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Journal articles on the topic 'Limonoids'

Author: Grafiati

Published: 4 June 2021

Last updated: 26 July 2025

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1

Minamisawa, Mayumi, Takuma Suzumura, Sudeep Bose, et al. "Effect of Yuzu (Citrus junos) Seed Limonoids and Spermine on Intestinal Microbiota and Hypothalamic Tissue in the Sandhoff Disease Mouse Model." Medical Sciences 9, no. 1 (2021): 17. http://dx.doi.org/10.3390/medsci9010017.

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The effect of limonoids and spermine (Spm) extracted from yuzu (Citrus junos) seeds on the gut and the brain in a mouse model with Sandhoff disease (SD) was investigated. Wild-type and SD mice were fed a normal diet, or a diet supplemented with limonoid, Spm, or limonoid + Spm for 14–18 weeks, and then 16S rRNA gene amplicon sequencing with extracted DNA from their feces was executed. For SD control mice, intestinal microbiota was mostly composed of Lactobacillus and linked to dysbiosis. For SD and wild-type mice fed with limonoids + Spm or limonoids alone, intestinal microbiota was rich in mu

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2

Laphookhieo, Surat, Wisanu Maneerat, Sorwaporn Koysomboon, Rattana Kiattansakul, Kan Chantrapromma, and John Keith Syers. "A novel limonoid from the seeds of Chisocheton siamensis." Canadian Journal of Chemistry 86, no. 3 (2008): 205–8. http://dx.doi.org/10.1139/v07-155.

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Analysis of an acetone/hexane (1:1) extract of the seeds of Chisocheton siamensis led to the isolation of a novel limonoid, chisosiamensin (1), along with five known limonoids, dysobinin (2), azadiradione (3), mohinin (4), epoxyazadiradione (5), and 6α-acetoxyepoxyazadiradione (6). Their structures were characterized by spectroscopic methods, including UV, IR, NMR, and MS. All isolated limonoids were reported for the first time as secondary metabolites of C. siamensis.Key words: Chisocheton siamensis, Meliaceae, chisosiamensin, limonoids.

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3

Hodgson, Hannah, Ricardo De La Peña, Michael J. Stephenson, et al. "Identification of key enzymes responsible for protolimonoid biosynthesis in plants: Opening the door to azadirachtin production." Proceedings of the National Academy of Sciences 116, no. 34 (2019): 17096–104. http://dx.doi.org/10.1073/pnas.1906083116.

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Limonoids are natural products made by plants belonging to the Meliaceae (Mahogany) and Rutaceae (Citrus) families. They are well known for their insecticidal activity, contribution to bitterness in citrus fruits, and potential pharmaceutical properties. The best known limonoid insecticide is azadirachtin, produced by the neem tree (Azadirachta indica). Despite intensive investigation of limonoids over the last half century, the route of limonoid biosynthesis remains unknown. Limonoids are classified as tetranortriterpenes because the prototypical 26-carbon limonoid scaffold is postulated to b

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4

Liu, Shengyu, Linping Hu, Dong Jiang, and Wanpeng Xi. "Effect of Post-Harvest LED and UV Light Irradiation on the Accumulation of Flavonoids and Limonoids in the Segments of Newhall Navel Oranges (Citrus sinensis Osbeck)." Molecules 24, no. 9 (2019): 1755. http://dx.doi.org/10.3390/molecules24091755.

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To investigate the effect of post-harvest light irradiation on the accumulation of flavonoids and limonoids, harvested Newhall navel oranges were continuously exposed to light-emitting diode (LED) and ultraviolet (UV) light irradiation for 6 days, and the composition and content of flavonoids and limonoids in the segments were determined using UPLC-qTOF-MS at 0, 6, and 15 days after harvest. In total, six polymethoxylated flavonoids (PMFs), five flavone-O/C-glycosides, seven flavanone-O-glycosides, and three limonoids were identified in the segments. The accumulation of these components was al

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5

Amuti, Saidanxia, Yohei Saito, Shuichi Fukuyoshi, et al. "Unusual Vilasinin-Class Limonoids from Trichilia rubescens." Molecules 29, no. 3 (2024): 651. http://dx.doi.org/10.3390/molecules29030651.

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Eight vilasinin-class limonoids, including the unusually chlorinated rubescins K–M (1–3), the 2,3-epoxylated rubescin N (4), and rubescins O–R (5–8), were newly isolated from Trichilia rubescens. The structures of the isolated compounds were determined through spectroscopic and spectrometric analyses, as well as ECD calculations. The natural occurrence of chlorinated limonoids 1–3 was confirmed by chemical methods and HPLC analysis of a roughly fractionated portion of the plant extract. Eight selected limonoids, including previously known and new compounds, were evaluated for antiproliferative

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6

De La Peña, Ricardo, Hannah Hodgson, Jack Chun-Ting Liu, et al. "Complex scaffold remodeling in plant triterpene biosynthesis." Science 379, no. 6630 (2023): 361–68. http://dx.doi.org/10.1126/science.adf1017.

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Triterpenes with complex scaffold modifications are widespread in the plant kingdom. Limonoids are an exemplary family that are responsible for the bitter taste in citrus (e.g., limonin) and the active constituents of neem oil, a widely used bioinsecticide (e.g., azadirachtin). Despite the commercial value of limonoids, a complete biosynthetic route has not been described. We report the discovery of 22 enzymes, including a pair of neofunctionalized sterol isomerases, that catalyze 12 distinct reactions in the total biosynthesis of kihadalactone A and azadirone, products that bear the signature

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7

Fu, Shaomin, and Bo Liu. "Recent progress in the synthesis of limonoids and limonoid-like natural products." Organic Chemistry Frontiers 7, no. 14 (2020): 1903–47. http://dx.doi.org/10.1039/d0qo00203h.

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Recent progress in syntheses of limonoids and limonoid-like natural products is reviewed. The current “state-of-art” advance on novel synthetic strategy are summarized and future outlook will be presented.

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8

Jogia, Madhu K., and Raymond J. Andersen. "Limonoids from the Fijian medicinal plant Dysoxylumrichii." Canadian Journal of Chemistry 67, no. 2 (1989): 257–60. http://dx.doi.org/10.1139/v89-042.

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Three new limonoids have been isolated from the Fijian medicinal plant Dysoxylumrichii. Dried D. richii leaves collected at Suva yielded the known limonoid dysoxylin (1) as well as the previously unreported dysoxylone (2). A Taveuni collection of leaves contained the two new metabolites tigloyldysoxylin (3) and 6α-acetoxyobacunol acetate (4). The structures of all three new compounds were determined by spectroscopic analysis. Keywords: Dysoxylumrichii, limonoid, dysoxylone, tigloyldysoxylin, 6α-acetoxyobacunol acetate.

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9

Dandekar, Deepak V., Guddadarangavvanahally K. Jayaprakasha, and Bhimanagouda S. Patil. "Simultaneous Extraction of Bioactive Limonoid Aglycones and Glucoside from Citrus aurantium L. Using Hydrotropy." Zeitschrift für Naturforschung C 63, no. 3-4 (2008): 176–80. http://dx.doi.org/10.1515/znc-2008-3-403.

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Citrus limonoids were demonstrated to possess potential biological activities in reducing the risk of certain diseases. Limonoids are present in citrus fruits in the form of aglycones and glucosides. At present, limonoid aglycones and limonoid glucosides are extracted in multiple steps using different solvents. In order to understand their potential bioactivity, it may be beneficial to isolate and purify these compounds using environment friendly methods. A new method of extraction and purification of limonoids was established using a hydrotrope polystyrene adsorbent resin. Extraction of aglyc

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10

Oliveira, Iara dos Santos da Silva, Carla Junqueira Moragas Tellis, Maria do Socorro dos Santos Chagas, et al. "Carapa guianensis Aublet (Andiroba) Seed Oil: Chemical Composition and Antileishmanial Activity of Limonoid-Rich Fractions." BioMed Research International 2018 (September 6, 2018): 1–10. http://dx.doi.org/10.1155/2018/5032816.

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Leishmaniasis is a complex of diseases caused by protozoa of the genus Leishmania and affects millions of people around the world. Several species of plants are used by traditional communities for the treatment of this disease, among which is Carapa guianensis Aubl. (Meliaceae), popularly known as andiroba. The objective of the present work was to conduct a chemical study of C. guianensis seed oil and its limonoid-rich fractions, with the aim of identifying its secondary metabolites, particularly the limonoids, in addition to investigating its anti-Leishmania potential. The chemical analyses o

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11

Barbora Júnior, Raimundo Nonato da Silva, André Silva dos Reis, Eloisa Helena de Aguir Andrade, José Rogério de Araújo Silva, and Alberdan Silva Santos. "Systematic Selection of Limonoids from Carapa Guianesis Aublet with Anti-Inflammatory Activity, Through in Silico Techniques for Topical Use." Revista de Gestão Social e Ambiental 18, no. 11 (2024): e09685. http://dx.doi.org/10.24857/rgsa.v18n11-230.

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Objective: The aim of this study is to investigate in silico the inhibitory activity of limonoids on the COX-1 enzyme and their liposolubility descriptors for topical actions against inflammation. Theoretical Framework: Andiroba oil has limonoids with anti-inflammatory potential, highlighting their potential for sustainable bioeconomy due to their classification as non-steroidal. In this context, nine limonoid structures were studied in silico via molecular docking to the COX-1 enzyme. Method: The 2D chemical structures of the limonoids were prepared using the MarvinSketch program, converted i

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Rudiyansyah, Eka Pebri Malinda, Andi Hairil Alimuddin, Ajuk Sapar, and Yuliati indrayani. "Antifeedant Activity of Limonoids from the Seeds of Lansium domesticum Corr. Against Subterranean Termite Coptotermes curvignathus." Journal of Tropical Biodiversity and Biotechnology 10, no. 1 (2025): jtbb11823. https://doi.org/10.22146/jtbb.11823.

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Lansium domesticum is one of Meliaceae plants produces limonoids with various biological activities, except for anti termites. Seven limonoids, dukunolides A-D (DA-DD), F (DF), and langsatides A-B (LA and LB), each previously isolated from the seeds of L. domesticum and prepared at 5 %, together with methanol root extract (MRE) 5 % were evaluated for insecticidal activity against Coptotermes curvignathus. Fifty workers and five soldiers of C. curvignathus were tested in a No-Choice Test to determine which limonoid was the most active. Dukunolides A-D, F, langsatides A-B, and MRE showed weaker

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13

Nagatomo, Akifumi, Kiyofumi Ninomiya, Shinsuke Marumoto, et al. "A Gedunin-Type Limonoid, 7-Deacetoxy-7-oxogedunin, from Andiroba (Carapa guianensis Aublet) Reduced Intracellular Triglyceride Content and Enhanced Autophagy in HepG2 Cells." International Journal of Molecular Sciences 23, no. 21 (2022): 13141. http://dx.doi.org/10.3390/ijms232113141.

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The seed oil of Carapa guianensis Aublet (Andiroba) has been used in folk medicine for its insect-repelling, anti-inflammatory, and anti-malarial activities. This study aimed to examine the triglyceride (TG) reducing effects of C. guianensis-derived limonoids or other commercially available limonoids in human hepatoblastoma HepG2 cells and evaluate the expression of lipid metabolism or autophagy-related proteins by treatment with 7-deacetoxy-7-oxogedunin (DAOG; 1), a principal limonoid of C. guianensis. The gedunin-type limonoids, such as DAOG (% of control at 20 μM: 70.9 ± 0.9%), gedunin (2,

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14

Vergoten, Gérard, and Christian Bailly. "Insights into the Mechanism of Action of the Degraded Limonoid Prieurianin." International Journal of Molecular Sciences 25, no. 7 (2024): 3597. http://dx.doi.org/10.3390/ijms25073597.

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Limonoids are extremely diversified in plants, with many categories of products bearing an intact, rearranged or fragmented oxygenated scaffold. A specific subgroup of fragmented or degraded limonoids derives from the tetranortriterpenoid prieurianin, initially isolated from the tree Trichilia prieuriana but also found in other plants of the Meliaceae family, including the more abundant species Aphanamixis polystachya. Prieurianin-type limonoids include about seventy compounds, among which are dregeanin and rohitukin. Prieurianin and analogs exhibit insecticidal, antimicrobial, antiadipogenic

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15

Katja, Dewa Gede, Intan Rahmayanti, Nurlelasari Nurlelasari, et al. "Limonoid Extracted from Chisocheton macrophyllus Seeds and Their Cytotoxic Activity against MCF-7 Breast Cancer Cell Lines." Trends in Sciences 22, no. 3 (2025): 9173. https://doi.org/10.48048/tis.2025.9173.

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Meliaceae family consists of various plants that have been used as a source of medicinal plants and limonoid compounds. Limonoid is a compound group of terpenoid which has many bioactivities. One of the species from Meliaceae which produced limonoids is Chisocheton macrophyllus. The n-hexane fraction of the C. macrophyllus seed afforded 3 limonoids, namely 7-deacetylepoxyazadiradione (1), 6α-acetoxydeoxygedunin (2) and 6α-acetoxygedunin (3). Data from a variety of spectroscopic techniques, including as mass spectroscopy, FTIR, 1- and 2-dimensional NMR, were used to identify the secondary metab

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16

Tambunan, Ghina Uli Felicia, Nurlelasari Nurlelasari, and Shabarni Gaffar. "Senyawa Golongan Limonoid dari Tanaman Genus Chisocheton dan Aktivitas Antikankernya." ALCHEMY Jurnal Penelitian Kimia 17, no. 1 (2021): 10. http://dx.doi.org/10.20961/alchemy.17.1.41279.10-26.

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<p>Indonesia merupakan negara yang kaya akan keanekaragaman hayati. Terdapat banyak tanaman yang mengandung senyawa metabolit sekunder yang memiliki aktivitas biologi sehingga berpotensi untuk digunakan sebagai obat, salah satunya adalah genus <em>Chisocheton</em>. Tanaman genus <em>Chisocheton </em>sudah banyak dilaporkan mengandung senyawa triterpenoid, seskuiterpenoid, limonoid, steroid, dan fenol. Limonoid merupakan turunan triterpenoid yang paling banyak ditemukan pada tanaman genus <em>Chisocheton</em>. Lebih dari tiga puluh senyawa golongan limo

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17

Rind, Nadir Ali, Khalid Hussain Rind, Muhammad Umar Dahot, et al. "Production of Limonoids Through Callus and Cell Suspension Cultures of Chinaberry (Melia Azedarach L.)." Bangladesh Journal of Botany 50, no. 2 (2021): 301–9. http://dx.doi.org/10.3329/bjb.v50i2.54086.

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To study the in vitro production of limonoid contents through callus and cell suspension cultures of chinaberry (Melia azedarach L.) in different explants were inoculated in Murashige and Skoog (MS) medium for the callus induction with various plant growth regulators (PGRs) separately as well as in combinations. The highest callus induction (73.3%) was observed in nodular stem sections and further callus was subcultured for multiplication and finally transferred to cell suspension medium. The optimized parameters for the production of total limonoids were adjusted and UV-visible spectrophotome

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18

Cao, Fan, Jing Chen, Zheng-Tao Lin, et al. "Chemical Constituents from the Fruit of Melia azedarach and Their Anti-Inflammatory Activity." Antioxidants 13, no. 11 (2024): 1338. http://dx.doi.org/10.3390/antiox13111338.

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Phytochemical investigations of Melia azedarach fruits have led to the isolation of a novel tirucallane triterpenoid (1), four new limonoids (2–5), and four known limonoids (6–9). Their structures were clarified by comprehensive spectroscopic and spectrometric analyses. The anti-inflammatory activities of isolated compounds were assessed in vitro. Compound 2 exhibited the most potent anti-inflammatory effect, with an IC50 value of 22.04 μM. Additionally, compound 2 attenuated LPS-induced reactive oxygen species (ROS) production and reduced the levels of inflammatory mediators IL-6 and TNF-α. A

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19

Lin, Meihong, Xiaoyang Bi, Lijuan Zhou, and Jiguang Huang. "Insecticidal Triterpenes in Meliaceae: Plant Species, Molecules, and Activities: Part II (Cipadessa, Melia)." International Journal of Molecular Sciences 23, no. 10 (2022): 5329. http://dx.doi.org/10.3390/ijms23105329.

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Plant-originated triterpenes are important insecticidal molecules. Research on the insecticidal activity of molecules from Meliaceae plants has always been a hotspot due to the molecules from this family showing a variety of insecticidal activities with diverse mechanisms of action. In this paper, we discussed 116 triterpenoid molecules with insecticidal activity from 22 plant species of five genera (Cipadessa, Entandrophragma, Guarea, Khaya, and Melia) in Meliaceae. In these genera, the insecticidal activities of plants from Entandrophragma and Melia have attracted substantial research attent

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Limachi, Ivan, Mariela Gonzalez-Ramirez, Sophie Manner, et al. "Trichilianones A-D, Novel Cyclopropane-Type Limonoids from Trichilia adolfi." Molecules 26, no. 4 (2021): 1019. http://dx.doi.org/10.3390/molecules26041019.

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The fractionation of an ethanol extract of the bark of Trichilia adolfi yielded four novel limonoids (trichilinones A-D, 1–4), with five fused rings and related to the hortiolide-type limonoids. Starting with an ε-lactone, which is α,β-unsaturated in trichilinones A and D (1 and 4), attached to a tetrahydrofuran ring that is connected to an unusual bicyclo [5.1.0] hexane system, joined with a cyclopentanone with a 3-furanyl substituent [(2-oxo)-furan-(5H)-3-yl in trichilinone D (4)], the four compounds isolated display a new 7/5/3/5/5 limonoid ring system. Their structures were established bas

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21

Zhang, Yuanyuan, and Hui Xu. "Recent progress in the chemistry and biology of limonoids." RSC Advances 7, no. 56 (2017): 35191–220. http://dx.doi.org/10.1039/c7ra04715k.

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22

Narender, Tadigoppula, Tanvir Khaliq, Shweta, Kancharla P. Reddy, and Ravi K. Sharma. "Occurrence, Biosynthesis, Biological activity and NMR Spectroscopy of D and B, D Ring Seco-limonoids of Meliaceae Family." Natural Product Communications 2, no. 2 (2007): 1934578X0700200. http://dx.doi.org/10.1177/1934578x0700200219.

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Limonoids are modified tetranortriterpenoids, classified on the basis of which of the four rings (A, B, C and D) in the intact triterpene nucleus have been oxidized. The order Rutales produces a variety of seco-limonoids, such as A, B, C, D, AB, AD, and BD-ring seco-limonoids. The Meliaceae family, belonging to the order Rutales, has yielded several D-ring and B, D-ring seco-limonoids This review describes the occurrence, biosynthesis, biological activity and NMR spectroscopy of D ring seco-limonoids, such as gedunin derivatives and B, D-ring seco-limonoids, such as methyl angolensates, xylocc

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23

Poulose*, Shibu M., Jennifer S. Brodbelt, Leonard M. Pike, and Bhimanagouda S. Patil. "Chromatographic Techniques to Purify Individual Limonoids from Seeds and Molasses of Citrus Fruits." HortScience 39, no. 4 (2004): 752D—752. http://dx.doi.org/10.21273/hortsci.39.4.752d.

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Limonoids, chemically related triterpinoids predominantly found in citrus and neem relatives, are known to play a pivotal role in the prevention of different types of cancer and cardiovascular diseases. Since the concentrations of these compounds are low in the plant tissues, the isolation of pure compounds is the limiting factor for the individual activity studies in animal models. In this study, combinations of chromatographic techniques were used to isolate limonoid aglycones and limonoid glucosides from citrus byproducts such as seeds and molasses. The compounds were initially extracted wi

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Harizon, Harizon, and Febbry Romundza. "ISOLATION OF LIMONOIDS FROM CLAUSENA EXCAVATA BURM.F AND THEIR ANTIBACTERIAL ACTIVITY AGAINST Enterococcus faecalis." Jurnal Ilmiah Ilmu Terapan Universitas Jambi 9, no. 1 (2025): 216–26. https://doi.org/10.22437/jiituj.v9i1.38597.

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This study aims to isolate and characterize limonoid compounds from Clausena excavata Burm.F and evaluate their antibacterial potential against Enterococcus faecalis, a pathogen associated with antibiotic resistance in healthcare settings. Plant samples were collected from natural habitats in Southeast Asia and identified by botanists for authenticity. The leaves, stems, and fruits were dried, ground into fine powder, and subjected to ethanol/methanol maceration, followed by liquid-liquid fractionation. Column chromatography and Thin Layer Chromatography (TLC) were used for initial compound se

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Tsamo, Armelle Tontsa, Julio Issah Mawouma Pagna, Pamela Kemda Nangmo, Pierre Mkounga, Hartmut Laatsch, and Augustin Ephrem Nkengfack. "Rubescins F–H, new vilasinin-type limonoids from the leaves of Trichilia rubescens (Meliaceae)." Zeitschrift für Naturforschung C 74, no. 7-8 (2019): 175–82. http://dx.doi.org/10.1515/znc-2018-0187.

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Abstract Three new limonoids, designated as rubescins F (1), G (2), and H (3), together with two known compounds of this type, TS1 (4) and trichirubine A (5), were isolated from methylene chloride/methanol extracts of Trichilia rubescens leaves. The structures of these compounds were elucidated based on 1D and 2D nuclear magnetic resonance (NMR) analysis and complemented by electrospray ionization high-resolution mass spectrometry results and by comparison to data of related compounds described in the literature and ab initio calculations. Rubescin F (1) is the first limonoid from Trichilia sp

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Hilmayanti, Erina, Xuhao Huang, Supriatno Salam, et al. "In Vitro Anti-Inflammatory Study of Limonoids Isolated from Chisocheton Plants." Current Issues in Molecular Biology 46, no. 1 (2024): 909–22. http://dx.doi.org/10.3390/cimb46010058.

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Chisocheton plants from the family Meliaceae have traditionally been used to treat several diseases; however, scientific evidence is limited. The most abundant chemical constituents of this plant are the limonoids, which are known for their various biological activities, including anti-inflammatory effects. However, the anti-inflammatory effects and underlying mechanisms of action of the constituents of Chisocheton plants have not been fully explored. In this report, we evaluated the anti-inflammatory activity of 17 limonoid compounds from Chisocheton plant primarily by measuring their inhibit

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Nadi, Roya, Behrouz Golein, Aurelio Gómez-Cadenas, and Vicent Arbona. "Developmental Stage- and Genotype-Dependent Regulation of Specialized Metabolite Accumulation in Fruit Tissues of Different Citrus Varieties." International Journal of Molecular Sciences 20, no. 5 (2019): 1245. http://dx.doi.org/10.3390/ijms20051245.

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Flavor traits in citrus are the result of a blend of low molecular weight metabolites including sugars, acids, flavonoids and limonoids, these latter being mainly responsible for the characteristic bitter flavor in citrus. In this work, the genotype- and developmental stage-dependent accumulation of flavonoids and limonoids is addressed. To fulfill this goal, three models for citrus bitterness: bitter Duncan grapefruit, bittersweet Thomson orange and sweet Wase mandarin were selected from a total of eight different varieties. Compounds were annotated from LC/ESI-QqTOF-MS non-targeted metabolit

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AYANO, Shigeru, Yoshihiko OZAKI, Nobuya INABA, et al. "Extraction of Limonoids and Limonoid Glucosides with Supercritical Carbon Dioxide." NIPPON SHOKUHIN KOGYO GAKKAISHI 39, no. 8 (1992): 684–89. http://dx.doi.org/10.3136/nskkk1962.39.684.

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Hamdan, Dalia, Mahmoud Zaki El-Readi, Ahmad Tahrani, et al. "Secondary Metabolites of Ponderosa Lemon (Citrus pyriformis) and their Antioxidant, Anti-Inflammatory, and Cytotoxic Activities." Zeitschrift für Naturforschung C 66, no. 7-8 (2011): 385–93. http://dx.doi.org/10.1515/znc-2011-7-810.

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Column chromatography of the dichloromethane fraction from an aqueous methanolic extract of fruit peel of Citrus pyriformis Hassk. (Rutaceae) resulted in the isolation of seven compounds including one coumarin (citropten), two limonoids (limonin and deacetylnomilin), and four sterols (stigmasterol, ergosterol, sitosteryl-3-β-D-glucoside, and sitosteryl-6ʹ- O-acyl-3-β-D-glucoside). From the ethyl acetate fraction naringin, hesperidin, and neohesperidin were isolated. The dichloromethane extract of the defatted seeds contained three additional compounds, nomilin, ichangin, and cholesterol. The i

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Mandadi, Kranthi K., Guddadarangavvanahally K. Jayaprakasha, Narayan G. Bhat, and Bhimanagouda S. Patil. "Red Mexican Grapefruit: A Novel Source for Bioactive Limonoids and their Antioxidant Activity." Zeitschrift für Naturforschung C 62, no. 3-4 (2007): 179–88. http://dx.doi.org/10.1515/znc-2007-3-405.

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Abstract Citrus limonoids have shown to inhibit the growth of cancer in colon, lung, mouth, stomach and breast in animal and cell culture studies. For the first time in the present study, an attempt has been made to isolate antioxidant fractions and five limonoids from red Mexican grapefruit seeds. Defatted seed powder was successively extracted with hexane, ethyl acetate (EtOAc), acetone, methanol (MeOH) and MeOH/water and the extracts were concentrated under vacuum. Radical scavenging activity of 1,1-diphenyl-2-picrylhydrazyl (DPPH) and total phenolic content were also measured for compariso

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Mootoo, Baldwin S., Allisha Ali, Ronald Motilal, et al. "Limonoids fromSwieteniamacrophyllaandS.aubrevilleana." Journal of Natural Products 62, no. 11 (1999): 1514–17. http://dx.doi.org/10.1021/np990199x.

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Supratman, Unang, Dudi Runadi, Al Arofatus Naini, et al. "Four Azadirone-Type Limonoids from Chisocheton Pentandrus Stem Bark and Their Cytotoxic Acitivity Against Mcf-7 Breast Cancer Cell Lines." Molekul 19, no. 2 (2024): 360. http://dx.doi.org/10.20884/1.jm.2024.19.2.11085.

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ABSTRACT. Limonoid group belongs to triterpenoid that has undergone further oxidation accompanied by the loss of four carbon atoms to form a furan ring in the chain. This limonoid compound is often found in the Chisocheton genus. Limonoid compounds have been known as compounds with high structural variations and this makes limonoids have diverse and interesting activities, including cytotoxic and anticancer. In the course of our continuing study for limonoid constituents that have cytotoxic activity against cancer cell lines, methanol extract of stem bark from the Chisocheton pentandrus plant

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Reis, José Diogo E., Paulo Wender P. Gomes, Paulo R. da C. Sá, et al. "Putative Identification of New Phragmaline-Type Limonoids from the Leaves of Swietenia macrophylla King: A Case Study Using Mass Spectrometry-Based Molecular Networking." Molecules 28, no. 22 (2023): 7603. http://dx.doi.org/10.3390/molecules28227603.

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Swietenia macrophylla King is a plant commonly known as Brazilian mahogany. The wood from its stem is highly prized for its exceptional quality, while its leaves are valued for their high content of phragmalin-type limonoids, a subclass of compounds known for their significant biological activities, including antimalarial, antitumor, antiviral, and anti-inflammatory properties. In this context, twelve isolated limonoids from S. macrophylla leaves were employed as standards in mass spectrometry-based molecular networking to unveil new potential mass spectrometry signatures for phragmalin-type l

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Shin, Jihun, Hwa Young Song, and Mina Lee. "Sudachinoid- and Ichangensin-Type Limonoids from Citrus junos Downregulate Pro-Inflammatory Cytokines." International Journal of Molecular Sciences 21, no. 18 (2020): 6963. http://dx.doi.org/10.3390/ijms21186963.

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Limonoids, a dominant group of phytochemicals in the Rutaceae family, are known to exhibit several pharmacological activities. To identify natural products having efficacy against inflammatory bowel disease (IBD), we isolated 13 limonoids including a new compound, methyl sudachinoid A, from the seeds of Citrus junos and investigated their anti-inflammatory effects by assessing the expression of pro-inflammatory cytokines in lipopolysaccharide-stimulated RAW 264.7 mouse macrophages and HT-29 human colon epithelial cells. Our findings revealed that limonoids significantly downregulated the pro-i

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Ariza, Marta R., M. Mar Herrador del Pino, and Alejandro F. Barrero. "Germinating Seeds of Citrus aurantium a Good Source of Bioactive Limonoids." Natural Product Communications 10, no. 6 (2015): 1934578X1501000. http://dx.doi.org/10.1177/1934578x1501000618.

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A simple method to obtain extracts enriched in bioactive limonoids from Citrus aurantium L. seeds has been developed, using solvents of increasing polarity. 1H NMR data from the extracts revealed that the highest amounts of limonoids were present in the t-butylmethylether extract. The comparison between extracts obtained from dormant and germinating seeds showed that the latter contained almost double amounts of limonoids, revealing germinating seeds as an excellent source of those bioactive compounds.

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Mariscal-Lucero, Samantha Del Rocío, Martha Rosales-Castro, Vicente Sánchez-Monsalvo, and José Amador Honorato-Salazar. "Evaluación de fenoles y limonoides en hojas de Cedrela odorata (Meliaceae) de una plantación experimental establecida en Tezonapa Veracruz, México." Revista de Biología Tropical 63, no. 2 (2014): 545. http://dx.doi.org/10.15517/rbt.v63i2.15405.

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<p><em>Cedrela odorata</em> (Meliaceae) is a native timber tree to Tropical America, known for its high-quality wood, unfortunately, plantations of this species are severely attacked by <em>Hypsipyla grandella</em>. The attraction or repellency of this pest is related to secondary metabolites such as phenols and limonoids (triterpenes); therefore, it is important to study these compounds to understand the phytochemical phenomena behind this problem. <em> </em>With this aim, the concentration of total phenols and limonoides was evaluated in <em>C.

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Dandekar, Deepak, G. K. Jayaprakasha, and Bhimanagouda Patil. "Citrus Bioactive Limonoid Extraction using Environment-friendly Hydrotropy." HortScience 41, no. 4 (2006): 1008C—1008. http://dx.doi.org/10.21273/hortsci.41.4.1008c.

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Citrus consumption has been shown to promote human health due to presence of several bioactive compounds. In the process of understanding the health benefits of citrus, we need to isolate and characterize these compounds. Limonoids are one of such prominent, but lesser-known phytonutrients that have been shown to prevent cancers of the mouth, skin, lung, breast, and colon. With the growing interest in the health-promoting properties of citrus limonoids, the demand for these bioactives has significantly increased. It has been critical to explore environment-friendly extraction methods rather th

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Vikram, Amit, Palmy R. Jesudhasan, G. K. Jayaprakasha, Suresh D. Pillai, and Bhimanagouda S. Patil. "Citrus limonoids interfere with Vibrio harveyi cell–cell signalling and biofilm formation by modulating the response regulator LuxO." Microbiology 157, no. 1 (2011): 99–110. http://dx.doi.org/10.1099/mic.0.041228-0.

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Citrus limonoids are unique secondary metabolites, characterized by a triterpenoid skeleton with a furan ring. Studies have demonstrated beneficial health properties of limonoids. In addition, certain citrus limonoids play a role in plant defence against insect pests. In the present study, five limonoids were purified from sour orange and evaluated for their ability to inhibit cell–cell signalling. The purified limonoids were tested for their ability to interfere with cell–cell signalling and biofilm formation in Vibrio harveyi. Isolimonic acid, deacetylnomilinic acid glucoside and ichangin de

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Li, Hui, Yi Li, Xiao-Bing Wang, et al. "Mexicanolide limonoids with in vitro neuroprotective activities from seeds of Khaya senegalensis." RSC Advances 5, no. 51 (2015): 40465–74. http://dx.doi.org/10.1039/c5ra05006e.

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Fourteen new mexicanolide-type limonoids khasenegasins A–N (1–14) were isolated from the seeds of Khaya senegalensis, and bioactivity scan indicated that these mexicanolide-type limonoids displayed neuroprotective activities.

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Pessoa, Luiz Gustavo Antunes, Leonardo Antunes Pessoa, Éverton da Silva Santos, et al. "Limonoid detection and profile in callus culture of sweet orange." Acta Scientiarum. Biological Sciences 43 (April 19, 2021): e53075. http://dx.doi.org/10.4025/actascibiolsci.v43i1.53075.

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Plant tissue culture has emerged as an important tool to produce bioactive compounds from various plant species, including the sustainable production of limonoids that are receiving considerable attention due to the benefits associated with human health such as anticancer activities. The purpose of the present study was to evaluate the capacity of limonoids aglycone production from callus culture from sweet orange cv. Pera (Citrus sinensis) seeds and identify the compounds produced in this cell line. Callus induction occurred in Murashige and Skoog medium supplemented with 2,4-dichlorophenoxya

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Tan, Thanh Nguyen, Hieu Tran Trung, Quang Le Dang, et al. "Characterization and Antifungal Activity of Limonoid Constituents Isolated from Meliaceae Plants Melia dubia, Aphanamixis polystachya, and Swietenia macrophylla against Plant Pathogenic Fungi In Vitro." Journal of Chemistry 2021 (July 30, 2021): 1–12. http://dx.doi.org/10.1155/2021/4153790.

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The plants of Meliaceae are native to tropical and subtropical regions as the Americas, west India, Southeast Asia, and Southern China. Many species of the genera Khaya, Swietenia, Aphanamixis, and Melia in this family are known as medicinal plants and have biological activities such as antiviral, antimicrobial, antifeeding, insecticidal, and cytotoxic properties. The objectives of this research are to characterize and evaluate the bioactive limonoids from several plants of Meliaceae against phytopathogenic fungi. During the search of antifungal compounds from the plants of Meliaceae, the thre

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Wilson, Clark, G. K. Jayaprakasha, and Bhimanagouda Patil. "(177) Open Column Chromatographic Separation of Health-promoting Bioactive Citrus Limonoids." HortScience 41, no. 4 (2006): 1083B—1083. http://dx.doi.org/10.21273/hortsci.41.4.1083b.

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Open column chromatography is an effective and common technique for the separation and purification of chemical constituents. Limonoids are found in significant quantities in citrus fruits. Citrus limonoids have documented anti-cancer activity in several types of cancer, such as breast, colon, skin, and neuroblastoma in animal models and in vitro cell culture studies. Furthermore, limonoids have shown anti-inflammatory properties and inhibitory effects on bone resorption. In addition to many potential health benefits, limonoids have also shown antifungal and insect anti-feedant properties. To

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Hilmayanti, Erina, Nurlelasari Nurlelasari, Dewa Gede Katja, et al. "Azadirone-Type Limonoids from the Fruit of Chisocheton lasiocarpus and Their Cytotoxic Activity Against MCF-7 Breast Cancer Lines." Molekul 17, no. 1 (2022): 60. http://dx.doi.org/10.20884/1.jm.2022.17.1.5593.

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Limonoid is derivatives of triterpenoid compound that have a wide variety of structures due to various ring-opening, rearrangements, and high-degree of oxidation. Limonoid is known as compounds that have wide-range of biological activities, including anticancer activity. This research was aimed to determine the chemical structure and cytotoxic activity of limonoid in the n-hexane extract of Chisocheton lasiocarpus fruit. Dried powder of C. lasiocarpus fruit was extracted using methanol followed by fractionated using n-hexane, ethyl acetate, and n-butanol. Five azadirone-type limonoids, 6α-(ace

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Inoue, Takanobu, Shoko Ohmori, Takashi Kikuchi, Takeshi Yamada, and Reiko Tanaka. "Carapanosins D—F from the Seeds of Andiroba (Carapa guianensis, Meliaceae) and Their Effects on LPS-Activated NO Production." Molecules 23, no. 7 (2018): 1778. http://dx.doi.org/10.3390/molecules23071778.

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A novel nor-phragmalin-type limonoid, named carapanosin D (1), and two novel mexicanolide-type limonoids, carapanosins E (2) and F (3), were isolated from the seed oil of andiroba (Carapa guianensis Aublet), a traditional medicine in Brazil and Latin American countries. Their structures were unambiguously determined on the basis of spectroscopic analyses using one-dimensional (1D) and two-dimensional (2D) NMR techniques and High resolution Fast Atom Bombardment Mass Spectrometry (HRFABMS). Compounds 1–3 were evaluated for their effects on the production of nitric oxide (NO) in Lipopolysacchari

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Boustie, J., J. Gleye, A. Blaise, and I. Fourasté. "Limonoids ofFagaropsis glabra." Planta Medica 58, no. 02 (1992): 228. http://dx.doi.org/10.1055/s-2006-961440.

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Leite, Ana C., João B. Fernandes, M. Fátima das G. F. da Silva, and Paulo C. Vieira. "Limonoids From Cipadessa Fruticosa." Zeitschrift für Naturforschung B 60, no. 3 (2005): 351–55. http://dx.doi.org/10.1515/znb-2005-0321.

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The fruits of Cipadessa fruticosa Bl. afforded two new limonoids: methyl 8α,30α-epoxide-3β - (2’-methylbutyryloxy)-1-oxomeliacate (cipadesin A) and methyl 21,23-dihydro-23-hydroxy-21-oxo- 3β -tigloyloxy-1-oxomeliac-8(30)-enate (febrifugin A), along with the known limonoids cipadesin, khayasin T, febrifugin, ruageanin A and mexicanolide. Their structures were elucidated on the basis of spectroscopic methods

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Vikram, Amit, G. K. Jayaprakasha, and Bhimanagouda S. Patil. "(88) Sour Orange: A Source of Unique Bioactive Limonoid Glucosides." HortScience 41, no. 4 (2006): 1022A—1022. http://dx.doi.org/10.21273/hortsci.41.4.1022a.

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Our recent studies have shown that certain citrus limonoids protect from colon cancer based on cell and animal studies. Animal studies also suggest that citrus juice protects from osteoporosis. To understand the structure–function relationship through animal studies requires a large amount of purified limonoids. Since certain limonoids are present in low concentration, it is a challenge to obtain the required quantity of different limonoids. In this context, we report the purification of limonin 17-ß-D glucopyranosides (LG), and deacetylnomilinic acid 17-ß-D glucopyranoside (DNAG). However, DN

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Poulose, Shibu M., Edward D. Harris, and Bhimanagouda S. Patil. "Citrus Limonoids Induce Apoptosis in Human SH-SY5Y Neuroblastoma Cancer Cells." HortScience 40, no. 4 (2005): 1135E—1136. http://dx.doi.org/10.21273/hortsci.40.4.1135e.

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Limonoids are triterpinoids unique to citrus and neem trees with potential cancer-preventing properties in animals and human cell lines. Antioxidant activity and apoptotic induction are thought to be the principal effects of citrus limonoids in the antiproliferative properties, but this postulate lacks firm experimental evidence. In this study four highly purified 17 β-D glucopyranosides of citrus, limonin glucoside (LG), obacunone glucoside (OG), nomilinic acid glucoside (NAG), and deacetylnomilinic acid glucoside (DNAG), were tested for their effects against human SH-SY5Y neuroblastoma cells

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Ferrera-Suanzes, Marta, Victoria Prieto, Antonio J. Medina-Olivera, et al. "Synthesis of Degraded Limonoid Analogs as New Antibacterial Scaffolds against Staphylococcus aureus." Antibiotics 9, no. 8 (2020): 488. http://dx.doi.org/10.3390/antibiotics9080488.

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Staphylococcus aureus and methicillin-resistant Staphylococcus aureus (MRSA) have become serious infections in humans and ruminants. S. aureus strains are showing rapid changes to develop resistance in traditional antibiotic-containing systems. In the continuous fierce fight against the emergent multi-drug resistant bacterial strains, straightforward and scalable synthetic procedures to produce new active molecules are in demand. Analysis of molecular properties points to degraded limonoids as promising candidates. In this article, we report a simple synthetic approach to obtain degraded limon

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Asmara, Anjar Purba. "A PRELIMINARY STUDY OF INVESTIGATING OF COMPOUND GROUP CONTAINED IN ETHANOLIC EXTRACT OF MAHAGONY (Swietenia mahagoni L. Jacq.) SEEDS RELATED TO Α-GLUCOSIDASE INHIBITION". Jurnal Natural 18, № 2 (2018): 49–56. http://dx.doi.org/10.24815/jn.v18i2.9236.

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A preliminary study to determine the group of compound contained in the ethanolic extract of mahagony (Swietenia mahagoni L. Jacq.) seeds and its inhibitory activity to a-glucosidase enzyme has been done. The information from this study will be used in the further investigation about the specific constituents related to the bioactivity. The seed was grounded and then extracted with ethanol by maceration technique. The crude extract was separated with liquid-liquid extraction by using n-hexane, ethyl acetate, and methanol as the solvents. The best eluent for isolation, chloroform:ethanol (1:1),

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