¹H and ¹³C NMR, ¹H-¹H COSY, HMQC, HMBC, and NOESY experiments). The cytotoxicity of 1a was assayed against selected cancer cell lines, including the human erythroleukaemia adriamycin-resistant subline (K562/ADM) and human stomach carcinoma (MGC-803) cell lines. Compound 1a exhibits a moderate activity against K562/ADM cell lines (IC₅₀ 39.8 μm) and is inactive towards MGC-803 cell lines.     

Characterisation of esterolytic activity from two wild mushroom species, Amanita vaginata var. vaginata and Tricholoma terreum

Characterisation of esterase activities from the edible mushroom species, Amanita vaginata var. vaginata and Tricholoma terreum, were investigated. Native electrophoresis of the crude extracts prepared from both mushroom samples showed the presence of esterolytic activities. The extracts had the greatest activity in the presence of p-nitrophenyl butyrate (pNPB) as a substrate. pH and temperature optima were found to be 8.0 and 30 °C for both enzymes, respectively. V_max and K_m values were determined as 14.2 U/l and 71 μM for A. vaginata var. vaginata and 34.6 U/l and 9.6 μM for T. terreum, respectively. The pH-stability profile showed a stationary line between 3.0 and 10.0 for both enzymes. The esterolytic activities from the extracts were maintained between 10 and 40 °C for 4 h and started to decrease at 50 °C. The effects of EDTA, NaN₃, DTT and PMSF on the enzyme activity were also investigated.     

Tenderness enhancement of beef from Bos indicus and Bos taurus cattle following electrical stimulation

High voltage electrical stimulation (1130 V peak, 14.28 bidirectional half sinusoidal pulses/s) or low voltage stimulation (45 V peak, 36 alternating square wave pulses/s) was used on cattle: (1) low voltage stimulation applied for 10 or 40 s with fast and slow chilling or high voltage stimulation for 60 s with normal chilling, applied to 100% Bos taurus cattle, (2) low voltage stimulation (40 s) and high voltage stimulation (60 s) with normal chilling applied to mixed Bos indicus and B.taurus cattle, (3) high voltage stimulation (54 s) with normal chilling applied to B. taurus and B. indicus cattle of 0–100% B. indicus composition, and (4) high voltage stimulation (60 s) applied to 100% B. taurus and 100% B. indicus cattle. All stimulation parameters enhanced the tenderness of steaks from M. longissimus thoracis et lumborum (LTL) aged at 1 °C up to 28 days compared with non stimulated LTL. Short low voltage stimulation of 10 s was marginally more effective than no stimulation and longer durations of 40 s were very effective and high voltage stimulation was most effective.