Citrus peel essential oils have an impressive range of food and medicinal uses. In the present study we investigated the variation in the yield and chemical composition of the essential oils isolated from fresh, ambient-, and oven-dried peels of three Citrus species namely Citrus reticulata (C. reticulata), Citrus sinensis (C. sinensis) and Citrus paradisii (C. paradisii). The hydro-distilled essential oil content from fresh-, ambient-, and oven-dried peels of C. reticulata, C. sinensis and C. paradisii ranged from 0.30-0.50, 0.24-1.07 and 0.20-0.40 g/100 g, respectively. The maximum amount of the oil was determined in oven-dried while the minimum in fresh peel samples. Using GC and GC/MS, a total of 16-27, 17-24 and 18-40 chemical constituents were identified in the peel essential oils of C. reticulate, C. sinensis and C. paradisii, respectively. The content of limonene, the most prevalent chemical constituent, detected in these essential oils, ranged from 64.1-71.1% (C. reticulata), 66.8-80.9% (C. sinensis) and 50.8-65.5% (C. paradisii). The yield and content of most of the chemical components including limonene (the principal chemical compound detected) of the tested essential oils varied significantly (p < 0.05) with respect to drying treatments and species employed.
Rhodinol is a mixture of geraniol and citronellol. It is the second fraction in fractional distillation of commercially grown Cymbopogon nardus. The physical and chemical similarities of these two compounds made them inseparable. The individual use of each compound is of great importance. A selective oxidation (hydrogen peroxide activated by platinum black) of geraniol (in rhodinol) to geranial was done while remaining citronellol intact in order to separate the two compounds into different chemical functionality. A yield of 81% geranial achieved while minimizing citronellal formation from citronellol to 17%. Chemical separation using sodium hydrogen sulfite (NaHSO3) was done to separate the aldehydes from the unreacted citronellol. Purification using fractional distillation was done to obtain pure geraniol and remove minor fraction of citronellal.
A bench-scale model of a partially packed upflow anaerobic fixed film (UAF) reactor was set up and operated at five different hydraulic retention times (HRTs) of (17, 14, 10, 8, and 5) days. The reactor was fed with synthetic rubber wastewater consisting of a chemical oxygen demand (COD) concentration of 6355-6735 mg/L. The results were analyzed using the Monod model, the Modified Stover-Kincannon models, and the Grau Second-Order Model. The Grau Second-Order model was found to best fit the experimental data. The biokinetic constant values, namely the growth yield coefficient (Y) and the endogenous coefficient (Kd) were 0.027 g VSS/g COD and 0.1705 d-1, respectively. The half-saturation constant (Ks) and maximum substrate utilization rate (K) returned values of 84.1 mg/L and 0.371 d-1, respectively, whereas the maximum specific growth rate of the microorganism (μmax) was 0.011 d-1. The constants, Umax and KB, of the Stover-Kincannon model produced values of 6.57 g/L/d and 6.31 g/L/d, respectively. Meanwhile, the average second-order substrate removal rate, ks(2), was 105 d-1. These models gave high correlation coefficients with the value of R2 = 80-99% and these indicated that these models can be used in designing UAF reactor consequently predicting the behaviour of the reactor.
The molecular pathways underlying the diverse biological activity of the triterpeniod compounds isolated from the tropical medicinal plant Centella asiatica were studied with gene microarrays and real-time reverse transcription polymerase chain reaction (real-time RT-PCR) to quantify the expression of 1053 human genes in human fibroblasts. Fibroblast cells grown in culture were used as a model system to evaluate the stimulation of wound healing by titrated extract from Centella asiatica (TECA) as well as by the four principal triterpenoid components of Centella. TECA treatment effects the expression of genes involved in angiogenesis and the remodeling of extracellular matrix, as well as diverse growth factor genes. The extent of expression change of TNFAIP6, an extracellular hyaluronan binding protein, was found to be largely dose-dependent, to respond most strongly to the free acids asiatic acid and madecassic acid, and to increase in expression over 48 hours of treatment. These results show that Centella triterpenes evoke a gene-expression response consistent with their prevailing medical uses in the treatment of connective tissue disorders such as wound healing and microangiopathy. The identification of genes modulated by these compounds provides the basis for a molecular understanding of Centella's bioactivity, and opportunities for the quantitative correlation of this activity with clinical effectiveness at a molecular level.
A polyisoprenylated ketone named enervosanone has been isolated from the stem bark of Calophyllum enervosum together with three known compounds, cambogin, osajaxanthone and epicatechin. Their structures were determined by spectroscopic analysis. The antimicrobial evaluations of the isolated compounds were also reported.
The evolution of antimicrobial resistance (AMR) in pathogens has prompted extensive research to find alternative therapeutics. Plants rich with natural secondary metabolites are one of the go-to reservoirs for discovery of potential resources to alleviate this problem. Terpenes and their derivatives comprising of hydrocarbons, are usually found in essential oils (EOs). They have been reported to have potent antimicrobial activity, exhibiting bacteriostatic and bactericidal effects against tested pathogens. This brief review discusses the activity of terpenes and derivatives against pathogenic bacteria, describing the potential of the activity against AMR followed by the possible mechanism exerted by each terpene class. Finally, ongoing research and possible improvisation to the usage of terpenes and terpenoids in therapeutic practice against AMR are discussed.
Several coronaviruses (CoVs) have been associated with serious health hazards in recent decades, resulting in the deaths of thousands around the globe. The recent coronavirus pandemic has emphasized the importance of discovering novel and effective antiviral medicines as quickly as possible to prevent more loss of human lives. Positive-sense RNA viruses with group spikes protruding from their surfaces and an abnormally large RNA genome enclose CoVs. CoVs have already been related to a range of respiratory infectious diseases possibly fatal to humans, such as MERS, SARS, and the current COVID-19 outbreak. As a result, effective prevention, treatment, and medications against human coronavirus (HCoV) is urgently needed. In recent years, many natural substances have been discovered with a variety of biological significance, including antiviral properties. Throughout this work, we reviewed a wide range of natural substances that interrupt the life cycles for MERS and SARS, as well as their potential application in the treatment of COVID-19.
Continuing our interest in the Uncaria genus, the phytochemistry and the in-vitro α-glucosidase inhibitory activities of Malaysian Uncaria cordata var. ferruginea were investigated. The phytochemical study of this plant, which employed various chromatographic techniques including recycling preparative HPLC, led to the isolation of ten compounds with diverse structures comprising three phenolic acids, two coumarins, three flavonoids, a terpene and an iridoid glycoside. These constituents were identified as 2-hydroxybenzoic acid or salicylic acid (1), 2,4-dihydroxybenzoic acid (2), 3,4-dihydroxybenzoic acid (3), scopoletin or 7-hydroxy-6-methoxy-coumarin (4), 3,4-dihydroxy-7-methoxycoumarin (5), quercetin (6), kaempferol (7), taxifolin (8), loganin (9) and β-sitosterol (10). Structure elucidation of the compounds was accomplished with the aid of 1D and 2D Nuclear Magnetic Resonance (NMR) spectral data and Ultraviolet-Visible (UV-Vis), Fourier Transform Infrared (FTIR) spectroscopy and mass spectrometry (MS). In the α-glucosidase inhibitory assay, the crude methanolic extract of the stems of the plant and its acetone fraction exhibited strong α-glucosidase inhibition activity of 87.7% and 89.2%, respectively, while its DCM fraction exhibited only moderate inhibition (75.3%) at a concentration of 1 mg/mL. The IC50 values of both fractions were found to be significantly lower than the standard acarbose suggesting the presence of potential α-glucosidase inhibitors. Selected compounds isolated from the active fractions were then subjected to α-glucosidase assay in which 2,4-dihydroxybenzoic acid and quercetin showed strong inhibitory effects against the enzyme with IC50 values of 549 and 556 μg/mL compared to acarbose (IC50 580 μg/mL) while loganin and scopoletin only showed weak α-glucosidase inhibition of 44.9% and 34.5%, respectively. This is the first report of the isolation of 2-hydroxybenzoic acid, 2,4-dihydroxybenzoic acid and loganin from the genus and the first report of the α-glucosidase inhibitory potential of 2,4-dihydroxybenzoic acid.
Detail chemical investigations on the stem bark of Mesua daphnifolia gave three triterpenoids and four xanthones. They are friedelin (1), friedelan-1,3-dione (2), lup-20(29)- en-3ss-ol (3), cudraxanthone G (4), ananixanthone (5), 1,3,5-trihydroxy-4-methoxyxanthone (6) and euxanthone (7). These chemical constituents were tested in vitro for their cytotoxic activities against four cell lines, MDA-MB-231 (human estrogen receptor negative breast cancer), HeLa (cervical carcinoma), CEM-SS (T-lymphoblastic leukemia) and CaOV3 (human ovarian cancer). Compound 4 showed a broad spectrum of activity against the MDA-MB-231, HeLa and CEM-SS cell lines with IC5 0 values of 1.3, 4.0 and 6.7 microg/ml respectively. Meanwhile, the other compounds 1, 2, 3, 5, 6 and 7 gave only selective activities against the cell lines.
Forrestiacids A (1) and B (2) are a novel class of [4+2] type pentaterpenoids derived from a rearranged lanostane moiety (dienophile) and an abietane unit (diene). These unprecedented molecules were isolated using guidance by molecular ion networking (MoIN) from Pseudotsuga forrestii, an endangered member of the Asian Douglas Fir Family. The intermolecular hetero-Diels-Alder adducts feature an unusual bicyclo[2.2.2]octene ring system. Their structures were elucidated by spectroscopic analysis, GIAO NMR calculations and DP4+ probability analyses, electronic circular dichroism calculations, and X-ray diffraction analysis. This unique addition to the pentaterpene family represents the largest and the most complex molecule successfully assigned using computational approaches to predict accurately chemical shift values. Compounds 1 and 2 exhibited potent inhibitory activities (IC50 s <5 μM) of ATP-citrate lyase (ACL), a new drug target for the treatment of glycolipid metabolic disorders including hyperlipidemia. Validating this activity 1 effectively attenuated the de novo lipogenesis in HepG2 cells. These findings provide a new chemical class for developing potential therapeutic agents for ACL-related diseases with strong links to traditional medicines.
This study was carried out to determine the effects of hydroxy propyl methyl cellulose (HPMC) on the flavour compounds
(eugenol and limonene), moisture and oil content in chicken nuggets during frying. Chicken nugget added with 500
ppm eugenol and limonene were coated with HPMC solution (0, 0.75 and 1.5%) and then with a commercial coating
(ADABI, Malaysia). Chicken nuggets were fried at 180o
C for 4 min. Quantity of eugenol and limonene in the substrate
(chicken meat) and coating were measured alongwith the moisture and oil content. The results showed that 0.75 and
1.5% HPMC were not able to retain either eugenol or limonene in both substrate and coating portion of the nuggets
when compared to control except for eugenol in the substrate portion when using 1.5% HPMC. Application of HPMC
also resulted in reduced moisture loss and oil absorption. The reduced moisture loss and oil absorption in the coating
and substrate of the chicken nuggets showed that HPMC was able to form a barrier that restricted the migration of
moisture from the nuggets and absorption of oil into the nuggets. However, only the 1.5% HPMC barrier formed was
able to reduce the loss of eugenol in the nugget substrate. Both 0.75 and 1.5% HPMC was not able to significantly
reduce the loss of limonene during frying.
The tentative identification of bioactive compounds in the extract of Vernonia amygdalina leaf was carried out using positive ionization of Liquid chromatography-mass spectrometry quadrupole time of flight (LC-Q-TOF/MS). The positive ionization is associated with the presence of saponins, flavonoids, alkaloids, terpenoids, and glycosides. Tentative assignments of the secondary metabolites were performed by comparing the MS fragmentation patterns with Waters® UNIFY library which allows positive identification of the compounds based on the spectral match. All the metabolites compounds were estimated and presented in a BPI (Base peak intensity) plot. These data are the unpublished supplementary materials related to "Ethanolic extraction of bioactive compounds from V. amygdalina leaf using response surface methodology as an optimization tool" (Alara et al., 2018).
In this study, different parts (aerial, stem and root) of Salvadora oleoides Decne were investigated in order to explore their phytochemical composition and biological potential. The bioactive contents were evaluated by conventional spectrophotometric methods. Additionally, the secondary metabolite compounds were identified by UHPLC-MS analysis. Biological potential was evaluated by determining antioxidant (DPPH, FRAP, and Phosphomolybdenum) and enzyme inhibitory (butrylcholinesterase and lipoxygenase) effects. Higher total bioactive contents were found in methanolic extracts which tend to correlate with higher radical scavenging and reducing potential of these extracts. LC/MS spectrum revealed the presence of 16 different secondary metabolites belonging to terpene, glucoside and sesquiterpenoid dervivatives. Glucocleomin and emotin A were the main compounds present in all three parts. The strongest butrylcholinesterase and lipoxygenase inhibitory activity was observed for root and stem DCM extracts. Demonstrated biological potential of S. oleoides plant can trace a new road map for developing newly designed bioactive pharmaceuticals.
Identification of drug target in protozoan T. gondii is an important step in the development of chemotherapeutic agents. Likewise, exploring phytochemical compounds effective against the parasite can lead to the development of new drug agent that can be useful for prophylaxis and treatment of toxoplasmosis. In this review, we searched for the relevant literature on the herbs that were tested against T. gondii either in vitro or in vivo, as well as different phytochemicals and their potential activities on T. gondii. Potential activities of major phytochemicals, such as alkaloid, flavonoid, terpenoids and tannins on various target sites on T. gondii as well as other related parasites was discussed. It is believed that the phytochemicals from natural sources are potential drug candidates for the treatment of toxoplasmosis with little or no toxicity to humans.
The genome data of Streptomyces sp. FH025 comprised of 8,381,474 bp with a high GC content of 72.51%. The genome contains 7035 coding sequences spanning 1261 contigs. Streptomyces sp. FH025 contains 57 secondary metabolite gene clusters including polyketide synthase, nonribosomal polyketide synthase and other biosynthetic pathways such as amglyccycl, butyrolactone, terpenes, siderophores, lanthipeptide-class-iv, and ladderane. 16S rRNA analysis of Streptomyces sp. FH025 is similar to the Streptomyces genus. This whole genome project has been deposited at NCBI under the accession JAFLNG000000000.
Centella asiatica, a weakly aromatic plant that flourishes in wet tropical and sub-tropical areas as
a medicinal species since ancient times. It contained important terpenoids that impart important
medicinal values. Currently, studies on the terpenoid content of various Centella asiatica
phenotypes have shown not only variable content but variable growth rates of different
phenotypes that can affect future selection of phenotypes. The use of mathematical growth
modelling can reveal important growth constants and discriminate between faster and slower
growth phenotypes. Two Centella asiatica phenotypes from South Africa is modelled using the
modified Gompertz model and the results showed that the C. asiatica Type-1 exhibited a faster
growth rates and a shorter lag period at 0.152 day-1 and 2.313 day than another phenotype; C.
asiatica Type 2 with a growth rate and a lag period of 0.067 day-1 and 3.363 day, respectively.
The data indicates that different phenotypes of C. asiatica can have different growth rates and
lag period and this can be important for selection of phenotypes to be used as the best bioactive
peptides producer.
The present study evaluates the petroleum source rock generation potential of the Neogene Bhuban shales from Bangladesh.
Organic geochemical and organic petrological methods were used for analyzing 11 drill core samples from 4 gas fields
in the basin. Source rock potential, maceral composition, organic matter abundance, biomarker distribution, thermal
maturity, hydrocarbon generation and depositional environment were evaluated. Kerogen in the studied shale samples
is classified mainly as Type III with lesser amounts of Type II. Vitrinite is the dominant maceral group observed in the
analyzed Bhuban samples followed by liptinite and inertinite. Vitrinite reflectance, Tmax and biomarker parameters
indicate the thermal maturity ranges from just pre-oil window to mid-oil window. Based on its total organic carbon
(TOC), extractable organic matter (EOM) and hydrogen index (HI), the analyzed Bhuban shales are ranked as mainly poor
to fair source rocks but with good gas generation potential. The dominant terrestrial environment prevailed during the
deposition of the studied Bhuban shales while the condition was sub-oxic as indicated by cross-plots of pristane versus
phytane and sterane versus pristane/phytane ratios.
The effect of S. persica extract on the population of bacteria in single-species biofilm was investigated. An artificial mouth (NAM) system was used for the development of biofilm. In one experiment, aqueous extract of S. persica at sub-MIC concentration (5 mg/mL) was first pumped into the NAM system to treat the experimental pellicle on glass beads before inoculating it with the bacteria (Strep. mitis, Strep. mutans and Strep. sanguinis). This would resemble using the aqueous extract of S. persica before meals. In another experiment, the aqueous extract of S. persica was pumped into the NAM system after the bacterial inoculation and this would resemble using it after meals. In both experiments, 24 h biofilms were allowed to form. The bacterial population of the biofilms was determined and expressed as colony forming unit per mL (cfu mL-1). For negative control, sterilized distilled water was used whereas for positive control, commercial Listerine. It was found that the population of Strep. mitis, Strep. mutans and Strep. sanguinis in the respective biofilms for both experiments involving treatment with S. persica extract or Listerine was significantly reduced by more than 70% (p<0.05) when compared with the negative control. Comparing the effect of S. persica with Listerine on the bacterial population of the biofilms when used either before or after meal showed that S. persica is slightly less effective towards S. sanguinis before meal and towards S. mutans after meal (p<0.05). This study suggests that the efficiency of the antibacterial effect of S. persica is species-related and by its way of usage.
The purpose of the present research was to evaluate the phytochemical content and analgesic effect of Caralluma edulis
(Ce.Cr). Established methods were used for phytochemical analysis of plant. The anti-nociceptic activity of Ce.Cr was
scrutinized using acetic acid-induced writhings, tail immersion and hot plate methods. Ce.Cr was tested positive for the
presence of therapeutically active metabolites such as alkaloids, flavonoids, glycosides, phenol, tannins, terpenoids and
saponins. Ce.Cr at the dose of 10, 30 and 100 mg/kg inhibited acetic acid-induced abdominal writhes and increase the
latency time to thermal stimuli in both tail immersion and hot plate tests, similar to standard drug. These results showed
that the ethanolic extract of Caralluma edulis possesses anti-nociceptive property.