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1.
PeerJ ; 12: e17112, 2024.
Artigo em Inglês | MEDLINE | ID: mdl-38560474

RESUMO

Solanum rostratum Dunal, belongs to the Solanaceae family and has drawn attention for its intricate interplay of invasiveness, phytochemical composition, and potential bioactivities. Notably invasive, S. rostratum employs adaptive mechanisms during senescence, featuring thorn formation on leaves, fruits, and stems seed self-propulsion, and resistance to drought. This adaptability has led to its proliferation in countries such as China, Canada, and Australia, extending beyond its Mexican origin. Despite its invasive historical reputation, recent studies unveil a rich array of phytochemicals in S. rostratum, suggesting untapped economic potential due to under-exploration. This review delves into exploring the potential uses of S. rostratum while elucidating the bioactive compounds associated with diverse identified bioactivities. In terms of phytochemistry, S. rostratum reveals an abundance of various bioactive compounds, including alkaloids, flavonoids, phenols, saponins, and glycosides. These compounds confer a range of beneficial bioactivities, encompassing antioxidant, antifungal, anticarcinogenic, anti-inflammatory, phytotoxic, and pesticidal properties. This positions S. rostratum as a reservoir of valuable chemical constituents with potential applications, particularly in medicine and agriculture. The review provides comprehensive insights into the phytochemistry, bioactivities, and bioactivity-guided fractionation of S. rostratum. In this review, we focus on the potential utilization of S. rostratum by emphasizing its phytochemical profile, which holds promise for diverse applications. This review is the first that advocates for further exploration and research to unlock the plant's full potential for both economic and environmental benefit.


Assuntos
Solanum , Animais , Solanum/química , Búfalos , Glicosídeos , Sementes , Compostos Fitoquímicos/farmacologia
2.
Pak J Biol Sci ; 27(2): 69-79, 2024 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-38516748

RESUMO

<b>Background and Objective:</b> Pepino (<i>Solanum muricatum</i> Aiton), rich with vitamin C and flavonoids, constitutes an abundant source of potent antioxidants. This research was conducted to determine antioxidant activity from three different parts of pepino based on equivalence with ascorbic acid, to analyze the relationship between total phenolic content (TPC) and total flavonoid content (TFC) on antioxidant activities and to determine flavonoid compounds. <b>Materials and Methods:</b> Antioxidant activities were determined using 2,2-Diphenyl-1-Picrylhydrazyl (DPPH) and Cupric Ion Reducing Antioxidant Capacity (CUPRAC) methods. The TPC and TFC were determined by UV-visible spectrophotometry. The correlation between TPC, TFC and antioxidant activity was analyzed using Pearson's method. Flavonoid compound content was performed by HPLC. <b>Results:</b> The ethyl acetate pepino fruit extract expressed the highest antioxidant activity by DPPH and CUPRAC assays. The highest TPC was obtained from the ethyl acetate extract of pepino stem (18.493 g GAE/(100 g)), while the highest TFC was obtained from the hexane extract of pepino leaves (9.541 g QE/(100 g)). <b>Conclusion:</b> The DPPH and CUPRAC assays demonstrated that pepino exhibits potential as a source of natural antioxidants, especially in its fruit part.


Assuntos
Acetatos , Antioxidantes , Solanum , Antioxidantes/química , Frutas/química , Solanum/química , Extratos Vegetais/química , Flavonoides/análise , Ácido Ascórbico , Fenóis/química
3.
Molecules ; 29(6)2024 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-38542951

RESUMO

The fruits of Solanum torvum Swartz, a wild relative of eggplant, are consumed as a wild vegetable in tropical regions of Africa, Asia, and South America. In traditional Chinese medicine, it is believed to have anti-inflammatory and sedative effects. In the Philippines, water decoction is used to treat hyperactivity disorder. Twenty-two steroidal saponins were isolated and purified from the fruits grown in Yunnan, China, including six new compounds: torvosides U-Z (1-6). During drying and cooking, the saponins may undergo transformation, resulting in small amounts of sapogenins. These transformations can include dehydration of hydroxyl groups at position C22, formation of double bonds at position 20, 22 or 22, 23, and even formation of peroxide products. Saponin compounds torvoside X (4), torvoside Y (5), torvoside A (7), and (25S)-3-oxo-5α-spirostan-6α-yl-O-ß-d-xylopyranoside (20), which are glycosylated at C-6, showed certain anti-epileptic activity in a pentylenetetrazole-induced zebrafish seizure model. No antiproliferative activity was detected when tested on the cancer cell line HepG2, and no hepatotoxic effect was noted on normal liver cell line LO2.


Assuntos
Saponinas , Solanum melongena , Solanum , Animais , Solanum/química , Frutas/química , Peixe-Zebra , Pentilenotetrazol , China , Saponinas/química , Anticonvulsivantes/farmacologia , Anticonvulsivantes/análise , Convulsões/induzido quimicamente , Convulsões/tratamento farmacológico
4.
Nat Prod Res ; 38(6): 1007-1015, 2024 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-37165597

RESUMO

Two new compounds (1 and 2), along with thirty-one known compounds (3-33) were isolated from the fruits of Solanum xanthocarpum. The structure of isolates was elucidated by analysis of spectroscopic data and the physicochemical methods. Meanwhile, the anti-inflammatory activity of isolates was determined using LPS-induced RAW 264.7 cells. The results of anti-inflammatory assays indicated that most isolated compounds (3, 4, 6, 8-14, 17-20, and 30) possessed significant nitric oxide (NO) production inhibition in lipopolysaccharide (LPS)-induced RAW 264.7 cells with IC50 values ranging from 14.33 to 48.55 µM.


Assuntos
Solanum , Solanum/química , Frutas/química , Lipopolissacarídeos/farmacologia , Extratos Vegetais/química , Fenóis/farmacologia , Fenóis/análise , Anti-Inflamatórios/química
5.
J Ethnopharmacol ; 322: 117640, 2024 Mar 25.
Artigo em Inglês | MEDLINE | ID: mdl-38135235

RESUMO

ETHNOPHARMACOLOGICAL RELEVANCE: Solanum lycocarpum A. St. Hil. (Solanaceae) is a species from the Brazilian Cerrado, exhibiting several medicinal properties, being used by the population in the treatment of ulcers, bronchitis, asthma and hepatitis, which involve inflammatory processes. AIM OF THIS STUDY: This study aimed to chemically characterize the dichloromethane fraction (DCM), as well as verify its antinociceptive, anti-inflammatory and antioxidant potential. MATERIALS AND METHODS: The DCM fraction was obtained by partitioning the ethanol extract. The chemical constituents of the DCM fraction were characterized by LC-DAD-MS. The DPPH and FRAP assays were used to evaluate the antioxidant potential. The carrageenan-induced paw edema model was used to assess the anti-inflammatory effects, and the inflammatory infiltrate was evaluated by qualitative and quantitative histological analyses. The antinociceptive action of the DCM fraction was evaluated by acetic acid-induced abdominal writhing test, formalin-induced nociception and hot-plate test. RESULTS: Steroidal alkaloids solasonine, solasodine and solamargine, as well as the alkaloid peiminine/imperialine and caffeoylquinic acids, were annotated in DCM fraction by LC-DAD-MS. The DCM fraction showed antioxidative action in the in vitro DPPH and FRAP tests, as well as an anti-inflammatory effect for the three evaluated doses of 30, 100 and 300 mg/kg in the fourth and sixth hours after the administration of carrageenan. The histological analyses evidenced considerably reduction in leukocyte migration and the number of polymorphonuclear leukocytes. The study also demonstrated antinociceptive activity for the DCM fraction, which reduced abdominal writhing at three concentrations evaluated, as well as a decrease in paw licking in the formalin-induced nociception test both in the neurogenic phase and the inflammatory phase, with greater effectiveness compared to the anti-inflammatory indomethacin. The DCM fraction also increased the latency time of the animals in the hot plate test 60 min after treatment, although it did not seem to involve the opioidergic system. CONCLUSION: This work evidenced that the dichloromethane fraction of S. lycocarpum fruit possesses antinociceptive and anti-inflammatory potential, which supports its use in folk medicine for management inflammatory conditions.


Assuntos
Alcaloides , Solanum , Animais , Analgésicos/farmacologia , Analgésicos/uso terapêutico , Analgésicos/química , Carragenina , Cloreto de Metileno/efeitos adversos , Cloreto de Metileno/análise , Extratos Vegetais/farmacologia , Extratos Vegetais/uso terapêutico , Extratos Vegetais/química , Solanum/química , Frutas/química , Antioxidantes/análise , Dor/induzido quimicamente , Dor/tratamento farmacológico , Anti-Inflamatórios/farmacologia , Anti-Inflamatórios/uso terapêutico , Anti-Inflamatórios/química , Alcaloides/uso terapêutico , Edema/induzido quimicamente , Edema/tratamento farmacológico
6.
Chem Biodivers ; 20(12): e202301381, 2023 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-37968243

RESUMO

Four undescribed steroidal compounds along with twenty known compounds were isolated from n-butanol extracted fraction of the whole plants of Solanum lyratum Thunb (SLNF). Their structures were assigned based on analyses of the extensive spectroscopic data (including MS, 1D/2D NMR, and ECD) or comparisons of the NMR data with those reported. Among the knowns, three compounds were isolated from Solanum plants for the first time, while one compound was isolated from S. lyratum for the first time. In addition, the cytotoxicities of these isolates against human colon SW480 and hepatoma Hep3B cells were evaluated by a MTT assay. And, nine of them and SLNF exhibited significant activities against both SW480 and Hep3B cells, while twelve of them significantly inhibited the activities of SW480 cells. This study allows for the exploitation of chemical markers with potential significance in discrimination of Solanum plants, and uncovers the diverse steroidal constituents from S. lyratum dedicated for its future application in cancer treatment.


Assuntos
Saponinas , Solanum , Humanos , Solanum/química , Saponinas/farmacologia , Esteroides/farmacologia , Estrutura Molecular
7.
Chem Biodivers ; 20(9): e202300941, 2023 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-37548481

RESUMO

Four pairs of aryldihydronaphthalene-type lignanamide enantiomers were isolated from Solanum lyratum (Solanaceae). The enantiomeric separation was accomplished by chiral-phase HPLC, and five undescribed compounds were elucidated. Analysis by various spectroscopy and ECD calculations, the structures of undescribed compounds were illuminated. The neuroprotective effects of all compounds were evaluated using H2 O2 -induced human neuroblastoma SH-SY5Y cells and AchE inhibition activity. Among them, compound 4 a exhibited remarkable neuroprotective effects at high concentrations of 25 and 50 µmol/L comparable to Trolox. Compound 1 a showed the highest AchE inhibition with the IC50 value of 3.06±2.40 µmol/L. Molecular docking of the three active compounds was performed and the linkage between the compounds and the active site of AchE was elucidated.


Assuntos
Neuroblastoma , Fármacos Neuroprotetores , Solanum , Humanos , Solanum/química , Fármacos Neuroprotetores/química , Simulação de Acoplamento Molecular , Estereoisomerismo , Estrutura Molecular
8.
Fitoterapia ; 169: 105603, 2023 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-37421992

RESUMO

Three previously undescribed steroidal constituents including two sterols (1-2) and one pregnane-type steroidal glycoside (6), along with nineteen known ones (3-5, 7-22), were isolated from the 80% alcohol extraction of Solanum nigrum L. Their structures and the absolute configurations were established by analysis of the extensive spectroscopic data (1H/13 NMR, 1H1H COSY, HSQC, HMBC, and NOESY), and/or by comparisons of the experimental electronic circular dichroism (ECD) spectra with those calculated ones by TDDFT method. Further, a MTT assay was applied to demonstrate that compounds 1-4, 6-12, 18, and 22 exhibited significant cytotoxic activities against SW480 cells, and compounds 1-4, 6-14, and 16-22 showed significant cytotoxic activities against Hep3B cells.


Assuntos
Fitosteróis , Solanum nigrum , Solanum , Solanum nigrum/química , Estrutura Molecular , Esteroides/farmacologia , Esteroides/química , Espectroscopia de Ressonância Magnética , Fitosteróis/farmacologia , Solanum/química
9.
J Vector Borne Dis ; 60(1): 18-31, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-37026216

RESUMO

BACKGROUND & OBJECTIVES: The role of mosquitoes is instrumental in the transmission of various diseases. Mosquitoe-borne diseases account for a significant share of the global burden of total infectious diseases. Vector control is the principal method for the control of these mosquito-borne diseases. Plant-derived insecticides serve as an effective alternative to chemical insecticides. The present study has been undertaken to assess the larvicidal potential of methanol and petroleum ether extracts of leaves of Solanum xanthocarpum, Parthenium hysterophorus, Manihot esculenta, and Chamaecyparis obtusa. METHODS: Larvicidal activity was tested against the early four-stage instar larvae of laboratory-reared susceptible strains of the malaria vector, Anopheles stephensi, dengue fever vector, Aedes aegypti, and the lymphatic filariasis vector, Culex quinquefasciatus at 20 to 120 ppm concentrations. Further, liquid chromatography-mass spectrometry (LC-MS) and gas chromatography-mass spectroscopy (GC-MS) analyses were carried out to identify the bioactive compounds present in the methanolic leaf extracts of Solanum xanthocarpum for designing a larvicidal product in future. RESULTS: After 72 h of exposure high larvicidal activities were observed in methanolic and petroleum ether leaves extract of S. xanthocarpum against An. stephensi, Ae. aegypti and Cx. quinquefasciatus. The larvicidal activities for methanol and petroleum ether leaf extract of S. xanthocarpum with LC50 = 09.201 and 12.435 ppm and LC90 = 21.578 and 27.418 ppm for An. stephensi; LC50 = 11.450 and 10.026 ppm and LC90 = 26.328 and 22.632 ppm for Ae. aegypti and LC50 = 12.962 and 13.325 ppm and LC90 = 26.731 and 30.409 ppm for Cx. quinquefasciatus, respectively, were found to be most effective. GC-MS analysis revealed 43 compounds, amongst these phytol (13.09%), 3-allyl-2-methoxy phenol (9.55%), (9Z, 12Z)-9, 12-octadecadienoyl chloride (7.93%), linoleic acid (5.45%), alpha-tocospiro B (5.08%) and hexadecanoic acid (4.35%) were identified as major compounds. INTERPRETATION & CONCLUSION: Present work showed that leaf extracts of S. xanthocarpum are a source of potential natural candidate that possess several phytochemicals which can be explored further for the development of ecologically safer mosquito control products.


Assuntos
Aedes , Anopheles , Culex , Inseticidas , Extratos Vegetais , Solanum , Animais , Dengue/prevenção & controle , Inseticidas/farmacologia , Inseticidas/química , Larva , Malária/prevenção & controle , Metanol , Mosquitos Vetores , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Folhas de Planta , Solanum/química
10.
J Sep Sci ; 46(13): e2200804, 2023 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-37096863

RESUMO

Solanum nigrum fruit is like a treasure house for anticancer drugs because of its steroidal alkaloids. However, the clinical treatment of cancer mainly uses immature fruits, which can cause a toxic reaction if eaten directly, while mature fruits are eaten as fruit. In order to clarify the reasons for the differences in pharmacodynamics and toxicity between them, we studied the composition and metabolism of steroidal alkaloids in fruits of different maturities based on liquid chromatography-tandem mass spectrometry and molecular networking. As a result, 114 steroidal glycoalkaloids were identified. During fruit ripening, the aglycones of steroidal alkaloids mainly undergo hydroxylation and carboxylation, and the sugar side chains mainly undergo acylation and glycosylation reactions. Furthermore, 219 steroidal alkaloids were identified in a metabolism experiment in rats. Metabolic processes include deglycosylation, redox, sulfuric acid binding, acetyl binding, and glucuronic acid-binding. Steroidal alkaloids in mature fruits have high molecular weight and polarity, which are difficult to absorb, and most of them are excreted through feces and urine, which may be the reason for their poor efficacy. This study lays a foundation for research on the biosynthesis of steroidal alkaloids and provides potential candidates for the discovery of new steroidal alkaloid anticancer drugs.


Assuntos
Alcaloides , Solanum nigrum , Solanum , Ratos , Animais , Solanum nigrum/química , Frutas/química , Espectrometria de Massas em Tandem , Alcaloides/análise , Esteroides/química , Cromatografia Líquida , Solanum/química
11.
Nat Prod Res ; 37(24): 4239-4243, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-36794855

RESUMO

Solanum lyratum Thunb is a traditional Chinese medicinal with a significant clinical outcome for tumor treatment; however, chemicals or fractions separated from the herb did not exhibit strong and comparable efficacy. To investigate the potential synergy or antagonism among chemicals in the extract, we obtained the compounds solavetivone (SO), tigogenin (TI) and friedelin (FR) from the herb. The anti-tumor effects of these three monomer compounds alone or in combination with the anti-inflammatory compound DRG were also tested in this study. SO, FR and TI used alone did not inhibit the proliferation of A549 and HepG2 cells, but the combination of the three achieved 40% inhibition. In vitro anti-inflammatory analysis showed that DRG had a stronger anti-inflammatory effect than TS at the same concentration, and the combination of DRG with SO, FR or TI inhibited the anti-tumor effect of DRG. This is the first study that documented the synergistic and antagonistic interactions between different compounds in a single herb.


Assuntos
Medicina Tradicional Chinesa , Solanum , Humanos , Solanum/química , Células Hep G2 , Anti-Inflamatórios/farmacologia
12.
Molecules ; 28(4)2023 Feb 14.
Artigo em Inglês | MEDLINE | ID: mdl-36838788

RESUMO

Physiological and metabolic profiles in tamarillo were investigated to reveal the molecular changes during fruit maturation. The firmness, ethylene production, soluble sugar contents, and metabolomic analysis were determined in tamarillo fruit at different maturity stages. The firmness of tamarillo fruit gradually decreased during fruit ripening with increasing fructose and glucose accumulation. The rapid increase in ethylene production was found in mature fruit. Based on the untargeted metabolomic analysis, we found that amino acids, phospholipids, monosaccharides, and vitamin-related metabolites were identified as being changed during ripening. The contents of malic acid and citric acid were significantly decreased in mature fruits. Metabolites involved in phenylpropanoid biosynthesis, phenylalanine metabolism, caffeine metabolism, monoterpenoid biosynthesis, and thiamine metabolism pathways showed high abundance in mature fruits. However, we also found that most of the mature-enhanced metabolites showed reduced abundance in over-mature fruits. These results reveal the molecular profiles during tamarillo fruit maturing and suggest tamarillos have potential benefits with high nutrition and health function.


Assuntos
Solanum , Solanum/química , Frutas/química , Etilenos/metabolismo , Metabolômica
13.
Phytochemistry ; 209: 113623, 2023 May.
Artigo em Inglês | MEDLINE | ID: mdl-36842735

RESUMO

The n-BuOH extract from the herb of Solanum lyratum Thunb. (Solanaceae) was purified by various chromatographic methods, which led to the isolation of seven undescribed alkaloids ((-)-(7'S)-N-feruloyltyramine A, (+)-(7'R)-N-feruloyltyramine A, (+)-(7'S)-N-solanamide A, (-)-(7'R)-N-solanamide A, 7'S-perillascens, solanpyrrole A, and (Z)-asmurratetra A) and 13 known alkaloids, including four pairs of enantiomers. Extensive spectroscopic data and electronic circular dichroism (ECD) calculations were applied to determine the structures of the undescribed compounds. In in vitro biological activity assays, (-)-(7'S)-N-feruloyltyramine A and (+)-(7'R)-N-feruloyltyramine A exhibited pronounced neuroprotective effects against SH-SY5Y cell damage with survival rates of 75.98% and 76.61%, respectively, at 50 µM. Additionally, (-)-(7'S)-N-feruloyltyramine A and N-cis-feruloyl-3'-methoxy-tyramine displayed acetylcholinesterase (AChE) inhibitory effects with IC50 values of 7.41 ± 1.76 µM and 9.21 ± 0.89 µM, respectively. Molecular docking simulations revealed that (-)-(7'S)-N-feruloyltyramine A had a binding site for AChE. These findings reveal the structural diversity of the bioactive compounds in S. lyratum and provides insights into the use of this information for the production of functional components in the pharmaceutical industry.


Assuntos
Alcaloides , Neuroblastoma , Solanum , Humanos , Solanum/química , Acetilcolinesterase , Simulação de Acoplamento Molecular , Alcaloides/farmacologia , Estrutura Molecular
14.
J Pharm Pharmacol ; 75(3): 328-362, 2023 Mar 12.
Artigo em Inglês | MEDLINE | ID: mdl-36632823

RESUMO

OBJECTIVES: Solanum lyratum Thunb (SLT) is a perennial plant of the Solanaceae family, and is extensively used in the clinical practice of traditional Chinese medicine. Malaria, oedema, gonorrhoea, cancer, wind and fever, jaundiced hepatitis, cholecystitis and rheumatoid arthritis are among the diseases that it is used to treat. To offer a foundation for further development and usage of SLT, the pieces of literature about the chemical composition and pharmacological action of SLT were reviewed and analysed. KEY FINDINGS: The chemical constituents of SLT mainly included steroids, alkaloids, flavonoids, terpenoids, anthraquinones, phenylpropanoids and others. Pharmacological action mainly contains anti-tumour, antibacterial, anti-inflammatory, anti-oxidation and other pharmacological actions, among them, the anti-tumour effect is particularly outstanding. SUMMARY: At present, studies on the pharmacological effects of SLT mainly focus on alkaloids and steroidal saponins. In the follow-up studies, studies on the pharmacological activities of other chemical components in SLT, such as flavonoids and terpenoids, should be strengthened. It has the potential to pave the way for more research and development of novel SLT medicines.


Assuntos
Medicamentos de Ervas Chinesas , Neoplasias , Solanum , Humanos , Solanum/química , Extratos Vegetais/farmacologia , Medicamentos de Ervas Chinesas/farmacologia , Neoplasias/tratamento farmacológico , Flavonoides/uso terapêutico , Terpenos/uso terapêutico
15.
Chem Biol Drug Des ; 101(3): 469-478, 2023 03.
Artigo em Inglês | MEDLINE | ID: mdl-34453485

RESUMO

Plant extracts and their bioactive compounds are considered as the promising options for green synthesis of nanoparticles instead expensive and hazardous materials. Here, Solanum xanthocarpum fruit was used for synthesis of silver nanoparticles (AgNP). The synthesized AgNPs were characterized by using chromatographic and spectroscopic analytical methods. AgNPs were confirmed by UV-visible absorbance at 420-470 nm. TEM analysis showed AgNP with 22.45 nm average size. X-ray diffraction studies revealed the crystalline and face central cubic nature of AgNPs. FTIR analysis revealed functional group present over AgNPs. The aminodiphenyl acetic acid, clomipramine, and fonisopril from fruit extracts were found to be major capping agents on AgNPs as a result of analysis by HRLC-MS. All clinical isolates showed resistance for ampicilline, amoxyclav, niladixic acid, and sulphafurazole, suggesting multidrug resistance. The results showed that all isolates were sensitive to AgNPs synthesized fruit extracts. On the contrary, all isolates were resistant to whole S. xanthocarpum fruit extracts alone. The antimicrobial activity of AgNP was explored against multidrug-resistant (MDR) Gram-negative clinical isolates including Escherichia coli, Shigella spp., Aeronomonas spp. and Pseudomonas spp. MIC values ranged between 1.25 mg/ml and 2.5 mg/ml at 8 McFarland's standards. Minimum bactericidal concentration was found to be in between 2.5 mg/ml to 5 mg/ml. Nanoparticles synthesized from fruit extract of S. xanthocarpum containing aminodiphenyl acetic acid, clomipramine, and fonisopril metabolites exhibit promising antimicrobial activity against MDR Gram-negative clinical isolates.


Assuntos
Nanopartículas Metálicas , Solanum , Antibacterianos/química , Solanum/química , Prata/farmacologia , Prata/química , Nanopartículas Metálicas/química , Clomipramina , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Testes de Sensibilidade Microbiana , Espectroscopia de Infravermelho com Transformada de Fourier
16.
J Asian Nat Prod Res ; 25(2): 118-124, 2023 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-35446733

RESUMO

Two new phenylpropanoids, 4-O-(1''-O-cis-caffeoyl)-ß-glucopyran osyl-1-allyl-3-methoxy-benzene (1), 4'-O-(1''-O-cis-caffeoyl)-ß-glucopyranosyl-hydroxymegastigm-4-en-3-one (2), together with nine known compounds were obtained from the leaves of Solanum capsicoides. Their structures were elucidated based on spectroscopic methods, and comparing spectral data with those in literature. Meanwhile, their anti-inflammatory activities were evaluated on (LPS)-induced RAW 246.7 cells, and 1, 9, and 10 showed better inhibitory effects with IC50 values of 17.19 ± 1.12, 18.15 ± 0.47, and 19.8 ± 0.95 µM, respectively.


Assuntos
Solanum , Solanum/química , Estrutura Molecular , Anti-Inflamatórios/farmacologia , Anti-Inflamatórios/química
17.
PLoS One ; 17(10): e0274920, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-36282832

RESUMO

In addition to directly inducing physical and chemical defenses, herbivory experienced by plants in one generation can influence the expression of defensive traits in offspring. Plant defense phenotypes can be compromised by inbreeding, and there is some evidence that such adverse effects can extend to the transgenerational expression of induced resistance. We explored how the inbreeding status of maternal Solanum carolinense plants influenced the transgenerational effects of herbivory on the defensive traits and herbivore resistance of offspring. Manduca sexta caterpillars were used to damage inbred and outbred S. carolinense maternal plants and cross pollinations were performed to produced seeds from herbivore-damaged and undamaged, inbred and outbred maternal plants. Seeds were grown in the greenhouse to assess offspring defense-related traits (i.e., leaf trichomes, internode spines, volatile organic compounds) and resistance to herbivores. We found that feeding by M. sexta caterpillars on maternal plants had a positive influence on trichome and spine production in offspring and that caterpillar development on offspring of herbivore-damaged maternal plants was delayed relative to that on offspring of undamaged plants. Offspring of inbred maternal plants had reduced spine production, compared to those of outbred maternal plants, and caterpillars performed better on the offspring of inbred plants. Both herbivory and inbreeding in the maternal generation altered volatile emissions of offspring. In general, maternal plant inbreeding dampened transgenerational effects of herbivory on offspring defensive traits and herbivore resistance. Taken together, this study demonstrates that inducible defenses in S. carolinense can persist across generations and that inbreeding compromises transgenerational resistance in S. carolinense.


Assuntos
Solanum , Compostos Orgânicos Voláteis , Solanum/química , Herbivoria , Endogamia , Compostos Orgânicos Voláteis/metabolismo , Folhas de Planta , Fenótipo , Plantas
18.
Molecules ; 27(18)2022 Sep 16.
Artigo em Inglês | MEDLINE | ID: mdl-36144793

RESUMO

Eight new inositol derivatives, solsurinositols A-H (1-8), were isolated from the 70% EtOH extract of the leaves of Solanum capsicoides Allioni. Careful isolation by silica gel column chromatography followed by preparative high-performance liquid chromatography (HPLC) allowed us to obtain analytically pure compounds 1-8. They shared the same relative stereochemistry on the ring but have different acyl groups attached to various hydroxyl groups. This was the first time that inositol derivatives have been isolated from this plant. The chemical structures of compounds 1-8 were characterized by extensive 1D nuclear magnetic resonance (NMR) and 2D NMR and mass analyses. Meanwhile, the in vitro anti-inflammatory activity of all compounds was determined using lipopolysaccharide (LPS)-induced BV2 microglia, and among the isolates, compounds 5 (IC50 = 11.21 ± 0.14 µM) and 7 (IC50 = 14.5 ± 1.22 µM) were shown to have potential anti-inflammatory activity.


Assuntos
Solanum , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Inositol/química , Inositol/farmacologia , Lipopolissacarídeos/farmacologia , Extratos Vegetais/farmacologia , Folhas de Planta , Sílica Gel , Solanum/química
19.
Appl Microbiol Biotechnol ; 106(19-20): 6455-6469, 2022 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-36069926

RESUMO

Solanum viarum serves as a raw material for the steroidal drug industry due to its alkaloid and glycoalkaloid content. Elicitation is well-known for measuring the increase in the yield of bioactive compounds in in vitro cultures. The current study was performed for the accumulation of metabolites viz. solasodine, solanidine, and α-solanine in S. viarum culture using microbial-based elicitors added in 1%, 3%, 5%, and 7% on 25th and 35th day of culture period and harvested on 45th and 50th days of culture cycle. The treatment of 3% Trichoderma reesei and Bacillus tequilensis culture filtrate (CF) significantly increased biomass, alkaloids/glycoalkaloid content, and yield in S. viarum. T. reesei was found to be the best treatment for enhanced growth (GI = 11.65) and glycoalkaloid yield (2.54 mg DW plant-1) after the 50th day of the culture cycle when added on the 25th day. The abundance of gene transcripts involved in the biosynthesis of alkaloids/glycoalkaloids, revealed by quantitative real-time PCR expression analysis correlates with the accumulation of their respective metabolites in elicited plants. Biochemical analysis shows that elicited plants inhibited oxidative damage caused by reactive oxygen species by activating enzymes (superoxide dismutase and ascorbate peroxidase) as well as non-enzymatic antioxidant mechanisms (alkaloids, total phenols, total flavonoids, carotenoids, and proline). The findings of this study clearly demonstrate that the application of T. reesei and B. tequilensis CF at a specific dose and time significantly improve biomass as well as upregulates the metabolite biosynthetic pathway in an important medicinal plant- S. viarum. KEY POINTS: • Biotic elicitors stimulated the alkaloids/glycoalkaloid content in S. viarum plant cultures. • T. reesei was found to be most efficient for enhancing the growth and alkaloids content. • Elicited plants activate ROS based-defense mechanism to overcome oxidative damage.


Assuntos
Alcaloides , Solanum , Alcaloides/química , Antioxidantes , Ascorbato Peroxidases , Carotenoides , Flavonoides , Fenóis , Prolina , Espécies Reativas de Oxigênio , Solanum/química , Solanum/genética , Superóxido Dismutase
20.
Zhongguo Zhong Yao Za Zhi ; 47(18): 4966-4971, 2022 Sep.
Artigo em Chinês | MEDLINE | ID: mdl-36164906

RESUMO

Two previously undescribed steroidal alkaloids, compounds 1-2, along with two known ones(3-4), were isolated from the 80% ethanol extract of ripe berries of Solanum nigrum by chromatographic methods, including silica gel, ODS, and HPLC. Based on spectroscopic and chemical evidence, including IR, NMR, and HR-ESI-MS data, the structures of the isolated compounds were identified as 12ß,27-dihydroxy solasodine-3-O-ß-D-glucopyranoside(1), 27-hydroxy solasodine-3-O-ß-D-glucopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→4)]-ß-D-glucopyranoside(2), solalyraine A(3), and 12ß,27-dihydroxy solasodine(4). Compounds 1-2 were tested for their potential effects against the proliferation of A549 cells, which revealed that compounds 1-2 had weak cytotoxic activity.


Assuntos
Alcaloides , Saponinas , Solanum nigrum , Solanum , Alcaloides/análise , Etanol , Frutas/química , Estrutura Molecular , Extratos Vegetais/química , Saponinas/análise , Sílica Gel/análise , Solanum/química , Solanum nigrum/química , Esteroides/farmacologia
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