• Title/Summary/Keyword: coumarins

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Choleretic activities of coumarins and their biological precursors (Coumarin계물질 및 그 전구체의 담즙분비촉진 효과에 관한 연구)

  • 한덕용
    • YAKHAK HOEJI
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    • v.13 no.2_3
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    • pp.67-70
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    • 1969
  • Gall duct cannulated rats were given daphnetin, umbelliferone, 4-hydroxy-coumarin, dicoumarol, 4,7-dihydroxycoumarin, 4,7-dimethyl-5-hydroxy-coumarin, coumarin-3-carboxylic acid, cinnamic acid, ferulic acid, caffeic acid by duodenal catheter at room temperature and output of bile flow was detected. All of the subjected compounds in this experiment indicated a significant effect on the biliary elimination except cinnamic acid alone. It is suggested that a relationship exists between chemical pattern and biological activity for coumarin derivatives and their precursors, and that the choleretic activity of these compounds requires hydroxylated cinnamic acid structure as the most fundamental chemical pattern.

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Synthesis of Selenoflavonoid and Selenoisoflavonoid.

  • Kim, Dong-Myung;Jeong, Jin-Hyun
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.351.1-351.1
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    • 2002
  • Heterocyclic compounds with oxygen atoms are known to have potent biological effect. The flavonoids. isoflavonoids. and coumarins which form the bulk of these compounds are very polar and have limited use as drugs which have to pass through membranes. The non-polar property is increased by exchange oxygen to selenium as a part of heterocyclic compound. Our group is focused on synthesizing selenoheterocyclic compound with the above property. (omitted)

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Synthesis of Selenoflavonoids

  • Kim, Dong-Myung;Jeong, Jin-Hyun
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.182.1-182.1
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    • 2003
  • Flavonoids with oxygen atoms are known to have potent biological effect.They have been studied long as major antioxidants which protect cell membranes. Recent medical surveys show that increased intake of selenium decreases the risk of breast, colon, lung and prostrate cancer by preventing free radical generation. The flavonoids, isoflavonoids, and coumarins which form the bulk of these compounds are very polar and have limited use as drugs which have to pass through BBB(Brain Blood Barrier)The non-polar property is increased by exchange oxygen to selenium as a part of heterocyclic compound. (omitted)

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Synthesis of Some Pyridine and Dihydropyridine Derivatives from 7-Hydroxy-8-Methoxyl-2-Oxo-2H-1-Benzopyran-6-Carboxaldehyde

  • El-Diwani, Hoda I.
    • Archives of Pharmacal Research
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    • v.18 no.1
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    • pp.27-30
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    • 1995
  • The Hantzsh reaction of 7-hydroxy-8-methoxy-2-oxo-2H-benzopyran-6-carboxaldehyde (1) with ethyl acetoacetate and ammonia yields the dihydropyridine derivative 2 together with the pyridine derivative 3 and the eight membred ring derivative 4. Reaction of 1 with ethyl cyanoacetate and malononitrile gives the iminodicoumarin derivatives 5 and 6 respectiely. The latter compound was reacted with butan-2-one and acetophenone to produce the Michael adduct 71, b and the 2-aminopyridine derivatives 8a, b.

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Dealing Naturally with Stumbling Blocks on Highways and Byways of TRAIL Induced Signaling

  • Rana, Aamir;Attar, Rukset;Qureshi, Muhammad Zahid;Gasparri, Maria Luisa;Donato, Violante Di;Ali, Ghulam Muhammad;Farooqi, Ammad Ahmad
    • Asian Pacific Journal of Cancer Prevention
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    • v.15 no.19
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    • pp.8041-8046
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    • 2014
  • In-depth analysis of how TRAIL signals through death receptors to induce apoptosis in cancer cells using high throughput technologies has added new layers of knowledge. However, the wealth of information has also highlighted the fact that TRAIL induced apoptosis may be impaired as evidenced by experimental findings obtained from TRAIL resistant cancer cell lines. Overwhelmingly, increasing understanding of TRAIL mediated apoptosis has helped in identifying synthetic and natural compounds which can restore TRAIL induced apoptosis via functionalization of either extrinsic or intrinsic pathways. Increasingly it is being realized that biologically active phytochemicals modulate TRAIL induced apoptosis, as evidenced by cell-based studies. In this review we have attempted to provide an overview of how different phytonutrients have shown efficacy in restoring apoptosis in TRAIL resistant cancer cells. We partition this review into how the TRAIL mediated signaling landscape has broadened over the years and how TRAIL induced signaling machinery crosstalks with autophagic protein networks. Subsequently, we provide a generalized view of considerable biological activity of coumarins against a wide range of cancer cell lines and how coumarins (psoralidin and esculetin) isolated from natural sources have improved TRAIL induced apoptosis in resistant cancer cells. We summarize recent updates on piperlongumine, phenethyl isothiocyanate and luteolin induced activation of TRAIL mediated apoptosis. The data obtained from pre-clinical studies will be helpful in translation of information from benchtop to the bedside.

Chemical Constituents of Saposhnikovia divaricata (방풍의 화학 성분)

  • Kim, So-Jun;Chin, Young-Won;Yoon, Kee-Dong;Ryu, Min-Youl;Yang, Min-Hye;Lee, Je-Hyun;Kim, Jin-Woong
    • Korean Journal of Pharmacognosy
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    • v.39 no.4
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    • pp.357-364
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    • 2008
  • The roots of Saposhnikovia divaricata Schischk. (Umbelliferae) have been known to possess analgesic, anti-inflammatory, anti-parasitic and anti-bacterial activities, and used for curing headaches, fever and arthralgia. In this study, we aimed to isolate active constituents to provide phytochemical data for the quality control of this plant. Nine coumarins, eight chromones, three sterols and a coumarolignan were isolated from EtOAc-soluble fraction of the roots of S. divaricata through repetive column chromatography method using silica gel, ODS gel, Sephadex-LH 20, MPLC and HPLC. By analyses of spectroscopic data and comparison of their data with those of published values, the compounds were identified as 3'-O-angeloylhamaudol (1), ${\beta}$-sitosterol (2), marmesin (3), phellopterin (4), anomalin (5), imperatorin (6), xanthotoxin (7), deltoin (8), bergapten (9), stigmasterol (10), ledebouriellol (11), hamaudol (12), 8'-epicleomiscosin A (13), xanthoarnol (14), cimifugin (15), 5-O-methylvisamminol (16), daucosterol (17), 4'-O-${\beta}$-D-glucosyl-5-O-methylvisamminol (18), nodakenin (19), sec-O-glucosylhamaudol (20), prim-O-glucosylcimifugin (21). Among them, 8'-epicleomiscosin (13) was firstly reported from Umbelliferae family and xanthoarnol (14) and nodakenin (19) were isolated from this plant for the first time.

Inhibitory effects of Synurus excelsus and Weigela subsessilis on aldose reductase and HPLC-UV analysis of scopolin, scopoletin, and quercetin

  • Quilantang, Norman G.;Lee, Ju Sung;Ryu, Seo Hyun;Park, Se Hoon;Byun, Jae Sang;Chun, Je Sung;Jacinto, Sonia D.;Lee, Sanghyun
    • Journal of Applied Biological Chemistry
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    • v.61 no.2
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    • pp.135-139
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    • 2018
  • The inhibition of aldose reductase (AR) has been shown to prevent the progression of the many complications associated with diabetic hyperglycemia. Several compounds purified from various plant sources have exhibited potent inhibition against AR. In this study, the inhibitory effects of the methanol extracts of the flowers of Synurus excelsus and Weigela subsessilis on AR were determined in vitro. Scopolin and scopoletin are coumarins isolated from the flowers of S. excelsus and W. subsessilis; and quercetin is a known AR inhibitor present in many flowers. To determine and quantify their presence in both plants, HPLC-UV analysis of all three compounds was performed. S. excelsus and W. subsessilis showed potent inhibition against AR having $IC_{50}$ values of 0.17 and $0.14{\mu}g/mL$, respectively. The concentration of scopolin in S. excelsus and W. subsessilis were 34.71 and 174.14 mg/g extract, respectively. Scopoletin was detected in S. excelsus at 3.41 mg/g extract, whereas quercetin was not detected in both plants. This study shows that S. excelsus and W. subsessilis exhibited promising AR inhibitory effects and are both sources of coumarins.

A Study on the Efficacy of the Coumarine Derivatives with Anti-Inflammatory Activity in the Trifoliate Orange Extract (탱자 추출물에서 항염증 활성을 갖는 쿠마린 유도체의 효능에 관한 연구)

  • Kim, Duck-Sool
    • Journal of the Korean Applied Science and Technology
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    • v.29 no.4
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    • pp.610-617
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    • 2012
  • Trifoliate orange components consist of several kinds, such as monoterpenes, limonoids, flavonoids, and coumarins. Coumarin derivatives were shown to possess valuable pharmacological properties such as anti-inflammatory and dietary effect. Among them, 7-geranyloxycoumarin 6 is a promising chemopreventive agent againist skin, tongue, oesophaqus and colon carcinogenesis in rodents. Seven new coumarin derivatives structurally related to 7-geranyloxycoumarin were synthesised in good yields by $Cs_2CO_3$/acetonitrile condition. We investigated the effect of anti-inflammatory activity on interleukin-6 for synthesised geranyloxycoumarin derivatives. 6-Geranyoxycoumarin 9 (68.9% / $1{\mu}M$ ; 72.6% / $10{\mu}M$) of the anti-inflammatory activity is far higher than 7-Geranyloxycoumarin 5 (40.1% / $1{\mu}M$ ; 61.1% / $10{\mu}M$) and their other derivatives.

Natural Compounds with Antioxidant Activity: Recent Findings from Studies on Medicinal Plants

  • Na, Min-Kyun;Thuong, Phuong Thien;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.17 no.2
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    • pp.65-79
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    • 2011
  • Reactive oxygen species potentially cause damage to cellular components including lipids, protein and DNA; this oxidative damage plays a key role in the pathogenesis of neurodegenerative disease, cardiovascular disease, metabolic disease and cancer. On the basis of the oxidative stress hypothesis, a number of studies have been performed to search for an efficient and safe antioxidant. Although in vitro studies have provided promising results, only a limited number of natural and synthetic antioxidants have been developed for clinical application due to their low efficacy and side-effects. Thus, the discovery of new antioxidants with marked efficacy and safety has attracted worldwide attention in recent decades. Since plants are recognized as important sources of natural antioxidants, our research has focused on the discovery of new naturally occurring antioxidants from medicinal plants. The purpose of this review is to open a new prospect in the field of search for natural antioxidants from medicinal plants by summarizing our recent findings. Using in vitro bioassay systems such as 2,2-diphenyl-1-picrylhydrazyl, superoxide radical scavenging tests and lipid peroxidation models, we have tested over than 350 species of medicinal plants for their antioxidant activity and selected several of them for further investigation. During the research on the discovery of effective natural antioxidants from the medicinal plants selected, we have isolated several new and known antioxidant compounds that include stilbene glycosides, phenolic glycosides, flavonoids, oligostilbenes, and coumarins. Our results suggest that the presence of antioxidant compounds in the medicinal plants might be associated with the traditional use to treat inflammation, cardiovascular disease and various chronic diseases.