• Natural Product Sciences
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• v.27 no.2
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• pp.134-139
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• 2021

A new cipadesin limonoid, i.e. 3-epi-cipadonoid C (1), and a new tirucallane triterpene, i.e. hispidol B 3-palmitate (3), have been isolated from the seeds and fruit peels extract of Sandoricum koetjape, respectively. Along with these compounds the known limonoid, cipaferen G (2), and two pentacyclic triterpenes, bryonolic (4) and bryononic (5) acids, were also isolated. The strucrures of the new compounds were elucidated by the analysis of NMR and mass spectral data. Compounds 1 - 5 were evaluated as the inhibitor of receptor tyrosine kinases (EGFR, Epidermal Growth Factor Receptor; HER2, HER4, Human Epidermal growth factor Receptor 2, -4; IGFR, Insulin-like Growth Factor Receptor; InsR, Insulin Receptor; KDR, Kinase insert Domain Receptor; PDGFRα, and PDGFRβ, Platelet-Derived Growth Factor Receptor-α and -β). The results showed only 1 and 3 that have weak activity against InsR.

• Food Science and Preservation
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• v.18 no.2
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• pp.184-190
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• 2011

Limonoid UDP-glucosyltransferase (LUGT) is an enzyme that converts limonoids into their corresponding glucosides and ultimately ameliorates limonoid bitterness in Citrus species. In this paper, the LUGT gene was cloned via PCR from 10 Jeju Citrus species. All the deduced glucosyltransferase proteins harbored a highly conserved plant secondary product glucosyltransferase (PSPG) motif within the C terminal region. Phylogenetic analysis based on the amino acid sequence comparison of the LUGT proteins from 10 Citrus species generated three distinct types. The expression patterns of LUGT gene in three representative species from each type were quite different with that of C. unshiu Marc. cv. Miyagawawase(Gungcheon), which his without distinctive juice delayed bitterness. Ourresultssho wth at some Citrus speciessuchas Citrusleiocarpa HORT(Bingul), Citruserythrosa HORT (Dongjunggul), and Citrustachibana TANAKA(Honggul) end emicin Jeju maybe susceptible to intense juice delayed bitterness due to delay inexpression of LUGT.

• Food Science and Preservation
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• v.18 no.2
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• pp.208-211
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• 2011

Limonoids are abundant as bitter taste in citrus fruit and other plants. Interestingly. limonoid UDP-glucosyltransferase (LUGT) effectively ameliorates the bitterness from limonoid. The high level of LUGT expression in Escherichia coli can result in the formation of insoluble aggregates known as inclusion bodies. We isolated the soluble LUGT protein when this inclusion body was renaturated with ${\beta}$-cyclidextrin treatment after protein denaturation by urea. Our present results suggest that the isolation of LUGT from inclusion body in cells leads to shed light to characterize the enzyme for food industry purposes.

• The Korean Journal of Pesticide Science
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• v.18 no.3
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• pp.156-160
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• 2014

The stabilities of four limonoidal substances including azadirachtin A, azadirachtin B, deacetylsalannin and salannin were investigated both in controlled aquatic and soil conditions. The half-life of the total limonoid for neem extracts and its two commercial biopesticides was estimated 86.6-173 days in water under air, while degradation of the compounds was detected below 10% after eight weeks in deoxygenated water. The half-life in dry soil was estimated 43.3-57.7 days, and there was a similar degradation pattern with in aerobic water condition. In case of wet soil condition, the total bacteria of the soils ranged 6-8 log CFU/g soil for during the experiment, and the half-life of the total limonoid was 6.4-12.3 days. From the result, the fast limonoid degradation in wet soil environment was the result of both chemical oxidation and microbial degradation.

• Bulletin of the Korean Chemical Society
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• v.14 no.5
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• pp.554-556
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• 1993

A chemical investigation of the stem bark of Melia azedarach var. Japonica (Meliaceae) has led to a new limonoid, 12-hydroxyamoorastatone (1), whose structure has been elucidated by spectroscopic measurements including 2D-NMR. The 2D-NOESY experiment on its di-p-bromobenzoate derivative (1a) has established the relative configuration of 1.

• Natural Product Sciences
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• v.27 no.3
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• pp.216-216
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• 2021

• Journal of the Korean Society of Food Science and Nutrition
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• v.35 no.3
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• pp.353-358
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• 2006

Flavonoid and limonoid compounds were determined by HPLC on the methanol and ethanol extracts from citron seeds. The quantities of the compounds in these categories were higher in the ethanol extract than methanol extract. The types of these compounds were detected in larger numbers in the ethanol extract. The content of limonin was the largest in both methanol and ethanol extract among the detectable compounds ; 140.34 mg/100g and 170.98 mg/100g, respectively, and the contents of other compounds, caffeic acid, naringin, lutin, nomilin, were found in large amount in this order. The molecular weights of forty two compounds in ethanol extract were determined with mass spectrums and extracted ion current chromatograms by HPLC/MS.

• Archives of Pharmacal Research
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• v.17 no.2
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• pp.100-103
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• 1994

The limonoid compound (28-deacetyl sendanin0 isolated from the fruit of Melia toosendan SIEB. et ZUCC. was evaluated on anticancer activity. According to a standard in vitro cytotoxicity assy, eight human cancer cell lines and SRB assay were introduced for present evaluation. As a positive standard, adriamycin was tested in parallel. The cell lines were originated from six different organs. In view of dose-response profiles to 28-deacetyl sendanin, the most sensitive cells were SF-539 and PC-3 which were derived from CNS and prostate, respecitively. In contrast, all the cell lines responded similarly to adriamycin to give rise to nearly indentical six cell lines were more sensitive to 28-deacetyl sendanin and two were more resistant. As a result, 28-deacetyl sendanin had more senstive and selective inhibitory effects on in vitro growth of human cancer cell lines in a comparison with adriamycin.

• Natural Product Sciences
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• v.27 no.1
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• pp.18-27
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• 2021

Eight cytotoxic constituents, consisting of six triterpenoids, cabralealactone (1), cabraleadiol (2), prototiamin A (3), 23-desmethyllimocin B (5), melianodiol (7) and indicalilacol (8) along with one limonoid, neemfruitins A (4) and one protolimonoid, protoxylocarpin G (6), were isolated from the extract of n-hexane of the stembark of Chisocheton pentandrus. The chemical structures were identified on the basis of spectroscopic evidence and compared to previously reported spectra. These isolated compounds appear for the first time in the plant. Compounds 1 - 8 were evaluated for their cytotoxic effect against MCF-7 breast cancer lines in vitro. Among the isolated compounds, melianodiol (7) showed the strongest cytotoxic activity with IC50 values of 16.8 µM.

• YAKHAK HOEJI
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• v.38 no.1
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• pp.6-11
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• 1994

The MeOH extract of the fruits of Melia toosendan was selected for futher study by its cytotoxicity and effect on the human breast cancer cell line, MCF-7. The active principle obtained by activity guided fractionation followed by purification gave rise to a needle crystal. The structure was deduced by employing NMR and was determined to be identical with 28-deacetyl sendanin by comparison with published data. This compound induced morphological change of MCF-7 to be rounded with tubule at concentrations between $50\;{\mu}g/ml$ and $0.025\;{\mu}g/ml$. This compound, however, showed strong cytotoxic effect on Hepalclc7 and HepG2, and their $GI_{50}$ on the hepatoma cell lines were $0.238\;{\mu}g/ml$ and $0.805\;{\mu}g/ml$, respectively. Its effect on lymphocyte of mouse was stronger than hepatoma cell lines, and their $ED_{50}$ of polyclonal antibody response was $0.011\;{\mu}g/ml$, and $ED_{50}$ of cell viability was $0.039\;{\mu}g/ml$.