Assessment of seed- and seedling-related traits in Santalum album (Indian sandalwood) reveals high adaptive potential.

Seed and seedling traits govern plant fitness and persistence and are influenced by the interaction between the plant and its environment. Changing climatic and edaphic conditions will drastically affect early fitnessrelated traits and can alter the demography and species distribution range. It is widely documented that trait variation among populations may increase resilience of tree communities and reduce the risk of extinction under future climates. In the present study, variation in seed and seedling traits were documented from seven populations of Santalum album representing the natural distribution range of the species in the Indian subcontinent. Significant intra-specific variation was documented in seed and seedling traits, indicating high adaptive potential of the species. Further, the measured traits were correlated with climatic variables. No significant correlation was predicted for seed-related traits, while seedling-related traits like shoot and root weight, photochemical reflectance index, relative water content, and root-shoot ratio correlated with different climatic parameters. Variance partitioning revealed predominant combined effect of environment and genotype on seed traits except seed weight, which was governed by genotypic effect. The dominance of genotypic effect was documented for all seed leachate parameters, while seedling-related traits were predominantly affected by the environment. Conservation of sandalwood genetic resources will benefit from the insights gained from the variability recorded in these fitness-related traits, which are likely to affect the adaptive potential of the species.

Byproducts of Globe Artichoke and Cauliflower Production as a New Source of Bioactive Compounds in the Green Economy Perspective: An NMR Study.

The recovery of bioactive compounds from crop byproducts leads to a new perspective way of waste reutilization as a part of the circular economy. The present study aimed at an exhaustive metabolite profile characterization of globe artichoke and cauliflower byproducts (leaves, stalks, and florets for cauliflower only) as a prerequisite for their valorization and future implementations. The metabolite profile of aqueous and organic extracts of byproducts was analyzed using the NMR-based metabolomics approach. Free amino acids, organic acids, sugars, polyols, polyphenols, amines, glucosinolates, fatty acids, phospho- and galactolipids, sterols, and sesquiterpene lactones were identified and quantified. In particular, globe artichoke byproducts are a source of health-beneficial compounds including chiro-inositol (up to 10.1 mg/g), scyllo-inositol (up to 1.8 mg/g), sesquiterpene lactones (cynaropicrin, grosheimin, dehydrocynaropicrin, up to 45.5 mg/g in total), inulins, and chlorogenic acid (up to 7.5 mg/g), whereas cauliflower byproducts enclose bioactive sulfur-containing compounds S-methyl-L-cysteine S-oxide (methiin, up to 20.7 mg/g) and glucosinolates. A variable content of all metabolites was observed depending on the crop type (globe artichoke vs. cauliflower) and the plant part (leaves vs. stalks). The results here reported can be potentially used in different ways, including the formulation of new plant biostimulants and food supplements.

A novel approach for assessment of antitrypanosomal activity of sesquiterpene lactones through additive and non-additive molecular structure parameters.

Human African trypanosomiasis (HAT) or sleeping sickness is a protozoan neglected tropical disease, which is the main health worry in more than 20 countries in Africa. A novel approach is presented to predict the antitrypanosomal activity of sesquiterpene lactones (STLs) in terms of biological activity (pIC50). The largest reported data set of pIC50 for Trypanosoma brucei rhodesiense (Tbr) as one form of HAT are used to derive and test the new model. The new model is based on five additive and two non-additive molecular structural parameters in several frameworks where it can be easily applied through a computer code. It is derived and tested based on 125 and 31 experimental data, respectively, with different types of statistical parameters. The high reliability of the novel model is compared with the best available QSAR models, which use "classical" molecular descriptors, and 3D pharmacophore features. The values of R2 (correlation coefficient), root mean squared error (RMSE), and RMSEP (root mean square error of prediction) of the new model are 0.77, 0.38, and 0.35, respectively. Meanwhile, R2, RMSE, and RMSEP of comparative QSAR models based on complex descriptors are in the ranges 0.71-76, 0.46-0.4, and 0.51-0.44, respectively. The predictive results of the novel approach confirm its high simplicity, reliability, precision, accuracy, and goodness-of-fit.

In vitro assessment of antiprotozoal and antimicrobial activities of fractions and isolated compounds from Pallenis hierochuntica.

The antiprotozoal and antimicrobial properties of the extract and fractions of the whole plant of Pallenis hierochuntica were investigated against a panel of pathogenic organisms. Fractionation of the methanol extract of the whole plant of Pallenis hierochuntica using reverse-phase chromatography gave 28 fractions and led to the isolation of 2 new bisabolone hydroperoxides, 6,10 ß,11-trihydroxy-bisabol-2-ene-1-one (1a), 6,10 α,11-trihydroxy-bisabol-2-ene-1-one (1b) and also 6,10 ß-dihydroxy-bisabol-2,11-diene-1-one (2). They were characterised by extensive spectrometric analysis. Anti-infective investigations of the fractions revealed that 22 to 26 possessed significant antimalarial activity against the D6 and W2 strains of Plasmodium falciparum with IC50 = 7.62 - 9.91 µg/mL and 5.49 - 6.08 µg/mL, respectively, and SI>6.0 on average. Fractions 7, 16 to 24 exhibited good activity against Leishmania donovani promastigotes (IC50 = 6.71 - 18.77 µg/mL). Fractions 25 to 28 were active against T. brucei trypomastigotes, 25 being the most potent (IC50 = 4.13 µg/mL). Only 11 to 13 were active against Aspergillus fumigatus (IC50 = 13.406 µg/mL). 1a and 2 were not promising against the organisms tested. 1a and 1b were characterised for the first time.

Molecular insights on ar-turmerone as a structural, functional and pharmacophoric analogue of synthetic mosquito repellent DEET by comprehensive computational assessment.

Mosquitoes are vectors for a variety of infectious illnesses, and chemical synthetic insecticides have made it possible to control them effectively. Mosquito repellents are a typical means of keeping mosquitos at bay. Because of its main effectiveness of skin permeability, N,N-Diethyl-meta-toluamide (DEET) is one of the most extensively used mosquito repellents but a dangerous synthetic chemical. DEET was identified about a decade ago to inhibit mosquito's Odorant Binding Protein 1 (OBP1), impairing the mosquito's ability to recognise the host body odour. OBP1 has been identified as a possible target for the development of new mosquito repellents since its discovery. Essential oils from different plants, on the other hand, have been used to repel mosquitos since antiquity. One essential oil from the Curcuma longa (Zingiberales: Zingiberaceae) rhizome display mosquito repellent properties, according to the literature. Furthermore, one of the phytochemicals found in abundance in C. longa essential oil, ar-turmerone, exhibits mosquito repellency as comparable to synthetic DEET. Till date studies on in-silico interaction of natural ar-turmerone with OBP1, which we depict in our current work are scarce. Further, there exist no published reports demonstrating the literary evidence on detailed insights of interaction of DEET with OBP1 along with Molecular Dynamics (MD) simulation studies. We further performed detailed molecular investigations using pharmacophore analysis of ar-turmerone and compared it with DEET, where our findings in the current manuscript unveils for the first time that ar-turmerone is a functional, structural and pharmacophoric analogue of DEET.

Assessment of Ferula hermonis Boiss fertility effects in immature female rats supported by quantification of ferutinin via HPLC and molecular docking.

ETHNOPHARMACOLOGICAL RELEVANCE: Ferula hermonis is a small shrub renowned for its aphrodisiac abilities. Middle East herbalists have utilized Ferula hermonis seed and root as an aphrodisiac folk medicine to treat women's frigidity and male erectile and sexual dysfunction. AIM OF THE STUDY: Assessment of follicle-stimulating hormone-like (FSH), luteinizing hormone-like (LH), and estrogenic activities of the methanolic extract (ME) of the roots of Ferula hermonis on female reproductive function. MATERIALS AND METHODS: The methanolic extract was prepared from the root of F. hermonis and studied at dose level 6 mg/kg in immature female rats for FSH-like, LH-like, and estrogenic activities. These activities were determined by analyzing gross anatomical features, relative organ weight, and serum level of FSH, LH, progesterone and estrogen hormones, and histopathological characteristics. Quantification of the main phytoestrogenic component ferutinin carried out by HPLC. In addition, molecular docking for the binding affinity of ferutinin inside active sites of both estrogen receptor alpha (ERα) and FSH receptor (FSHR) was performed to predict the potential role of ferutinin in regulating the female reproductive process. RESULTS: Ferula hermonis (ME) showed potent FSH-like, LH-like activities and moderate estrogenic effect at the dose of 6 mg/kg. The content of ferutinin in F. hermonis was estimated to be 92 ± 1.33 mg/g of the methanolic extract. Molecular docking of ferutinin with ERα and FSHR displayed strong interaction with target proteins. CONCLUSIONS: Based on results, it can be concluded that Ferula hermonis can be considered as a suitable female fertility improving agent.

Fluorescent Amino Acid Initiated de novo Cyclic Peptides for the Label-Free Assessment of Cell Permeability*.

The major obstacle in applying peptides to intracellular targets is their low inherent cell permeability. Standard approaches to attach a fluorophore (e. g. FITC, TAMRA) can change the physicochemical properties of the parent peptide and influence their ability to penetrate and localize in cells. We report a label-free strategy for evaluating the cell permeability of cyclic peptide leads. Fluorescent tryptophan analogues 4-cyanotryptophan (4CNW) and ß-(1-azulenyl)-L-alanine (AzAla) were incorporated into in vitro translated macrocyclic peptides by initiator reprogramming. We then demonstrate these efficient blue fluorescent emitters are good tools for monitoring peptide penetration into cells.

Site-Specific Photochemical Desaturation Enables Divergent Syntheses of Illicium Sesquiterpenes.

Desaturation of unactivated alkanes remains a challenging yet desirable strategy to make olefins. The Illicium sesquiterpenes usually possess highly oxygenated cage-like architectures, and some of them exhibit prominent neurotrophic effects. Here, we disclose a unique photochemical desaturation strategy for the efficient, highly stereocontrolled total syntheses of five Illicium sesquiterpenes from inexpensive (R)-pulegone, featuring a 13-step gram-scale synthesis of (-)-merrilactone A. The efficiency of the syntheses derives from an expedient construction of a tetracyclic framework via two annulations, a site-specific photoinduced single-step desaturation in a complex hydrocarbon system, and diverse oxygenation manipulations around the resultant olefin intermediate. This work highlights how late-stage desaturation can dramatically streamline the synthesis of complex terpenes and diverse non-natural analogues for establishing the structure-activity relationship and elucidating their molecular mechanisms of bioactivity.

Hyperlipidemia Downregulate Brain Antioxidant Defense Enzymes and Neurotrophins in Rats: Assessment of the Modulatory Potential of EPA+DHA and Zerumbone.

BACKGROUND: Oxidative stress (OS) plays a vital role in the pathogenesis of cognitive disorders. In this study, brain antioxidant defense dysregulation as a consequence of hyperlipidemia, and the efficacy of eicosapentaenoic acid (EPA) + docosahexaenoic acid (DHA), and zerumbone (Z) in their modulation are assessed. METHODS AND RESULTS: Male Wistar rats are fed control, high-fat (HF), HF + fish oil (HF+F), HF + zerumbone (HF+Z), and HF + fish oil + zerumbone (HF+F+Z) diet for 60 days. Markers of OS, antioxidant enzymes, monoamine oxidase, nuclear factor (erythroid-derived 2)-like 2 (NRF-2), nitric oxide-2 (NOS-2), inter cellular adhesion molecule-1 (ICAM-1), and neurotrophins are measured. Hyperlipidemia increases OS, decreases antioxidant enzyme activity, increases monoamine oxidase activity, increases NOS-2 and ICAM-1 expression, decreases NRF-2 activation, decreases nerve growth factor (NGF), and brain-derived neurotrophic factor (BDNF) levels in the brain compared to control. While EPA+DHA and zerumbone significantly (p < 0.05) restores the perturbations induced by hyperlipidemia. CONCLUSION: It is concluded that hyperlipidemia cause OS by decreasing the activity of brain antioxidant enzymes via the downregulation of NRF-2. The reduced brain neurotrophins in hyperlipidemia indicate its potential risk on cognitive attributes. EPA+DHA, together with zerumbone, positively modulates hyperlipidemia induced brain dysfunction thereby offering promising therapeutic strategy.

Characteristic Components and Authenticity Evaluation of Rape, Acacia, and Linden Honey.

Honey fraud has an extensive global magnitude and impacts both honey price and beekeeper viability. This study aimed at investigating the characteristic phytochemicals of rape, acacia, and linden honey to verify honey authenticity. We discovered methyl syringate, phaseic acid, and lindenin (4-(2-hydroxypropan-2-yl) cyclohexa-1,3-diene-1-carboxylic acid) as particular or unique phytochemicals of rape, acacia, and linden honey. Methyl syringate and lindenin were the most abundant components in rape and linden honey; moreover, their average contents reached up to 10.44 and 21.25 mg/kg, respectively. The average content of phaseic acid was 0.63 mg/kg in acacia honey. To our knowledge, the presence of phaseic acid in honey is a novel finding. Furthermore, we established the HPLC fingerprints of three monofloral honeys. We offered assessment criteria and combined characteristic components with standard fingerprints to evaluate the authenticity of commercial rape, acacia, and linden honeys. For uncertain commercial honey samples, genuine pure honeys constituted nearly 70%. We differentiate the adulteration of acacia and linden honeys with low-price rape honey. Our results reveal that 10% of commercial honeys were pure syrups. Overall, we seem to propose a novel and reliable solution to assess the authenticity of monofloral honey.

FEMA GRAS assessment of natural flavor complexes: Lavender, Guaiac Coriander-derived and related flavoring ingredients.

In 2015, the Expert Panel of the Flavor and Extract Manufacturers Association (FEMA) initiated a program for the re-evaluation of the safety of over 250 natural flavor complexes (NFCs) used as flavor ingredients. This publication, fifth in the series, evaluates the safety of NFCs containing linalool and/or other characteristic mono- and sesquiterpenoid tertiary alcohols and esters using the safety evaluation procedure published by the FEMA Expert Panel in 2005 and updated in 2018. The procedure relies on a complete chemical characterization of the NFC intended for commerce and organization of the chemical constituents of each NFC into well-defined congeneric groups. The safety of each NFC is evaluated using the well-established and conservative threshold of toxicological concern (TTC) concept in addition to data on absorption, metabolism and toxicology of both the constituent congeneric groups and the NFCs. Sixteen NFCs, derived from the Lavandula, Aniba, Elettaria, Daucus, Salvia, Coriandrum, Ribes, Guaiacum/Bulnesia, Citrus, Pogostemon, Melaleuca and Michelia genera, were affirmed as generally recognized as safe (GRAS) under their conditions of intended use as flavor ingredients based on an evaluation of each NFC and the constituents and congeneric groups therein.

Phytochemical analysis and geographic assessment of flavonoids, coumarins and sesquiterpenes in Artemisia annua L. based on HPLC-DAD quantification and LC-ESI-QTOF-MS/MS confirmation.

To evaluate the quality of Artemisia annua L., an accurate HPLC-DAD method has been developed, validated and applied to the simultaneous quantification of five flavonoids, two coumarins and four sesquiterpenes. An LC-ESI-QTOF-MS/MS confirmation method has been utilized to avoid false-positive results. Principal component analysis and hierarchical cluster analysis results indicated that their contents had obvious regional characteristics. Samples with high contents of artemisinin (8.24 ± 2.92 mg/g) and isorhamnetin (0.28 ± 0.25 mg/g) are mainly distributed south of the Yangtze River, and samples with high contents of scopolin (0.46 ± 0.22 mg/g), scopoletin (1.05 ± 0.17 mg/g), chrysosplenol D (0.64 ± 0.14 mg/g), casticin (1.07 ± 0.23 mg/g), arteannuin B (0.69 ± 0.18 mg/g) and artemisinic acid (3.02 ± 1.00 mg/g) are mainly distributed in eastern and northern China. Geographic content differences of the components in A. annua indicate the potential differences in the health-promoting effects of its clinical application.

Assessment of Melissa officinalis L. essential oil as an eco-friendly approach against biodeterioration of wheat flour caused by Tribolium castaneum Herbst.

The study reports efficacy of Melissa officinalis L. essential oil (MOEO) as a safe plant-based insecticide against Tribolium castaneum Herbst (TC) by induction of oxidative stress. MOEO nanoencapsulation in chitosan matrix was performed to enhance its bioefficacy. GC-MS analysis of MOEO depicted geranial (31.54%), neral (31.08%), and ß-caryophyllene (12.42%) as the major components. MOEO showed excellent insecticidal potential in contact (100% mortality at 0.157 µL/cm2) and fumigant bioassays (LC50 = 0.071 µL/mL air) and 100% repellency at concentration ≤ 0.028 µL/cm2. Increased reactive oxygen species (ROS), superoxide dismutase (SOD), catalase (CAT), and decreased ratio of reduced glutathione (GSH) to oxidized glutathione (GSSG) at the LC50 dose suggested significant oxidative stress on TC in MOEO treatment sets. The encapsulated MOEO exhibited enhanced activity as fumigant (LC50 = 0.048 µL/mL air) and showed significant antifeedant activity in situ (EC50 = 0.043 µL/mL). High LD50 value (13,956.87 µL/kg body weight of mice) confirmed favorable toxicological profile for non-target mammals. The findings depict potential of nanoencapsulated MOEO as an eco-friendly green pesticide against infestation of stored food by TC.

Assessment of the phytochemical profiles of novel hop (Humulus lupulus L.) cultivars: A potential route to beer crafting.

This study investigated the volatile phytochemical diversity of 30 samples obtained from experimental hybrid and commercial H. lupulus L. plants. Essential oils distilled from these samples were analysed by high resolution gas chromatography coupled with accurate mass time-of-flight mass spectrometry (GC-accTOFMS). A total of 58 secondary metabolites, mainly comprising 18 esters, 6 monoterpene hydrocarbons, 2 oxygenated monoterpenes, 20 sesquiterpene hydrocarbons, 7 oxygenated sesquiterpenes, and 4 ketones, were positively or tentatively identified. A total of 24 metabolites were detected in all samples, but commercial cultivars (selected for brewing performance) had fewer compounds identified compared to experimental genotypes. Chemometrics analyses enabled distinct differentiation of experimental hybrids from commercial cultivars, discussed in terms of the different classes of compounds present in different genotypes. Differences among the mono- and sesquiterpenoids, appear to be related to either: i) the genetic origin of the plants; or ii) the processes of bioaccumulation of the identified secondary metabolites.