• Title/Summary/Keyword: New and known compounds

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Antioxidant and antimicrobial constituents of Crucianella maritima L.

  • Badr, Jihan M.
    • Natural Product Sciences
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    • v.14 no.4
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    • pp.227-232
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    • 2008
  • Phytochemical further investigation of the chloroform extract of the aerial parts of Crucianella maritima L. (Rubiaceae) growing in Egypt resulted in the isolation of a new anthraquinone; 3-formyl-1-hydroxy-2-methoxy anthraquinone (3) along with the four known compounds isolated for the first time from the genus Crucianella; alizarin-1-methyl ether (2), 1,4-dihydroxy-2-methoxy anthraquinone (5), 1, 3, 6-trihydroxy-2-methoxy anthraquinone (7) and the flavonol kaempferol (8), beside four known compounds previously isolated from the same plant. The structures of the isolated compounds were established based on different spectroscopic data including UV, IR, EIMS, 1D and 2D-NMR. Moreover, the antioxidant and antimicrobial activities of the isolated compounds were evaluated.

Four Dammarane Triterpenes and Their Inhibitory Properties Against Eight Receptor Tyrosine Kinases

  • Heliawati, Leny;Khatimah, Husnul;Hermawati, Elvira;Syah, Yana Maolana
    • Natural Product Sciences
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    • v.26 no.4
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    • pp.345-350
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    • 2020
  • In recent years, tyrosine kinases (TKs) have been the target to combat cancers, and most of the developed inhibitors are of synthetic origin. Natural compounds that have the properties as the TK's inhibitors are very limited. This paper described the isolation of a new dammarane triterpene from the tree bark of Sandoricum koetjape, along with three known related dammaranes from the damar resin of Shorea javanica, as well as their inhibitory properties against eight receptor TKs (RTKs: EGFR, HER2, HER4, IGF1R, InsR, KDR, PDGFRα, and PDGFRβ). Based on the NMR and mass spectral data the new compound was identified as (12β,20S)-12,20-dihydroxy-3,4-seco-dammaran-4,24-dien-3-oic acid (12β-hydroxydammarenolic acid) (1), while the three known compounds were identified as (20S)-20-hydroxy-3,4-seco-dammaran-4,24-dien-3-oic acid (dammarenolic acid) (2), (3β,20S)-3,20-dihydroxydammaran-24-ene (3), and (20S)-3-oxo-20-hydroxydammaran-24-ene (4). The tyrosine kinase assay of the four compounds resulted only 1 and 2 at concentration of 10 μM that had weak activity against EGFR and InsR, with their % inhibitory were 30%, 27% (1), 45%, and 32% (2), respectively. The results suggested that the presence of a linear carboxylic acid group in both compounds could be of significance to the inhibitory properties against the two RTKs.

Quantitative structure-activity relationships (QSAR) on use of multi-valued AND/OR networks

  • Aoyama, Tomoo;Nagashima, Umpei
    • 제어로봇시스템학회:학술대회논문집
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    • 2002.10a
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    • pp.89.5-89
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    • 2002
  • The technology to predict new chemical compounds by using properties of already known compounds is a kind of data mining and an important technology in chemical industrial fields. Many knowledge have been accumulated in the fields, and especially nowadays in the field of medicine development industry, the technology is connected with the post genome technology, and generates a new conception, physiome. The word is defined as followings. It is the quantitative and integrated description of the functional behavior of the physiological state of an individual or species. The physiome describes the physiological of the normal intact organism and is built on information and structure, that is geno...

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Consoramides A-C, New Zwitterionic Alkaloids from the Fungus Irpex consors

  • Kim, Ji-Yul;Ki, Dae-Won;Lee, Yoon-Ju;Ha, Lee Su;Woo, E-Eum;Lee, In-Kyoung;Yun, Bong-Sik
    • Mycobiology
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    • v.49 no.4
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    • pp.434-437
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    • 2021
  • In our ongoing search for new secondary metabolites from fungi, a basidiomycete fungus Irpex consors was selected for mycochemical investigation, and three new zwitterionic alkaloids (1-3) and five known compounds (4-8) were isolated from the culture broth (16 l) of I. consors. The culture filtrate was fractionated by a series of column chromatography including Diaion HP-20, silica gel, and Sephadex LH-20, Sep-Pak C18 cartridge, medium pressure liquid chromatography (MPLC), and high pressure liquid chromatography (HPLC) to yield eight compounds (1-8). The structures of the isolated compounds were elucidated by the interpretation of nuclear magnetic resonance (NMR) spectra and high-resolution mass spectrometry (HR-MS). Their antioxidant and antibacterial activities were examined. The zwitterionic structures of three new sesquiterpene alkaloids (1-3) were determined together with five known compounds identified as stereumamide E (4), stereumamide G (5), stereumamide H (6), stereumamide D (7), and sterostrein H (8). This is the first report of the zwitterionic alkaloids in the culture broth of I. consors. Three new zwitterionic alkaloids were named as consoramides A-C (1-3).

Antibiotics from Mushrooms (버섯의 항생물질(抗生物質))

  • Hwang, Byung-Ho
    • Journal of Forest and Environmental Science
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    • v.22 no.1
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    • pp.83-100
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    • 2006
  • Antibiotics which produced by mushrooms discovered for last 40 years were described. Any antibiotic has not been used as infectious disease remudy but will be used as physiological active substance in near future. The antibiotic of mushrooms have not been published much in papers and do not have various finds of structures, compared to those of Streptomyces. Triple bond having compounds, terpenoid compounds aromatic compounds and some other compound have been known. These compounds are not dissolved well in water and mainly fat-soluble, except for cordycepin. Also, they are generally neutral, and some of them are acidic and almost none of them are basic compounds. However, acetylene and terpenoid compounds are the characteristic compounds of mushroom, and are not found in other microorganisms and plants. Especially, there are various terpenoid compounds in mushrooms. These metabolites of mushrooms were not used as antibiotic, but are interested as physiological active substance, such as enzyme inhibitor and immunomodulator. To promote studying on the antibiotics of mushroom, new screening methods must be developed, because strain belonged to the different genus produces different antibiotics, even though mushrooms belonged to the same genus and species. It is also known that mushrooms collected in different areas produce different antibiotics. Now, it is difficult to separate each pure compound from mushroom. It is important to find mushrooms which is impossible to cultivate artificially, or grow in the back land where is difficult to collect. Thousands of mushrooms grow on earth now, so that which species will be screened if not known. The biochemical and mycological study for usability of the metabolites of mushrooms is thought, as one of the important research areas, must be performed.

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A Cipadesin Limonoid and a Tirucallane Triterpene from the Fruit of Sandoricum koetjape and their Inhibitory Properties against Receptor Tyrosine Kinases

  • Rachmadhaningtiyas, Dyah Ayu;Heliawati, Leny;Hermawati, Elvira;Syah, Yana Maolana
    • 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.

Meliasendanins E-J, Nor-neolignan Constituents from Melia toosendan and their Anti-inflammatory Activity

  • Jin Woo Lee
    • Natural Product Sciences
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    • v.29 no.1
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    • pp.17-23
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    • 2023
  • A phytochemical investigation of the fruits extract of Melia toosendan afforded the isolation of two new nor-neolignans, meliasendanins E (1) and F (2), as well as twelve known compounds (3 - 14) using various separation technique such as Diaion HP20, silica, RP-18 gel column chromatography and semi-preparative HPLC. Their chemical structures were elucidated by extensive NMR spectroscopic data including 2D-NMR, and HR-ESI-MS as well as ECD data. Among the twelve known compounds, the absolute structures of 3 - 6 were determined first, and given the trivial names as meliasendanins G-J (3 - 6). Based on the evaluation of anti-inflammatory activity, compounds 7 - 8 exhibited inhibitory effects on LPS-induced nitric oxide production in RAW 264.7 macrophages with IC50 values of 34.6 and 39.5 µM, respectively.

Antioxidant Compounds from the Root Bark of Hibiscus syriacus

  • Lee, Sang-Jun;Yun, Young-Sook;Lee, In-Kyoung;Ryoo, In-Ja;Yun, Bong-Sik;Yoo, Ick-Dong
    • Proceedings of the Plant Resources Society of Korea Conference
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    • 1999.10a
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    • pp.110-117
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    • 1999
  • A new lignan named as hibiscuside, (+) pinoresinol 4-O-[-glucopyranosyl (12) -rhamnoside] (1), and a known lignan, syringaresinol (2) were isolated from the root bark of Hibiscus syriacus together with two feruloyltyramines (3,4) and three known isoflavonoids (5,6,7). The structures of these compounds have been established on the basis of their NMR, Mass, UV spectra. Among these phenolic compounds,6-O-acetyl daidzin (5), 6-O- acetyl genistin (6), and 3-hydroxy daidzein (7) with IC50 values of 8.2, 10.6, and 4.1 M, respectively, significantly inhibited lipid peroxidation in rat liver microsomes Hibiscuside (1), E and Z-N-feruloyl tyramines (3,4) exhibited moderate antioxidant activity.

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Evaluation of Cell Based Anti-oxidation Assay of Functional Components Derived from Domestic Major Potato Varieties

  • Jung Hwan Nam;Su Young Hong;Su Jeong Kim;Hwang Bae Sohn;Yul Ho Kim;Kyung Tea Lee;Soo jin Park;Jae Kwon Lee
    • Proceedings of the Plant Resources Society of Korea Conference
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    • 2020.08a
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    • pp.75-75
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    • 2020
  • Potatoes were first introduced outside the Andes region four centuries ago, and have become an integral part of much of the world's food. Potatoes were first introduced into Europe in the 16th century and Korea in the early 19th century. Potatoes have a short growing season, high production per unit area, relatively strong environmental adaptability, and are cultivated in more than 130 countries around the world. It is the world's fourth-largest crop, following rice, wheat, bean and maize. In the nutritional aspects, potatoes contain abundant vitamins and minerals, as well as an assortment of phytochemicals such as carotenoids and natural phenols. Due to the high content of potato functional compounds, it has known that potatoes are effective in the prevention of various human diseases. In particular, the potato contains a large amount of polar compounds, including the saponin in the polar compounds, and the physiological activity of the saponins, such as immunity enhancement, antioxidant and anti-inflammatory is known. In this study, the antioxidative activity of polar compounds from five potatoes was examined by cell based anti-oxidation assay. The smallest amount of ROS(Reactive oxygen species) was generated when the compound was derived from 'Haryung' and 'hongyoung' and strong SOD(Superoxide dismutase) activity was observed in 'Sumi' and 'Jayoung'. The results of this study reveal the antioxidative effect of polar compounds extracted from various kind of potatoes, which will enable the acquisition of new bioactive candidates and the establishment of new profit generation models for farmers

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New Alkoxyglycerols from the Jellyfish Nemopilema nomurai

  • Liu, Ju-An;Li, Fa-Mei;Hong, Jong-Ki;Kim, Eun-La;Yoo, Eun-Sook;Kim, Eui-Kyung;Yoon, Won-Duk;Jung, Jee-H.
    • Natural Product Sciences
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    • v.15 no.2
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    • pp.71-75
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    • 2009
  • The great economic and social damage caused by unusual explosion of jellyfish population has attracted the attention of researchers. A chemical study on the bioactive components of the giant jellyfish Nemopilema nomurai led to the isolation of two new (1 and 2) and three known alkoxyglycerols (3 - 5), along with known monoglycerides (6 - 7) and fatty acids. Based on NMR and MS data, the structures of compounds 1 and 2 were elucidated as 1-O-[(Z)-tetradec-3-enyl]-sn-glycerol and 1-O-[(Z)-octadec-10-enyl]-sn-glycerol, respectively. The absolute configurations of compounds 1 - 7 were determined by comparison of specific optical rotation values with those reported. The isolated compounds were evaluated for suppressive effect on the proinflammatory mediators (NO, IL-6, and TNF-${\alpha}$) in murine macrophage cells. However, they were found inactive upto the concentration of 100 ${\mu}M$.