Band 68, Heft 7-8

A new flavonoid identified as 2-(2,4-dihydroxyphenyl)-5-hydroxy-8,8-dimethyl-4H,8Hpyrano[ 2,3-f]chromen-4-one (2’-hydroxyatalantoflavone) (1) was obtained from the roots of Milicia excelsa along with five known compounds including atalantoflavone (2), neocyclomorusin (3), 6-geranylnorartocarpetin (4), cudraxanthone I (5), and betulinic acid (6). The structures of the isolates were established on the basis of their spectral data and by comparison with those reported in the literature

A series of novel pyridine carbohydrazide derivatives were synthesized from the reaction of 2-chloro-6-hydrazino-isonicotinic acid hydrazide with selected active reagents. All prepared compounds were tested as analgesic and anticonvulsant agents. The pharmacological screening showed that many of these compounds have good activities comparable to those of valdecoxib and carbamazepine as reference drugs

Phytochemical investigation of Aglaia duppereana flowers led to the isolation of a new rocaglamide derivative and twelve known congeners. The structure of the new compound was unambiguously elucidated by spectroscopic techniques (1D- and 2D-NMR, HRESIMS). The isolated compounds exhibited a potent cytotoxic activity against mouse lymphoma (L5178Y) cells with EC50 values ranging from 5.1 to 54.8 nM

The volatile secondary metabolites of essential oils from fruit peel and leaves of variegated pink-fl eshed lemon (Citrus x limon) were investigated using GLC and GLC-MS (gas-liquid chromatography-mass spectroscopy). Altogether 141 compounds were identified and quantified, accounting for 99.59% and 96.33% of the total hydrodistilled peel and leaf oil, respectively. Limonene occurred in higher amounts in fruit peel (52.73%) than in leaf oil (29.13%). Neral (12.72%), neryl acetate (8.53%), ρ-menth-1-en-7-al (4.63%), β-pinene (6.35%), and nerol (4.42%) were the most abundant constituents in leaf oil, whereas γ-terpinene (9.88%), β-pinene (7.67%), geranial (4.44%), and neral (3.64%) dominated in the fruit peel oil. The antioxidant, anti-inflammatory, antitrypanosomal, and antimicrobial activities of the fruit peel essential oil were evaluated. The oil had a low antioxidant activity with an IC 50 value of (26.66 ± 2.07) mg/ml as compared to the efficient antioxidant ascorbic acid [IC 50 (16.32 ± 0.16) μg/ml]. The oil moderately inhibited soybean 5-lipoxygenase (5-LOX) with an IC 50 value of (32.05 ± 3.91) μg/ml and had moderate antitrypanosomal activity [IC 50 (60.90 ± 0.91) μg/ml]. In addition, moderate antimicrobial activities were detected against Gram-positive bacteria (Bacillus subtilis, Staphylococcus capitis, Micrococcus luteus), one Gram-negative bacterium (Pseudomonas fluorescens), and yeasts (Saccharomyces cerevisiae, Candida parapsilosis)

The phytochemical investigation of an aqueous ethanolic extract of Galinsoga parviflora Cav. (Asteraceae) resulted in the isolation and identification of eleven compounds namely: triacontanol, phytol, β-sitosterol, stigmasterol, 7-hydroxy-β-sitosterol, 7-hydroxystigmasterol, β-sitosterol-3-O-β-D-glucoside, 3,4-dimethoxycinnamic acid, protocatechuic acid, fumaric acid, and uracil. Furthermore, 48 volatile constituents were identified in the hydrodistilled oil of the aerial parts. The ethanolic extract at a content of 400 mg/kg body weight (BW) exerted 87% reduction in the alanine aminotransferase enzyme level in cirrhotic rats compared with the standard silymarin (150 mg/kg BW) and also exerted a reduction in the blood glucose level equivalent to that of glibenclamide (5 mg/kg BW) in diabetic rats. The ethanolic extract, light petroleum and ethyl acetate fractions exhibited substantial antimicrobial activity against Bacillus subtilis, Pseudomonas aeruginosa, Escherichia coli, Aspergillus niger, and Candida albicans. The ethyl acetate fraction showed strong antioxidant activity at a concentration of 150 mg/mL as compared with 0.1 M ascorbic acid. The cytotoxic effect against the MCF-7 cell line was found to be weak

Palladium(II) complexes are an important class of cyclopalladated compounds that play a pivotal role in various pharmaceutical applications. Here, we investigated the antitumour, anti-inflammatory, and mutagenic effects of two complexes: [Pd(dmba)(Cl)tu] (1) and [Pd(dmba)(N 3 )tu] (2) (dmba = N,N-dimethylbenzylamine and tu = thiourea), on Ehrlich ascites tumour (EAT) cells and peritoneal exudate cells (PECs) from mice bearing solid Ehrlich tumour. The cytotoxic effects of the complexes on EAT cells and PECs were assessed using the 3-(4,5-dimethylthiazol-3-yl)-2,5-diphenyl-tetrazolium bromide (MTT) assay. The effects of the complexes on the immune system were assessed based on the production of nitric oxide (NO) (Griess assay) and tumour necrosis factor-α (TNF-α), interleukin-12 (IL-12), and interleukin-10 (IL-10) (ELISA). Finally the mutagenic activity was assessed by the Ames test using the Salmonella typhimurium strain TA 98. Cisplatin was used as a standard. The IC 50 ranges for the growth inhibition of EAT cells and PECs were found to be (72.8 ± 3.23) μM and (137.65 ± 0.22) μM for 1 and (39.7 ± 0.30) μM and (146.51 ± 2.67) μM for 2, respectively. The production of NO, IL-12, and TNF-α, but not IL-10, was induced by both complexes and cisplatin. The complexes showed no mutagenicity in vitro, unlike cisplatin, which was mutagenic in the strain. These results indicate that the complexes are not mutagenic and have potential immunological and antitumour activities. These properties make them promising alternatives to cisplatin

Caryophyllene-6,7-epoxide and caryophyllene-6,7-episulfide can be easily synthesized from β-caryophyllene by autoxidation or episulfidation. The bioactivities of β-caryophyllene and its derivatives were investigated against the subterranean termite Reticulitermes speratus Kolbe. The antifeedant, feeding, and termiticidal activities of each compound were tested using no-choice, dual-choice, and non-contact methods. Antitermitic activities were not shown by β-caryophyllene, but were observed for the oxide and sulfide derivatives. Caryophyllene- 6,7-episulfide showed especially high antifeedant and termiticidal activities. Thus, naturally abundant, non-bioactive β-caryophyllene can be easily converted into an antitermite reagent via a non-biological process

Hydrodistilled essential oil from Rhododendron anthopogonoides Maxim. (Ericaceae) aerial parts was analysed by gas chromatography-mass spectrometry (GC-MS). A total of 42 compounds, accounting for 95.48% of the total oil, were identified. The main constituents of the essential oil were benzyl acetone (34.41%), nerolidol (10.19%), 1,4-cineole (8.41%), β-caryophyllene (5.63%), γ-elemene (5.10%), and spathulenol (3.06%). Four constituents were isolated from the essential oil based on fractionation. The essential oil of R. anthopogonoides possessed nematicidal activity against the root knot nematode (Meloidogyne incognita) with an LC 50 value of 130.11 μg/ml. The main compound of the essential oil, benzyl acetone, exhibited nematicidal activity against M. incognita with an LC 50 value of 74.17 μg/ ml while 1,4-cineole, nerolidol, and β-caryophyllene were not nematicidal at a concentration of 5 mg/ml. The essential oil of R. anthopogonoides and benzyl acetone show potential for their development as possible natural nematicides for the control of the root knot nematode

Volatiles emitted by healthy, mechanically damaged, and weevil-infested Artemisia ordosica (Asteraceae) were obtained through a dynamic headspace method and analysed by automatic thermal desorption/gas chromatography/mass spectrometry (ATD/GC/MS). Twenty-eight compounds in all were identified, and the qualitative as well as quantitative differences were compared. The green leaf volatiles 2-hexenal, (Z)-3-hexen-1-ol, 2-hexen-1-ol, 1-hexanol, and (Z)-3-hexen-1-ol acetate were present in all of the damaged plants, but in relatively lower portions when plants were infested by the weevil Adosopius sp., while the terpenoids α-copaene, β-cedrene, and (E,E)-α-farnesene and the ester methyl salicylate were only present in weevildamaged plants. The volatiles from healthy and weevil-infested leaves were dominated by D-limonene, whereas mechanically damaged leaves emitted β-pinene as the dominant compound

The sublethal stress of the organophosphate insecticide chlorpyrifos was investigated in different tissues of the freshwater crab (Barytelphusa guerini). Crabs were exposed to 1/3 of LC50 concentrations for 7, 14, 21, and 28 days. After 28 days, they were released into fresh water and kept for 18 days for recovery. The study was conducted by estimating total proteins, amino acids, ammonia, urea, and glutamine levels, and protease, transaminases, and phosphatases activities. Total proteins level was decreased whereas amino acids and ammonia were increased. The urea content was decreased in all tissues and glutamine exhibited a mixed response. Protease activities and those of alanine and aspartate aminotransferase, respectively, were elevated. Acid phosphatase activity was reduced in hepatopancreas and brain and induced in gills and muscle. Alkaline phosphatase activity was enhanced in gills and hepatopancreas and reduced in muscle and brain. The crabs recovered from the biochemical stress caused by chlorpyrifos after their release into fresh water

Diversely sourced degradation products of higher plant lignans were identifi ed in modern and ancient woodrat (Neotoma) middens. The markers indicate extensive chemical modifi cation by intestinal microbial communities of mammals. The observed defunctionalized phenols represent a group of natural products, and their structural elements reveal information about the plant source. The phenols are derived mainly from two precursor types: (1) enterolactone and derivatives from conifer lignans, and (2) 2,3-bis(3’-hydroxybenzyl)butane and related compounds from lignans such as nordihydroguaiaretic acid common in Larrea sp. (e.g. creosote bush)

Medication of rheumatoid arthritis (RA) remains challenging and often controversial concerning side effects or long-term complications. We investigated the effect of resveratrol, a phytoalexin discussed for its chondro-protective and anti-inflammatory qualities, on the synovial expression of matrix-degrading enzymes like matrix metalloproteinases (MMPs) and bone-remodelling proteins in RA fibroblast-like synoviocytes (FLS). Interleukin-1β- stimulated RA-FLS were treated with 100 μM resveratrol for 24 h. To evaluate the effect of resveratrol on the amount of bound/combined MMPs, a Luminex ® xMAP multiplexing technology was used. The alteration in expression of receptor activator of nuclear factor- κB ligand (RANKL) and osteoprotegrin (OPG) was measured by quantitative real-time polymerase chain reaction (qRT-PCR). Resveratrol reduced the expression of MMP-1 (p = 0.022), MMP-3 (p = 0.021), and MMP-9 (p = 0.047). qRT-PCR showed a significant reduction in the relative abundance of the transcripts of OPG (p = 0.012) and RANKL (p = 0.018). Our in vitro findings indicate that resveratrol could be a new target for further pharmacological studies in the field of RA. In the future it could play a role as a possible substitute or supplement to currently used drugs against RA to prevent cartilage matrix degradation and pathological bone resorption due to inhibition of MMPs and RANKL