Piperidine Alkaloids Research Articles

Characterization of Queen Supergene Pheromone in the Red Imported Fire Ant Using Worker Discrimination Assays

Ants use chemical signals to communicate for various purposes related to colony function. Social organization in the red imported fire ant, Solenopsis invicta, is determined by the Sb supergene, with colonies of the monogyne (single-queen) form lacking the element and colonies of the polygyne (multiple-queen) form possessing it. Polygyne workers accept new reproductive queens in their nest, but only those carrying Sb; young winged queens lacking this genetic element are executed as they mature sexually in their natal nest or as they attempt to enter a foreign nest to initiate reproduction after mating and shedding their wings. It has been suggested that queen supergene genotype status is signaled to workers by unsaturated cuticular hydrocarbons, while queen reproductive status is signaled by piperidines (venom alkaloids). We used high-throughput behavioral assays to study worker acceptance of paper dummies dosed with fractions of extracts of polygyne queens, or blends of synthetic counterparts of queen cuticular compounds. We show that the queen supergene pheromone comprises a blend of monoene and diene unsaturated hydrocarbons. Our assays also reveal that unsaturated hydrocarbons elicit discrimination by polygyne workers only when associated with additional compounds that signal queen fertility. This synergistic effect was obtained with a polar fraction of queen extracts, but not by the piperidine alkaloids, suggesting that the chemical(s) indicating queen reproductive status are compounds more polar than cuticular hydrocarbons but are not the piperidine alkaloids. Our results advance understanding of the role of chemical signaling that is central to the regulation of social organization in an important invasive pest and model ant species.

Distinct skin morphological and transcriptomic profiles between wild and albino Oscar Astronotus ocellatus

Oscar Astronotus ocellatus is an important ornamental fish, including albino and wild varieties. Albino individuals attract aquarium hobbyists due to their unique body color, but studies on the species' albinism mechanism are currently scarce. Here, we investigated the morphological and transcriptomic profiles of the skin of albino and wild Oscar. The results showed that the albino type had fewer oval-shaped melanophores and immature melanosomes but that the wild type contained more stellate-shaped melanophores and mature melanosomes. Albino Oscar had a degenerative pigment layer without obvious melanin deposition and content, while the wild type contained more concentrated melanin within the pigment layer. A total of 272,392 unigenes were detected, 109 of which were identified as differentially expressed genes (DEGs) between albino and wild Oscar. Pathways of DEGs, including those involved in complement and coagulation cascades, novobiocin biosynthesis, Th1 and Th2 cell differentiation, and tropane, piperidine and pyridine alkaloid biosynthesis, were significantly enriched. DEGs, including upregulated Sfrp5 and Tat, and downregulated Wnt-10a, Ppp3c, Notch1 and Trim27 involved in the Wnt signaling pathway, Notch signaling pathway, tyrosine metabolism, MAPK signaling pathway and melanogenesis, might be associated with the albinism of Oscar. This study characterized the difference in melanophore morphology between wild and albino Oscar and identified some albinism-related candidate genes and signaling pathways, helping to understand the genetic mechanism of fish albinism.

Supplementation with mesquite alkaloids extract in diets for lambs fed Bermuda grass improves growth performance

The aim of this study was to evaluate the effects of different concentrations of enriched mesquite piperidine alkaloid extract (MPA levels): 0 (control), 2.3, 4.6 and 9.2 mg/kg; and to compare monensin (MON) 2.1 mg/kg, MPA 0 and MPA 2.3 mg/kg of diet dry matter composed of Tifton 85 (Bermuda grass) hay and concentrate (corn meal, soybean meal, urea and mineral salt). Nutrient intake, digestibility, growth performance, microbial synthesis efficiency, and nitrogen (N) balance were evaluated. Thirty Dorper × Santa Inês lambs, with an initial body weight of 17.50 ± 0.43 kg, were assigned to a completely randomized design. There was no difference (P > 0.10) for the intake of nutrients and metabolizable energy (11 MJ/day) between the diets. The digestibility of DM, OM, CP, EE and, NDFap was lower (P < 0.05) for MPA 2.3 compared to MON and the control diet. Non-fiber carbohydrates (NFC) digestibility tended to be lower (P < 0.10) in comparison with MON and showed quadratic variation (P < 0.05) with MPA levels. MPA 2.3 did not differ (P> 0.10) of the MON and control diets for daily weight gain, but it presented a higher (P < 0.05) efficiency of feeding conversion than MON. There was a linear increase (P < 0.05) for final body weight with MPA levels. There was maximum (P < 0.05) nitrogen excretion in feces and minimum (P < 0.05) digested nitrogen (g/100 g of ingested nitrogen) at the mean dose of MPA 5.7 mg/kg. The results indicate that MPA has potential as a feed additive because it improves growth performance.

O2‐Assisted Four‐Component Reaction of Vinyl Magnesium Bromide with Chiral N‐tert‐Butanesulfinyl Imines To Form syn‐1,3‐Amino Alcohols

An O2 -assisted, four-component reaction has been developed to synthesize a wide range of syn-1,3-amino alcohols in one step. The reaction proceeds by oxygenation of vinyl magnesium bromide (component-I) with O2 (component-II) to give a magnesium enolate of acetaldehyde, which undergoes addition to a chiral N-tert-butanesulfinyl imine (component-III) followed by a sequential addition with excess vinyl magnesium bromide (component-IV). The approach allows diastereoselective synthesis of anti/syn- and syn/syn-3-amino-1,5-diols in good yields with high diastereoselectivity. The method was illustrated in an efficient, four-step synthesis of piperidine alkaloid (-)-2'-epi-ethylnorlobelol.

O2‐Assisted Four‐Component Reaction of Vinyl Magnesium Bromide with Chiral N‐tert‐Butanesulfinyl Imines To Form syn‐1,3‐Amino Alcohols

AbstractAn O2‐assisted, four‐component reaction has been developed to synthesize a wide range of syn‐1,3‐amino alcohols in one step. The reaction proceeds by oxygenation of vinyl magnesium bromide (component‐I) with O2 (component‐II) to give a magnesium enolate of acetaldehyde, which undergoes addition to a chiral N‐tert‐butanesulfinyl imine (component‐III) followed by a sequential addition with excess vinyl magnesium bromide (component‐IV). The approach allows diastereoselective synthesis of anti/syn‐ and syn/syn‐3‐amino‐1,5‐diols in good yields with high diastereoselectivity. The method was illustrated in an efficient, four‐step synthesis of piperidine alkaloid (−)‐2′‐epi‐ethylnorlobelol.

UPLC-HRESI-MS and GC-MS analysis of the leaves of Nicotiana glauca.

The alkaloid-rich fraction obtained by fractionation of the crude methanolic extract of the leaves of wild tobacco tree Nicotiana glauca Graham (Solanaceae) was analyzed using UPLC-MS and GC-MS. Anabasine, a piperidine alkaloid, was identified as the major constituent with approximately 60 % (m/m) of the alkaloid-rich fraction. In addition to anabasine, six secondary metabolites were identified using high-resolution UPLC-MS. Anabasine was quantified in the leaves to be 1 mg g-1 dry plant material. The GC-MS analysis revealed five compounds with anabasine as the major component, while nicotine was not detected. Moreover, GC-MS was used for the analysis of the volatile oil that was obtained by hydro-distillation from the leaves of N. glauca. The volatile plant oil was found to be rich in oxygenated sesquiterpenes (e.g., β-bisabolol) and carboxylic acids and esters (e.g., ethyl linoleate and hexadecanoic acid), whereas anabasine was not detected.

Alkaloids from Lime Flower (Tiliae flos) Exert Spasmodic Activity on Murine Airway Smooth Muscle Involving Acetylcholinesterase.

Lime flower (Tiliae flos) is traditionally used either for treatment of the common cold or to relieve symptoms of mental stress. Recently, the presence of a new class of piperidine and dihydro-pyrrole alkaloids from lime flower has been described. The present study aimed to investigate the pharmacological activity of hydroacetonic lime flower extracts, alkaloid-enriched lime flower fractions, and isolated alkaloids on the murine airway smooth muscle and the cholinergic system. While a hydroacetonic lime flower extract did not show any pharmacological activity, enriched Tilia alkaloid fractions potentiated acetylcholine-induced contractions of the trachea by ~ 30%, showing characteristics comparable to galanthamine. Effects were abrogated by atropine, indicating an involvement of muscarinic receptors. The dihydro-pyrrole alkaloid tiliine A, the piperidine alkaloid tiliamine B, and the acetylated piperidine alkaloid tilacetine A were characterized as acetylcholinesterase inhibitors. The positive control galanthamine (IC50 = 2.0 µM, 95% CI 1.7 to 2.2 µM) was approximately 100 times more potent compared to tiliine A (IC50 = 237 µM, 95% CI 207 to 258 µM) and tiliamine B (IC50 = 172 µM, 95% CI 158 to 187 µM). Neither DNA synthesis of HepG2 liver cells, HaCaT keratinocytes, and Caco-2 intestinal epithelial cells nor cell viability of primary human fibroblasts was reduced by the alkaloids. The indirect cholinergic activity of the alkaloids might explain some aspects of the traditional use of lime flowers and may extend the portfolio of compounds with regard to diseases involving parasympathetic malfunction or central cholinergic imbalance.

Piperidine alkaloids from fire ants are not sequestered by the green and black poison frog (Dendrobates auratus)

Piperidine alkaloids from fire ants are not sequestered by the green and black poison frog (Dendrobates auratus)

Molecular and Chemical Markers to Illustrate the Complex Diversity of the Genus Lupinus (Fabaceae)

The potential of secondary metabolites as systematic markers to get new insights in an intricate phylogeny of a recent evolutionary radiation is explored. A chemosystematic study of the genus Lupinus (Fabaceae) was performed, using quinolizidine (QA) and piperidine alkaloids (ammodendrine) as diagnostic characters. Seven major QA and the piperidine alkaloid ammodendrine were found to be the most frequent compounds. Two groups were supported according to their geographic origin: an Old World/Atlantic American group and a West New World group and this pattern is concordant with molecular data (here, based on an original barcode approach using the nuclear marker ITS). However, QA profiles are less informative at the species level. Despite a lack of resolution within the two groups, the alkaloid profiles agree with well supported clades based on DNA molecular characters. The combined use of chemical and barcode genetic markers represents a viable alternative for separating recent evolutionary lineages to a first approximation without having to resort to an expensive and sophisticated molecular arsenal such as next generation sequencing.

Advance on alkaloids of&amp;lt;italic&amp;gt; Lycium&amp;lt;/italic&amp;gt; genus

<p indent=0mm>Natural products derived from medicinal and edible plants, such as polysaccharides, polyphenols, flavonoids, and alkaloids, are a valuable source of potential drug candidates and have attracted interest for their rich structural motifs and diverse physiological activities. Therefore, the discovery of new natural products with unique structures and potential bioactivity from esculent resources has emerged as a promising approach for drug research. In the Solanaceae family, plants of the genus <italic>Lycium</italic> are relatively abundant, containing about 80 species of plants. Of these, seven species and three varieties are found in China where <italic>L</italic>. <italic>barbarum</italic> L., <italic>L</italic>. <italic>chinense</italic> Mill., and <italic>L</italic>. <italic>ruthenicum</italic> Murr. are most common. Among them, <italic>L</italic>. <italic>barbarum</italic> L. and <italic>L</italic>. <italic>ruthenicum</italic> Murr are also major medicinal and edible plant resources in Northwest China. “Gou Qi Zi”, also known as Goji or Goji berry, are fruit from <italic>L</italic>.<italic> barbarum </italic>L., which has been used as a valuable traditional Chinese herbal medicine and functional food for <sc>2500 years.</sc> The earliest recorded mention of these berries is found in the oracle bone script (Jiaguwen) of the Shang Dynasty (1600−1040 BE). Goji berries and Cortex Lycii, which is derived from the root bark of <italic>L</italic>.<italic> chinense</italic> and <italic>L</italic>.<italic> barbarum</italic>, have many pharmacological functions, such as hypoglycemic, hypolipidemic, immuno-modulatory, antioxidant, anti-aging, neuroprotective, and anti-Alzheimer’s disease properties. Medical and pharmaceutical knowledge regarding <italic>L</italic>.<italic> barbarum</italic> has been recorded and summarized in Shennong’s Root and Herbal Classic (Shennong bencao jing) and isolated products are highly desired medicines and contribute to longevity. Li Shizhen also summarized the health and tonic effects of Goji berries in the Compendium of Materia Medica. Many researchers have focused significant attention on the <italic>Lycium </italic>genus in recent years and various chemical components have been isolated. Phytochemical studies have revealed that the genus<italic> Lycium</italic> possesses an abundance of secondary metabolites, such as glycerogalactolipids, phenylpropanoids, coumarins, lignans, flavonoids, amides, alkaloids, anthraquinones, organic acids, terpenoids, sterols, steroids and other small molecules and trace elements. Of these, the alkaloids are considered to be one of the main active ingredients. The aim of this review is to focus on identification and biological activity of alkaloids derived from a variety of species in <italic>Lycium </italic>genus. Up to 2021, at least 124 alkaloids, including 42 amide alkaloids, 31 spermine alkaloids, 17 nortropane alkaloids, 16 pyrrole alkaloids, 4 piperidine alkaloids, 5 imidazole alkaloids, 3 quinoline alkaloids, 3 indole alkaloids, and 3 other alkaloids were reported from different species in the <italic>Lycium </italic>genus. These can be found in diverse plant structures, such as fruits, root bark, leaves, seeds, or flowers. This review lays a solid foundation for better understanding of pharmacological activities of <italic>Lycium-</italic>derived compounds and is systematically summarized on the basis of phytochemical studies. This information provides reference values that should facilitate further investigation on additional pharmacological properties and add to the development and utilization of the<italic> Lycium</italic>.

Combining targeted metabolite analyses and transcriptomics to reveal the specific chemical composition and associated genes in the incompatible soybean variety PI437654 infected with soybean cyst nematode HG1.2.3.5.7

BackgroundSoybean cyst nematode, Heterodera glycines, is one of the most devastating pathogens of soybean and causes severe annual yield losses worldwide. Different soybean varieties exhibit different responses to H. glycines infection at various levels, such as the genomic, transcriptional, proteomic and metabolomic levels. However, there have not yet been any reports of the differential responses of incompatible and compatible soybean varieties infected with H. glycines based on combined metabolomic and transcriptomic analyses.ResultsIn this study, the incompatible soybean variety PI437654 and three compatible soybean varieties, Williams 82, Zhonghuang 13 and Hefeng 47, were used to clarify the differences in metabolites and transcriptomics before and after the infection with HG1.2.3.5.7. A local metabolite-calibrated database was used to identify potentially differential metabolites, and the differences in metabolites and metabolic pathways were compared between the incompatible and compatible soybean varieties after inoculation with HG1.2.3.5.7. In total, 37 differential metabolites and 20 KEGG metabolic pathways were identified, which were divided into three categories: metabolites/pathways overlapped in the incompatible and compatible soybeans, and metabolites/pathways specific to either the incompatible or compatible soybean varieties. Twelve differential metabolites were found to be involved in predicted KEGG metabolite pathways. Moreover, 14 specific differential metabolites (such as significantly up-regulated nicotine and down-regulated D-aspartic acid) and their associated KEGG pathways (such as the tropane, piperidine and pyridine alkaloid biosynthesis, alanine, aspartate and glutamate metabolism, sphingolipid metabolism and arginine biosynthesis) were significantly altered and abundantly enriched in the incompatible soybean variety PI437654, and likely played pivotal roles in defending against HG1.2.3.5.7 infection. Three key metabolites (N-acetyltranexamic acid, nicotine and D,L-tryptophan) found to be significantly up-regulated in the incompatible soybean variety PI437654 infected by HG1.2.3.5.7 were classified into two types and used for combined analyses with the transcriptomic expression profiling. Associated genes were predicted, along with the likely corresponding biological processes, cellular components, molecular functions and pathways.ConclusionsOur results not only identified potential novel metabolites and associated genes involved in the incompatible response of PI437654 to soybean cyst nematode HG1.2.3.5.7, but also provided new insights into the interactions between soybeans and soybean cyst nematodes.

Metabolic profiling of two medicinal Piper species

Piper sarmentosum Roxb. (PS) and Piper cathayanum M. G. Gilbert & N. H. Xia (PC) are both listed as Traditional Chinese Medicine herbs. In this study, ultra-performance liquid chromatography mass spectrometry (UPLC-MS/MS) was used to analyze secondary metabolites and metabolically profile the leaves, stems and roots in PS and PC. A total of 110 and 92 differential metabolites were shared from various organs of PS and PC, respectively. Compared to the stems and roots of PS or PC, alkaloids and phenols in leaves of PS or PC accounted for 70% and 57% of the total alkaloids and phenols, respectively. An analysis of enriched metabolic pathways demonstrated that L-tyrosine and 4-hydroxycinnamic acid in PS were directly involved in five and three metabolic pathways, which are related to the biosynthesis of isoquinoline alkaloids and phenol backbones, respectively. The L-glutamic acid and oxoglutaric acid in PC were involved in seven and two metabolic pathways, respectively. L-glutamic acid synthesizes heme, tropane, piperidine and pyridine alkaloids, and the type Ⅱ polyketide backbone. Moreover, oxoglutaric acid generated via L-glutamic acid was mainly involved in the citrate cycle and played a fundamental role in determining these important metabolic processes.

Research Progress on Antibacterial Activities and Mechanisms of Natural Alkaloids: A Review.

Alkaloids are nitrogen-containing heterocyclic compounds typically isolated from plants. They represent one of the most important types of natural products because of their large number and structural diversity and complexity. Based on their chemical core structures, alkaloids are classified as isoquinolines, quinolines, indoles, piperidine alkaloids, etc. In-depth analyses of alkaloids have revealed their antibacterial activities. To date, due to the widespread use of antibiotics, the problem of drug-resistant bacterial infections has been gradually increasing, which severely affects the clinical efficacy of antibacterial therapies and patient safety. Therefore, significant research efforts are focused on alkaloids because they represent a potentially new type of natural antibiotic with a wide antibacterial spectrum, rare adverse reactions, and a low tendency to produce drug resistance. Their main antibacterial mechanisms include inhibition of bacterial cell wall synthesis, change in cell membrane permeability, inhibition of bacterial metabolism, and inhibition of nucleic acid and protein synthesis. This article reviews recent reports about the chemical structures and the antibacterial activities and mechanisms of alkaloids. The purpose is to solve the problem of bacterial resistance and to provide a certain theoretical basis and research ideas for the development of new antibacterial drugs.

Beyond Alkaloids: Novel Bioactive Natural Products From Lobelia Species.

In this work, we reviewed the progress in the phytochemical and biological investigations of bioactive components derived from medicinally valuable Lobelia species. In the last 60 years, Lobelia has garnered significant attention from the phytochemist from around the world, majorly due to the discovery of bioactive piperidine alkaloids (e.g., lobinaline and lobeline) in the early 1950s. Later, lobeline underwent clinical trials for several indications including the treatment of attention deficit hyperactivity disorder and a multicenter phase three trial for smoking cessation. Subsequently, several other alkaloids derived from different species of Lobelia were also investigated for their pharmacological characteristics. However, in the last few years, the research focus has started shifting to the characterization of the other novel chemical classes. The major shift has been noticed due to the structurally similar alkaloid components, which essentially share similar pharmacological, physicochemical, and toxicological profiles. In this review, we present an up-to-date overview of their progress with special attention to understanding the molecular mechanisms of the novel bioactive components.

Synthesis of (+)-solenopsin via Pd-catalyzed N-alkylation and cyclization

Synthesis of (+)-solenopsin, a 2,6-disubstituted piperidine alkaloid, isolated from fire ants (Solenopsis), was achieved. Stereoselective construction of trans-2,6-piperidine ring moiety was performed using palladium-catalyzed cyclization. Chain elongation using Grubbs 2nd catalyst followed by the reduction of double bond and the deprotection of the Cbz group afforded (+)-solenopsin.

Chemosystematic and evolutionary trends of the genistoid clade sensu stricto (Papilionoideae, Fabaceae)

The Papilionoideae, which comprises 503 genera and approximately 14,000 species, is the largest and most diverse subfamily of the Fabaceae family. In this subfamily, the Crotalarieae, Genisteae, Podalyrieae, Thermopsideae, Sophoreae and Euchresteae tribes are closely related by micro and macromolecular features, thus forming the genistoid clade. This group combines well-known genera, whereas other genera lack phytochemical and chemotaxonomic studies. Thus, this work aimed to characterize the special metabolites in these genera in order to define the chemical profile, the micromolecular markers and the chemical diversity, as well as to evaluate the group evolutionary trends. Flavonoids and alkaloids were identified as chemosystematic markers for the studied tribes due to high occurrence number and structural diversity. Among flavonoids, the flavones and isoflavones predominated. Low protection indexes of flavonoid hydroxyls by O-glycosylation or O-methylation were observed, whereas C-prenylation and C-glycosylation were frequent, mainly at C-6 and C-8 positions. The flavone/flavonol ratio shows the predominance of the flavones. Quinolizidine and piperidine alkaloids were present in most genera. Pyrrolizidine alkaloids were found in a few genera from Thermopsideae, Genisteae and Crotalarieae, which suggests a mechanism of adaptive convergence. Cluster analysis allowed separation of genera for each tribe by chemical similarities. The micromolecular trends of protection of flavonoid hydroxyls and alkaloid oxidation indicate the genistoid clade is through evolutionary transition, which is consistent with its phylogenetic position in the Papilionoideae subfamily.

The genus Cassia L.: Ethnopharmacological and phytochemical overview.

Nature gifts medicinal plants with the untapped and boundless treasure of active chemical constituents with significant therapeutic potential that makes these plants a beneficial source in the development of phytomedicines. Genus Cassia, with approximately 500 species, is a large group of flowering plants in the family Fabaceae. Cassia species are widely distributed throughout different regions mainly tropical Asia, North America, and East Africa. In the folk medicinal history, these plants are used as laxative and purgative agents. In the Ayurveda system of medicine, they are used to cure headache and fever. Cassia plants exhibit pharmacological activities at large scales such as antimicrobial, anticancer, antiinflammatory, antioxidant, hypoglycemic, hyperglycemic, antimutagenic, and antivirals. The phytochemical investigations of genus Cassia demonstrate the presence of more than 200 chemical compounds, including piperidine alkaloids, anthracene derivatives (anthraquinones), flavonoids, pentacyclic triterpenoids, sterols, phenylpropanoids, and γ-naphthopyrones. The literature illustrated anthraquinones and flavonoids as major secondary metabolites from this genus. However, some Cassia plants, with rich contents of anthraquinones, still show toxicology properties. As Cassia plants are used extensively in the herbal system of medicine, but only senna dosage forms have achieved the status of the pharmaceutical market as standard laxative agents. In conclusion, further investigations on isolating newer biologically active constituents, unknown underlying mechanisms, toxicology profiles, and clinical studies of Cassia species are needed to be explored. This review article specifies the systematic breach existing between the current scientific knowledge and the fundamentals for the marketization of genus Cassia products.

Proteomic and metabolic profile analysis of low-temperature storage responses in Ipomoea batata Lam. tuberous roots

BackgroundSweetpotato (Ipomoea batatas L.) is one of the seven major food crops grown worldwide. Cold stress often can cause protein expression pattern and substance contents variations for tuberous roots of sweetpotato during low-temperature storage. Recently, we developed proteometabolic profiles of the fresh sweetpotatoes (cv. Xinxiang) in an attempt to discern the cold stress-responsive mechanism of tuberous root crops during post-harvest storage.ResultsFor roots stored under 4 °C condition, the CI index, REC and MDA content in roots were significantly higher than them at control temperature (13 °C). The activities of SOD, CAT, APX, O2.- producing rate, proline and especially soluble sugar contents were also significantly increased. Most of the differentially expressed proteins (DEPs) were implicated in pathways related to metabolic pathway, especially phenylpropanoids and followed by starch and sucrose metabolism. L-ascorbate peroxidase 3 and catalase were down-regulated during low temperature storage. α-amylase, sucrose synthase and fructokinase were significantly up-regulated in starch and sucrose metabolism, while β-glucosidase, glucose-1-phosphate adenylyl-transferase and starch synthase were opposite. Furthermore, metabolome profiling revealed that glucosinolate biosynthesis, tropane, piperidine and pyridine alkaloid biosynthesis as well as protein digestion and absorption played a leading role in metabolic pathways of roots. Leucine, tryptophan, tyrosine, isoleucine and valine were all significantly up-regulated in glucosinolate biosynthesis.ConclusionsOur proteomic and metabolic profile analysis of sweetpotatoes stored at low temperature reveal that the antioxidant enzymes activities, proline and especially soluble sugar content were significantly increased. Most of the DEPs were implicated in phenylpropanoids and followed by starch and sucrose metabolism. The discrepancy between proteomic (L-ascorbate peroxidase 3 and catalase) and biochemical (CAT/APX activity) data may be explained by higher H2O2 levels and increased ascorbate redox states, which enhanced the CAT/APX activity indirectly. Glucosinolate biosynthesis played a leading role in metabolic pathways. Leucine, tryptophan, tyrosine, isoleucine and valine were all significantly up-regulated in glucosinolate biosynthesis.

Synthesis of Cyclic Compounds Containing Aminobenzenesulfonamide

This review, based on my research work, introduces and summarizes the synthesis and characterization of novel cyclic compounds containing aminobenzenesulfonamide. The review discusses the (1) development of sequential Nicholas and Pauson-Khand reactions for the synthesis of unique polyheterocyclic compounds, (2) production of 2-aminobenzenesulfonamide-containing cyclononyne (ABSACN) as a multifunctional click cycloalkyne agent, and (3) improvement of the intramolecular Pauson-Khand reaction of the nitroarene-enyne substrate for the synthesis of cyclopenta[c]piperidine alkaloids. This research work will facilitate the discovery of sulfonamide or sultam-based functional molecules and pharmaceuticals. Thus, I believe that aminobenzenesulfonamide derivatives are versatile and valuable chemical moieties not only in organic syntheses but also in the pharmaceutical industry. If you are interested in the details of this topic, please refer to the original papers.

Effects of enriched mesquite piperidine alkaloid extract in diets with reduced crude protein concentration on the rumen microbial efficiency and performance in lambs

The objective of this study was to evaluate the effects of enriched mesquite piperidine alkaloid (MPA) extract at 31 mg/kg of dry matter (DM) in diets with 16% or 13% of crude protein (CP) compared to a diet with 16% CP without additive (control) and diets with monensin (MON) at 31 mg/kg DM and 16% or 13% CP. The intake, ingestive behaviour, apparent digestibility, body weight gain, microbial protein synthesis and nitrogen balance were evaluated. A total of 30 uncastrated crossbred Santa Inês × Bergamasca lambs were used and allocated in a completely randomized design. No effects of additives on dry matter (DM), organic matter (OM), neutral detergent fibre (NDF), and non-fibre carbohydrate (NFC) intake were observed in diets with 16% and 13% CP compared to the control diet. The total digestible nutrient intake (g/kg BW) for the diet with MPA 13% CP was lower than for the control diet, while the metabolisable energy intake (MJ/kg BW) did not differ between diets. The DM feeding rate (g/min) was reduced for the diet with MON 13% CP compared to the control diet. There was no difference between MON or MPA with CP 16% or 13% and the control diet in the digestibility of DM, OM, NFC, and NDF. MON in the diet with 13% CP reduced the BW gain, which differed from the control diet, while MPA 13% CP did not differ from the control diet. The microbial protein synthesis efficiency was higher for diets with MPA compared to MON 13% CP and the control diet. Dietary nitrogen retention (g/kg metabolic weight) was lower in diets with 13% CP that differed from the diets with 16% CP. The nitrogen retained as a percentage of ingested and digested nitrogen was unchanged with the use of MPA or MON 13% CP due to lower urinary nitrogen excretion. The MPA 13% CP diet does not affect the performance of lambs by increasing the microbial synthesis efficiency in the rumen.