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1.
Carbohydr Res ; 540: 109142, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38718742

ABSTRACT

Resin glycosides act as laxatives in crude drugs derived from plants of the Convolvulaceae family. These compounds have exhibited antibacterial, ionophoric, anti-inflammatory, antiviral, and multidrug resistance-modulating properties, as well as cytotoxicity against cancer cells. This study investigated the organic acid, hydroxyl fatty acid, monosaccharide, and glycosidic acid components of the crude resin glycoside fraction obtained from the methanol extract of Ipomoea alba L. (Convolvulaceae) seeds, which was subjected to alkaline and acidic hydrolysis. The alkaline hydrolysis yielded acetic, isobutyric, (E)-2-methylbut-2-enoic, and 2S-methyl-3S-hydroxybutyric acids as organic acid components, along with a glycosidic acid fraction. The acidic hydrolysis of the glycosidic acid fraction resulted in the isolation of 11S-hydroxytetradecanoic and 11S-hydroxyhexadecanoic acids as hydroxyl fatty acid components, as well as d-glucose, d-quinovose, d-fucose, d-xylose, and l-rhamnose as monosaccharide components. In addition, 10 new glycosidic acid methyl esters were isolated from the glycosidic acid fraction treated with trimethylsilyldiazomethane-hexane, along with one known glycosidic acid methyl ester. Of these, eight compounds contained new glycans. Four of these compounds were unusual natural glycosides with four glycosidic linkages to one monosaccharide. Their structures were determined using MS and NMR spectral analyses, which provided valuable insights into the unique glycosidic composition of I. alba seeds.


Subject(s)
Glycosides , Ipomoea , Seeds , Ipomoea/chemistry , Glycosides/chemistry , Glycosides/isolation & purification , Glycosides/pharmacology , Seeds/chemistry , Resins, Plant/chemistry , Hydrolysis , Plant Extracts/chemistry , Plant Extracts/pharmacology , Plant Extracts/isolation & purification
2.
Food Chem ; 453: 139545, 2024 Sep 30.
Article in English | MEDLINE | ID: mdl-38772304

ABSTRACT

This study aimed to conduct a comprehensive analysis of the primary and secondary metabolites of water spinach (Ipomoea aquatica) using hydrophilic interaction liquid chromatography coupled with Orbitrap high-resolution mass spectrometry (HILIC-Orbitrap-HRMS). Certified samples from two cultivars, Green stem water spinach (G) and White stem water spinach (W) cultivated using organic and conventional farming methods, were collected from the Hong Kong market. Multivariate analysis was used to differentiate water spinach of different cultivars and farming methods. We identified 12 metabolites to distinguish between G and W, 26 metabolites to identify G from organic farming and 8 metabolites to identify W from organic farming. Then, two metabolites, isorhamnetin and jasmonic acid, have been proposed to serve as biomarkers for organic farming (in both G and W). Our foodomics findings provide useful tools for improving the crop performance of water spinach under abiotic/biotic stressesand authentication of organic produce.


Subject(s)
Ipomoea , Organic Agriculture , Ipomoea/chemistry , Ipomoea/metabolism , Ipomoea/growth & development , Mass Spectrometry , Metabolomics , Chromatography, High Pressure Liquid
3.
J Nat Med ; 78(3): 525-536, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38457082

ABSTRACT

Ipomoea muricata (L.) Jacq. seeds (Convolvulaceae) are used as a traditional laxative and carminative medicine. Muricatins XIV (1), XV (2), XVI (3), and XVII (4), were isolated from I. muricata seeds as four new resin glycosides, along with seven known compounds, three of which were isolated for the first time as natural products; their structures were determined using MS and NMR spectroscopy. Compounds 1-4 are macrolactones (jalapins); the sugar moieties of 1, 2, and 4 are partially acylated with 2S-methylbutyric acid, while that of 3 is esterified with 2S-methylbutyric and 2S-methyl-3S-hydroxybutyric acids. In addition, the antiviral activities of the seven compounds obtained in this study, together with five known compounds obtained in our previous study into resin glycosides from I. muricata seeds, were evaluated against herpes simplex virus type 1 (HSV-1); their cytotoxicities against HL-60 human promyelocytic leukemia cells were also investigated. All examined jalapins exhibited similar or slightly weaker anti-HSV-1 activities than acyclovir, the positive control; however, the glycosidic acid of 4 was inactive, while its methyl ester was weakly active. On the other hand, cytotoxicity testing against HL-60 cells showed similar results to those observed during anti-HSV-1 activity testing, with the exception that one jalapin was less active.


Subject(s)
Antiviral Agents , Glycosides , Ipomoea , Resins, Plant , Seeds , Ipomoea/chemistry , Seeds/chemistry , Glycosides/pharmacology , Glycosides/chemistry , Glycosides/isolation & purification , Humans , Resins, Plant/chemistry , Antiviral Agents/pharmacology , Antiviral Agents/chemistry , Antiviral Agents/isolation & purification , Molecular Structure , Herpesvirus 1, Human/drug effects , HL-60 Cells , Plant Extracts/chemistry , Plant Extracts/pharmacology , Magnetic Resonance Spectroscopy
4.
Phytochemistry ; 211: 113689, 2023 Jul.
Article in English | MEDLINE | ID: mdl-37121293

ABSTRACT

Scarlet morning glory, Ipomoea hederifolia L. (Convolvulaceae), is an ornamental vine native to the Americas with oxytocic, cytotoxic, antipsychotic, anti-inflammatory, antioxidant, and antimicrobial properties. A chemical study of the glycosidic acids from the resin glycosides contained in the aerial parts was carried out, through their isolation as peracetylated derivatives, by recycling preparative liquid chromatography. Structure elucidation was performed by HR-MS in accordance with NMR. Four peracetylated derivatives of glycosidic acids, named hederifolic acids A-D, were identified as heptaglycosides and hexaglycosides linked to 3S,12S-dihydroxyheptadecanoic acid or 12 S-hydroxyheptadecanoic acid. Consequently, hederifolic acids B and D were found to be dehydroxylated homologs at C-3 of the fatty acid aglycones of hederifolic acids A and C, respectively.


Subject(s)
Ipomoea , Ipomoea/chemistry , Molecular Structure , Glycosides/chemistry , Plant Extracts/chemistry , Fatty Acids/chemistry , Resins, Plant/chemistry
5.
Nat Prod Res ; 37(24): 4251-4255, 2023.
Article in English | MEDLINE | ID: mdl-36775581

ABSTRACT

Antidiabetic activity of methanolic extract, petroleum ether, ethyl acetate and n-butanol fractions of Ipomoea cairica (L.) Sweet leaves was performed in-vitro using α-glucosidase and α-amylase inhibition methods. Phytochemical study of the ethyl acetate fraction which possessed the highest antidiabetic activity led to isolation of five flavonoids for the first time from this plant, including two rare flavonoid sulphates, ombuin-3-sulphate [1] and rhamnetin-3-sulphate [2] and three flavonoid glycosides, kaempferol 7-O-α-L-rhamnopyranoside [3], kaempferol 3,7-di-O-α-L-rhamnopyranoside [4] and quercetin 3-O-α-L-arabinopyranoside [5]. The 1H and 13C NMR of 1 and 13C NMR of 2, were reported here for the first time. Compounds [1-4] showed a concentration-dependent in-vitro inhibitory activity against α-glucosidase and α-amylase. Furthermore, in-silico study predicted that compounds (1-5) showed good interactions with α-glucosidase, α-amylase, and protein tyrosine phosphatase 1b.


Subject(s)
Flavonoids , Ipomoea , Flavonoids/chemistry , Hypoglycemic Agents/pharmacology , Hypoglycemic Agents/analysis , Kaempferols/pharmacology , Kaempferols/analysis , Ipomoea/chemistry , alpha-Glucosidases , Glycosides/chemistry , Plant Leaves/chemistry , Plant Extracts/chemistry , Sulfates , alpha-Amylases/analysis
6.
J Agric Food Chem ; 71(6): 2784-2794, 2023 Feb 15.
Article in English | MEDLINE | ID: mdl-36727512

ABSTRACT

Proteomic analysis and biochemical tests were employed to investigate the critical biological processes responsible for the different cadmium (Cd) accumulations between two water spinach (Ipomoea aquatica) cultivars, QLQ and T308. QLQ, with lower shoot Cd accumulation and translocation factor than T308, possessed higher expression of cell wall biosynthesis and modification proteins in roots, together with higher lignin and pectin contents, higher pectin methylesterase activity, and lower pectin methylation. The results demonstrated that QLQ could more effectively restrict root-to-shoot Cd translocation by compartmentalizing more Cd in root cell walls. In contrast, T308 showed higher expression of the tricarboxylic acid (TCA) cycle, glutathione (GSH) metabolism, and heavy metal transporter proteins, accompanied by higher GSH content and glutathione S-transferase (GST) and glutathione reductase (GR) activity, which accelerated Cd uptake and translocation in T308. These findings revealed several critical biological processes responsible for cultivar-dependent Cd accumulation in water spinach, which are important for elucidating Cd accumulation and transport mechanisms in different cultivars.


Subject(s)
Biological Phenomena , Ipomoea , Soil Pollutants , Cadmium/metabolism , Soil Pollutants/metabolism , Citric Acid Cycle , Ipomoea/chemistry , Proteomics , Pectins/metabolism , Cell Wall/chemistry , Plant Roots/chemistry
7.
Mar Pollut Bull ; 185(Pt A): 114228, 2022 Dec.
Article in English | MEDLINE | ID: mdl-36274557

ABSTRACT

Ipomoea cairica (L.) Sweet is an invasive plant that cause serious invasion and damage in South China. Phaeocystis globosa is a common harmful algal bloom species on the southeast coast of China. Both species cause great environmental disturbances and serious economic damage to the localregion. This study explored the potential inhibitory effects of I. cairica leaf extracts on P. globosa. The results showed that solitary cells growth was inhibited at extract concentrations higher than 0.25 % (v/v). Although the colony diameter did not change, and the colony number increased rapidly in the first 36 h, we found that cells in the colonies had been damaged using scanning electron microscope and SYTOX-Green staining at 48 h. In addition, the rapid light-response curve of cells treated with extracts decreased, along with down-regulation of photosynthesis-related genes (psbA, psbD, and rbcL), suggesting damage to the photosynthetic system. Finally, the activities of antioxidant enzymes including superoxide dismutase, peroxidase, and catalase increased with increasing treatment time, indicating that cells activate antioxidant enzyme defense systems to alleviate the production of reactive oxygen species (ROS). Increased ROS levels disrupt cell membranes, alter cellular ultrastructures, and ultimately lead to cell death. This study not only achieved the reuse of invasive plant resources, but also demonstrated that I. cairica leaf extract has potential value as an algaecide.


Subject(s)
Haptophyta , Ipomoea , Ipomoea/chemistry , Ipomoea/metabolism , Antioxidants/metabolism , Reactive Oxygen Species/metabolism , Harmful Algal Bloom
8.
Molecules ; 27(4)2022 Feb 16.
Article in English | MEDLINE | ID: mdl-35209137

ABSTRACT

Vector-borne diseases, such as those transmitted by Aedes aegypti, are a constant threat to inhabitants of tropical regions of the planet. Synthetic chemicals are commonly used as a strategy to control them; however, these products are known to persist in ecosystems and drive the appearance of resistance genes in arthropod vectors. Thus, the use of natural products has emerged as an environmentally friendly alternative in integrated vector control strategies. The present bioguided study investigated the larvicidal potential of Ipomoea cairica extracts, fractionated using thin-layer and open-column chromatography, because this species has been shown to exert larvicidal effects on the genus Aedes. The objective of this study was to evaluate the nonvolatile components in ethanolic extract of I. cairica stems as a potential natural larvicidal, and coumarins, such as 7-hydroxy-6-methoxychromen-2-one (scopoletin) and 7-hydroxychromen-2-one (umbelliferone), were identified as major compounds; however, they were not shown to be responsible for the larvicidal activity. Based on the results of the larvicidal action tests, these coumarins are not directly responsible for the larvicidal activity, but this activity might be attributed to a synergistic effect of all the compounds present in the most active secondary fraction, called F.DCM, which had an LC50 value of 30.608 mg/L. This type of study has yet not been conducted in the region; therefore, it is an important contribution to recognizing a natural and easy-to-cultivate source of vector control, such I. cairica.


Subject(s)
Aedes/drug effects , Insecticides/pharmacology , Ipomoea/chemistry , Phytochemicals/pharmacology , Plant Extracts/pharmacology , Animals , Chemical Fractionation , Chromatography, High Pressure Liquid , Chromatography, Thin Layer , Dose-Response Relationship, Drug , Insecticides/chemistry , Insecticides/isolation & purification , Larva/drug effects , Mass Spectrometry , Phytochemicals/chemistry , Phytochemicals/isolation & purification , Plant Extracts/chemistry , Plant Extracts/isolation & purification
9.
Pak J Pharm Sci ; 35(1): 49-52, 2022 Jan.
Article in English | MEDLINE | ID: mdl-35221272

ABSTRACT

Ovarine cancer is a common woman malignancy in the world. Majority of the ovarian cancers are originated in the epithelial region which are lack of symptomps and this type of cancer is often get localized, when the tumour has spread outside the pelvis. Based on this context, the present study evaluated the effects of both aqueous and ethanolic extracts of Ipomoea staphylina leaves on ovarian cancer cell line. The SKOV-3 ovarian cancer cell line was used for evaluation of the effects of both extracts. Both extracts showed IC50 effects on ovarian cancer cell lines as sensitivity index (SI) for both extracts were recorded to above 1.iFurther, ethanol extract was more effective in the moderation of gene expressions of matrix metalloproteinase-2 (MMP-2) and matrix metalloproteinase-9 (MMP-9) in comparison to aqueous extract. Further, morphological changes of SKOV-3 cells after treatment with both extracts also confirmed the results. The study, therefore, concludes that the ethanolic extract of Ipomoea staphylina leaves is more effective against ovarian cancer cell line.


Subject(s)
Antineoplastic Agents, Phytogenic , Ipomoea/chemistry , Ovarian Neoplasms/drug therapy , Phytotherapy , Plant Extracts/pharmacology , Cell Survival/drug effects , Female , Humans , Plant Extracts/chemistry , Plant Leaves/chemistry
10.
J Nat Prod ; 85(1): 56-62, 2022 01 28.
Article in English | MEDLINE | ID: mdl-34969245

ABSTRACT

Ipomoea asarifolia is a herbaceous plant belonging to the family Convolvulaceae and is native to tropical regions of Africa, America, and Asia. A dichloromethane root extract showed antiproliferative activity against multiple myeloma cells (RPMI 8226). The phytochemical investigation led to the isolation of 15 compounds. Compounds 1-4, named (4S,8S)-1-(furan-3-yl)-9-hydroxy-4,8-dimethylnonane-1,6-dione, isoferulic acid hexadecyl ester, caffeic acid hexadecyl ester, and asarifolin I, respectively, are described for the first time. The structures of these molecules were established from their NMR, UV, IR spectroscopic, and MS data. 4-Hydroxycinnamic acid hexadecyl ester (5), 4-hydroxycinnamic acid octadecyl ester (6), 4-hydroxycinnamic acid eicosyl ester (7), caffeic acid octadecyl ester (8), pescapreins III, IV, XXI, XXIII, XXV, and XXVI (9-14), and stoloniferin III (15) were also isolated. All compounds were tested against a multiple myeloma cell line (RPMI 8226). When their IC50 value was lower than 10 µM, the compounds were also tested against two other multiple myeloma cell lines, MM.1S and MM.1R. Compound 3 was the most potent, with an IC50 value of 3.0 µM against RPMI 8226 cells.


Subject(s)
Cell Proliferation/drug effects , Ipomoea/chemistry , Multiple Myeloma/pathology , Plant Extracts/pharmacology , Plant Roots/chemistry , Cell Line, Tumor , Humans , Plant Extracts/chemistry , Spectrum Analysis/methods
11.
Trop Biomed ; 38(3): 446-452, 2021 Sep 01.
Article in English | MEDLINE | ID: mdl-34608118

ABSTRACT

Inundated with escalating dengue outbreaks, there is an urgent call to find alternate potential vector control methods as the currently employed method fails to curb the expanding of dengue virus transmission in Malaysia. Supported by this aim, we are interested in exploiting the potential of Ipomoea cairica leaves extract towards primary and secondary vectors of dengue fever, Aedes aegypti and Aedes albopictus. To assess the effectiveness of this plant extracts towards Aedes larvae, we carried out two complementary analyses. First, we observed the comparative effectiveness of larvicidal activity I. cairica extract against the laboratory and field strains of Ae. aegypti and Ae. albopictus. Then, we determined the effective lethal dose of this plant extract against Aedes larvae using log-probit regression analysis of the SPSS 20.0 programme. Results from bioassay demonstrated that I. cairica leaves extract was highly effective to induce larvicidal mortality of Ae. albopictus and Ae. aegypti within 24 and 48 hours post-treatment. Results from the factorial analysis of variance (ANOVA) also indicated that there were significant differences in larvicidal activity between species and strains used (P<0.05). It is interesting to notify that the sequence of effectiveness for the larvicidal activities of I. cairica acethonilic leaves extract is in the manner; Ae. albopictus field strain > Ae. aegypti laboratory strain > Ae. aegypti field strain > Ae. albopictus laboratory strain. The I. cairica leaves extract displayed high larvicidal activity against Ae. albopictus as compared to Ae. aegypti. This is the first evaluation involving the comparison of I. cairica leaves extract effects for the laboratory strain and field strain of Ae. albopictus and Ae. Aegypti.


Subject(s)
Aedes , Insecticides , Ipomoea , Plant Extracts , Aedes/drug effects , Animals , Ipomoea/chemistry , Larva , Mosquito Vectors , Plant Extracts/pharmacology , Plant Leaves/chemistry
12.
Trop Biomed ; 38(3): 469-475, 2021 Sep 01.
Article in English | MEDLINE | ID: mdl-34608121

ABSTRACT

Medicinal plants are a potential source of new antifungal agents to combat the development of drug-resistant fungi. This study aims to investigate the aerial parts of Alternanthera sessilis (Amaranthaceae) and Ipomoea aquatica (Convolvulaceae), and the leaves of Catunaregam spinosa (Rubiaceae) and Tradescantia spathacea (Commelinaceae) for antifungal activity and cytotoxicity. The plant materials were extracted sequentially using hexane, chloroform, ethyl acetate, ethanol, methanol, and distilled water. The antifungal activity was evaluated against four species of yeasts and two species of filamentous fungi using a colorimetric broth microdilution method. The toxicity of the extracts was assessed using African monkey kidney epithelial (Vero) cells. All 24 extracts from the four medicinal plants showed inhibitory activity against all fungal species, except Aspergillus fumigatus, with a minimum inhibitory concentration range of 0.04-2.50 mg/mL. The antifungal activity of these plants was more prominent on the yeasts than the filamentous fungi. Generally, the less polar extracts (hexane, chloroform, and ethyl acetate) of the plants had stronger antifungal activity than the more polar extracts (ethanol, methanol, and water). In contrast, toxicity assessment revealed that the less polar extracts showed relatively higher toxicity towards the Vero cells than the more polar extracts. The lowest median cytotoxic concentration was shown by the chloroform extract of A. sessilis (17.4 ± 0.4 µg/mL). All water extracts, the methanol extract of I. aquatica, and the ethyl acetate, ethanol, and methanol extracts of T. spathacea did not show significant toxicity (P>0.05) towards the Vero cells. The results suggested that Tradescantia spathacea has the most promising potential for pharmaceutical developments due to its broad spectrum and selective activity against human fungal pathogens.


Subject(s)
Antifungal Agents/pharmacology , Plant Extracts/pharmacology , Plants, Medicinal , Amaranthaceae/chemistry , Animals , Antifungal Agents/toxicity , Chlorocebus aethiops , Fungi , Ipomoea/chemistry , Microbial Sensitivity Tests , Plant Components, Aerial/chemistry , Plant Extracts/toxicity , Rubiaceae/chemistry , Toxicity Tests , Tradescantia/chemistry , Vero Cells
13.
Dokl Biochem Biophys ; 499(1): 289-295, 2021 Jul.
Article in English | MEDLINE | ID: mdl-34426928

ABSTRACT

Occupational and environmental exposure to chromium compounds leads to nephrotoxicity to humans and animals due to the overproduction of ROS. Our study was aimed to demonstrate the shielding effect of hydroethanolic extract of Ipomoea staphylina (HEIS) bark on male Wistar rats challenged with potassium dichromate (K2Cr2O7). Division of animals was done in 4 groups' viz., normal control, K2Cr2O7 control, K2Cr2O7+HEIS (100 mg/kg), and K2Cr2O7+HEIS (200 mg/kg). Except for the normal control group, other groups were challenged with a single dose (subcutaneous) of K2Cr2O7 (15 mg/kg) and then treated with HEIS (100 and 200 mg/kg) for 1 week. It was observed that animals treated with K2Cr2O7 showed a notable increase in serum creatinine, blood urea, and BUN and dwindles in protein level. These changes were significantly reversed after a 1-week treatment with HEIS (100 and 200 mg/kg). Moreover, HEIS (100 and 200 mg/kg) showed a remarkable improvement in the activity of antioxidant enzymes (GPx, CAT, and SOD) and decreased the levels of TNF-α and IL-1ß in the kidney. Furthermore, treatment with HEIS (100 and 200 mg/kg) notably decreased the activity of caspase-3 and improved the level of HO-1 especially in the K2Cr2O7+ HEIS (200 mg/kg) group. Also, the histopathological study of the kidney supported the protective effects of HEIS. Hence, HEIS bark holds a notable protective effect against K2Cr2O7-induced nephrotoxicity in rats.


Subject(s)
Antioxidants/pharmacology , Apoptosis/drug effects , Cytoprotection/drug effects , Ipomoea/chemistry , Kidney/drug effects , Plant Extracts/pharmacology , Potassium Dichromate/toxicity , Animals , Catalase/metabolism , Kidney/cytology , Kidney/metabolism , Lipid Peroxidation/drug effects , Male , Oxidative Stress/drug effects , Rats , Rats, Wistar
14.
Mikrochim Acta ; 188(8): 247, 2021 07 09.
Article in English | MEDLINE | ID: mdl-34244909

ABSTRACT

N-doped carbon dots (N-CDs) were fabricated in a simple procedure by hydrothermal treatment of cellobiose and urea. When excited at 235 nm or 327 nm, only one emission peak at around 420 nm has been observed. With the addition of phosalone, the excitation band at 235 nm was efficiently quenched within 1 min, while the excitation band at 327 nm showed little change. Accordingly, the fluorescence of the N-CDs-phosalone mixture showed quenching under 254-nm UV light, while nearly no fluorescence quenching could be observed under 365-nm UV light. This phenomenon provides a novel anti-false-positive mechanism for phosalone identification. Therefore, the label-free ratiometric sensor for rapid, naked-eye, and anti-false-positive detection of phosalone was proposed for the first time based on the intrinsic dual-excitation N-CDs. Under the optimum experimental conditions, the linear ranges of the excitation-based ratiometric assay were 0.08~4.0 µg/mL and 4.0~14.0 µg/mL; the limit of detection was 28.5 ng/mL. The as-constructed sensor was applied to detect phosalone residue in actual samples, and results were compared with the standard gas chromatographic (GC) method. The recoveries of the established sensor were between 90.0% and 110.0% with RSD lower than 6.6%, while that for the GC method was between 92.5% and 113.0% with RSD lower than 5.8%. Results reveal that the accuracy (recovery) and precision (RSD) of the as-constructed method are comparable to the standard GC method. In this paper, dual-excitation N-doped carbon dots (N-CDs) were synthesized by a simply one-step hydrothermal method for the first time. The novel dual-excitation ratiometric sensor based on the sole intrinsic N-CDs was constructed for phosalone sensing.


Subject(s)
Fluorescence Resonance Energy Transfer/methods , Fluorescent Dyes/chemistry , Organothiophosphorus Compounds/analysis , Pesticide Residues/analysis , Quantum Dots/chemistry , Artocarpus/chemistry , Cactaceae/chemistry , Carbon/chemistry , Food Contamination/analysis , Ipomoea/chemistry , Limit of Detection , Nitrogen/chemistry
15.
Chem Pharm Bull (Tokyo) ; 69(3): 291-297, 2021.
Article in English | MEDLINE | ID: mdl-33642479

ABSTRACT

Alkaline hydrolysis of crude resin glycoside fraction of the seeds of Ipomoea muricata (L.) Jacq. (Convolvulaceae) yielded a new glycosidic acid, muricatic acid D; three known glycosidic acids, namely, muricatic acids A, B, and C; and three known organic acids, namely, isobutyric, 2S-methylbutyric, and 2S-methyl-3S-hydroxybutyric acid. Two new genuine resin glycosides with macrolactone structures (jalapins), muricatins X and XI, were also isolated from the fraction. Their structures were determined using spectroscopic data and chemical evidence.


Subject(s)
Glycosides/chemistry , Ipomoea/chemistry , Plant Extracts/chemistry , Resins, Plant/chemistry , Seeds/chemistry , Butyrates/chemistry , Chromatography, Liquid , Convolvulaceae/chemistry , Hydrolysis , Magnetic Resonance Spectroscopy , Molecular Structure , Solvents/chemistry
16.
J Environ Sci Health B ; 55(11): 959-967, 2020.
Article in English | MEDLINE | ID: mdl-32781888

ABSTRACT

Ipomoea species are troublesome weeds in crop systems through Brazil. Drought stress typically reduces glyphosate efficacy by reducing the foliar uptake of herbicides and their translocation. Using both glyphosate tolerant (GT) and sensitive (GS) plants from Ipomoea grandifolia, I. indivisa and I. purpurea species, this research aimed to (a) correlate amounts of epicuticular wax and tolerance to glyphosate in plants and (b) determine the effect of drought stress (DStress) on changes in the quantity and chemical composition of plant epicuticular waxes. The dose that causes 50% inhibition of growth (GR50) of the biotypes varied between 62 and 1208 (I. grandifolia), 159 and 913 (I. indivisa), and 389 and 1925 g a.e. ha-1 of glyphosate (I. purpurea). There was low inverse correlation (-0.46) between the amount of epicuticular wax and the sensitivity to glyphosate. GT biotypes of the species presented greater plastic capacities than GS biotypes for increasing the amount of epicuticular wax under DStress. The three Ipomoea species exhibited different chemical profiles of waxes supported by IR spectra, which allows for their differentiation. For I. grandifolia and I. purpurea, there was an increase in the polar components in the state without DStress, while for the species I. indivisa, no differences in infrared spectra were detected between the two water conditions.


Subject(s)
Glycine/analogs & derivatives , Ipomoea/chemistry , Ipomoea/drug effects , Waxes/chemistry , Brazil , Dehydration , Dose-Response Relationship, Drug , Droughts , Glycine/pharmacology , Herbicide Resistance , Herbicides/pharmacology , Plant Leaves , Glyphosate
17.
Sci Rep ; 10(1): 11332, 2020 07 09.
Article in English | MEDLINE | ID: mdl-32647288

ABSTRACT

Mikania micrantha and Ipomoea cairica are two invasive plants widely distribute and seriously damage in Hainan island. In this study, the leaves extracts of two weeds were collected and determined for their allelopathic potentials on Chrysanthemum coronarium. The phytotoxicity bioassay showed that when the extract concentration was 50 and 100 mg/ml, the inhibited effects of M. micrantha on growth of C. coronarium were greater than by I. cairica. However, when the extract concertation at 400 mg/ml, the opposite inhibited effects were observed. We speculated this phenomenon was caused by different allelopathic compounds. Therefore, using gas chromatography-mass spectrometry, 19 and 23 compounds were identified respectively, benzoic acid and cinnamic acid were the main components in the two leaves extracts, which were selected to carry out the further bioassays. Subsequent bioassay results showed the effects of two allelochemicals on morphological index and chlorophyll content and POD activity were all negative to C. coronarium, whereas the content of MDA and activity of SOD, CAT represented adverse changes. Moreover, the inhibitions by cinnamic acid were generally greater than those by benzoic acid. Thus, the phenolic acids played the most crucial roles in the allelopathic effccts of M. micrantha and I. cairica leaves extracts.


Subject(s)
Allelopathy , Chrysanthemum/growth & development , Introduced Species , Ipomoea/chemistry , Mikania/chemistry , Pheromones/chemistry , Benzoic Acid/chemistry , China , Cinnamates/chemistry , Islands , Plant Extracts/chemistry , Plant Leaves/chemistry , Plant Weeds/chemistry
18.
Int J Biol Macromol ; 162: 715-722, 2020 Nov 01.
Article in English | MEDLINE | ID: mdl-32569684

ABSTRACT

This research aimed to investigate the polymerization degree (DP) -dependent effects of chitosan treatments on structural and compositional changes in certain cell wall polysaccharides (mainly lignin), membrane lipids, and proteins of in vitro-propagated Ipomoea purpurea leaves through FT-IR spectroscopy. The chitosan oligomer mixture (DP 2-15; CHI-OM) and chitosan polymer (DP 70; CHI-P) applied at 5, 10, and 20 mg L-1 concentrations induced different patterns of biomolecular changes in I. purpurea leaves. The chitosan variants enhanced the destabilization of cell membrane structures. CHI-P treatments increased the lipid structure and protein content of the membranes more than CHI-OM treatments. CHI-OM treatment was found to have the ability to induce the formation of ß-sheet structures with a low number of strands, whereas CHI-P treatment was found to have the ability to trigger the formation of more extended α-helix structures in the secondary structure of proteins. CHI-P treatments increased lignin synthesis more than CHI-OM treatments. However, CHI-OM at 10 mg L-1 concentration was more effective than CHI-P treatments in the induction of cell wall polysaccharide synthesis. These findings suggest that the polymerization degree of chitosan plays a role in changing structures and compositions of the biomolecules present in the leaves of I. purpurea.


Subject(s)
Cell Wall/chemistry , Chitosan , Ipomoea , Membrane Lipids/chemistry , Plant Leaves/chemistry , Plant Proteins , Polysaccharides/chemistry , Chitosan/chemistry , Ipomoea/chemistry , Ipomoea/growth & development , Plant Proteins/chemistry , Polymerization , Protein Structure, Secondary
19.
J Forensic Sci ; 65(5): 1704-1708, 2020 Sep.
Article in English | MEDLINE | ID: mdl-32542747

ABSTRACT

A quick, simple, and high-yield nucleic acid isolation process is crucial for high-quality DNA analysis. The ability of the MicroGEM PDQeX phytoGEM system and Omega Bio-tek E.Z.N.A.® Plant DS Mini kit to extract PCR-ready DNA was evaluated by extracting the forensically relevant "legal high" plant species: Ipomoea purpurea, Artemisia absinthium, Mitragyna speciosa, Datura stramonium, and Papaver somniferum. The plant material was pulverized, processed using the manufacturer's plant protocol for the PDQeX Nucleic Acid Extraction or the manufacturer's protocol for the Omega extraction, quantified using the Invitrogen Qubit 2.0 Fluorometer, and analyzed for amplifiability by PCR using a Qiagen Rotor-Gene Q instrument and published assays. The DNA amplicons for the legal high species produced high-resolution melt curves concordant with the melts observed when DNA was isolated using the Qiagen DNeasy Plant Mini Kit in previous studies.


Subject(s)
Artemisia absinthium/genetics , DNA, Plant/isolation & purification , Datura stramonium/genetics , Forensic Toxicology/methods , Ipomoea/genetics , Mitragyna/genetics , Papaver/genetics , Artemisia absinthium/chemistry , Datura stramonium/chemistry , Humans , Ipomoea/chemistry , Mitragyna/chemistry , Papaver/chemistry , Polymerase Chain Reaction , Psychotropic Drugs/analysis , Spectrometry, Fluorescence , Substance-Related Disorders
20.
J Environ Pathol Toxicol Oncol ; 39(1): 51-60, 2020.
Article in English | MEDLINE | ID: mdl-32479012

ABSTRACT

The aim of the present study was to explore the anti-breast cancer activity of the plant I. turpethum together with the comparative analysis of the cytotoxicity of the extracts from different parts of the plant. The gas chromatography-mass spectrometry (GC-MS) analysis of the plant revealed the identification of 71 compounds. The cytotoxicity of the extracts from different parts (whole, aerial, and root) of the plant was evaluated against the breast cancer cell lines (MCF-7 and MDA MB-231) by 3-(4,5-dimethylthiazol-2-Yl)-2,5-diphenyltetrazolium bromide (MTT) and lactate dehydrogenase (LDH) assays. The findings of these assays were further confirmed by the carboxyfluorescein diacetate succinimidyl ester (CFSE) proliferation assay, DAPI (4',6-diamidino-2-phenylindole) nuclear staining, and simple microscopy images. The results of the MTT assay revealed that the root extract showed the lowest IC50 values, i.e., 516 µg/mL for MCF-7 and 396 µg/mL for MDA MB-231 cell lines. The LDH release in the medium was high in the root extract treated cells, i.e., 28.87% for MCF-7 and 23.62% for MDA MB-231 cell lines. Moreover, the CFSE proliferation assay also showed the decrease in the proliferation of the cells up to 48.7% and 46.4% in case of MCF-7 and MDA MB-231 cells, respectively. The fragmented and condensed nuclear material in both the cell lines was observed in the DAPI nuclear staining. In conclusion, results showed that the root extract possess the highest cytotoxicity among all other tested extracts toward both breast cancer cell lines (MCF-7 and MDA MB-231).


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Breast Neoplasms/drug therapy , Ipomoea/chemistry , Plant Extracts/pharmacology , Cell Line, Tumor , Female , Humans , MCF-7 Cells
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