• Title/Summary/Keyword: organosulfur compounds

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Biological Functions of Organosulfur Compounds in Allium Vegetables (Allium속 식물 유래 함유황 유기화합물의 생리적 유용성)

  • 전향숙;김현정
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.28 no.6
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    • pp.1412-1423
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    • 1999
  • This review contains a discussion of the physiological activity of the components of Allium vegetables. Organosulfur compounds in Allium vegetables, such as ajoene, diallyl sulfides and S allylcysteine, have cancer preventive activity in chemically induced animal cancer models. They also have inhibitory effects on proliferation of cancer cells in vitro. Allium vegetables have lipid and cholesterol lowering effect, and platelet aggregation inhibitory activity that help the prevention of cardiovascular diseases. Sulfur con taining compounds, especially allicin and ajoene, have antimicrobial activities against gram negative, positive bacteria and fungi. Moreover, Allium organosulfur compounds such as S allylcysteine showed reducing effects on the senescence related symptoms including cognition. Allium organosulfur compounds have significant importance in food industry as both biologically active ingredients and savory.

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Organosulfur Compounds from Allium sativum and Physiological Activities (마늘의 유기유황성분과 생리활성)

  • 권순경
    • Biomolecules & Therapeutics
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    • v.11 no.1
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    • pp.8-32
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    • 2003
  • Garlic(Allium sativum L.) is one of the oldest cultivated plants and has been used throughout the world as food supplement and folk medicine for thousands of years. In modem times a number of garlic derived products are introduced on the market as health food supplement in ever growing scale. In 1844 German chemist Wertheim investigated the garlic first time chemically and thereafter many kinds of organosulfur compounds were isolated and their biological activities were elucidated scientifically. The main biological activities are antibacterial, antifungal, antithrombotic, cholesterol-lowering, antineoplastic and hepatoprotective activities. Chemical works as well as therapeutic and preventive effects of garlic are reviewed.

Exploring the role and mechanisms of diallyl trisulfide and diallyl disulfide in chronic constriction-induced neuropathic pain in rats

  • Wang, Gang;Yang, Yan;Wang, Chunfeng;Huang, Jianzhong;Wang, Xiao;Liu, Ying;Wang, Hao
    • The Korean Journal of Pain
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    • v.33 no.3
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    • pp.216-225
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    • 2020
  • Background: Garlic oil is a rich source of organosulfur compounds including diallyl disulfide and diallyl trisulfide. There have been studies showing the neuroprotective actions of these organosulfur compounds. However, the potential of these organosulfur compounds in neuropathic pain has not been explored. The present study was aimed at investigating the pain attenuating potential of diallyl disulfide and diallyl trisulfide in chronic constriction injury (CCI)-induced neuropathic pain in rats. The study also explored their pain-attenuating mechanisms through modulation of H2S, brain-derived neurotrophin factor (BDNF) and nuclear factor erythroid 2-related factor 2 (Nrf2). Methods: The rats were subjected to CCI injury by ligating the sciatic nerve in four places. The development of neuropathic pain was measured by assessing mechanical hyperalgesia (Randall-Selittotest), mechanical allodynia (Von Frey test), and cold allodynia (acetone drop test) on 14th day after surgery. Results: Administration of diallyl disulfide (25 and 50 mg/kg) and diallyl trisulfide (20 and 40 mg/kg) for 14 days led to a significant reduction in pain in CCI-subjected rats. Moreover, treatment with these organosulfur compounds led to the restoration of H2S, BDNF and Nrf2 levels in the sciatic nerve and dorsal root ganglia. Co-administration of ANA-12 (BDNF blocker) abolished pain attenuating actions as well as BDNF and the Nrf2 restorative actions of diallyl disulfide and diallyl trisulfide, without modulating H2S levels. Conclusions: Diallyl disulfide and diallyl trisulfide have the potential to attenuate neuropathic pain in CCI-subjected rats possibly through activation of H2S-BDNF-Nrf2 signaling pathway.

Synthesis of 3-Alkylthio-6-Allylthiopyridazine Derivatives and Their Antihepatocarcinoma Activity

  • Kwon Soon-Kyoung;Moon Aree
    • Archives of Pharmacal Research
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    • v.28 no.4
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    • pp.391-394
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    • 2005
  • The allylthio group of allicin and other organosulfur compounds, isolated from garlic, is considered a pharmacophore, and a key structure component of the molecule, which affords biological activities. In the foregoing studies, various 3-alkoxy-6-allylthiopyridazine derivatives (K­compounds) were synthesized, and their biological activities tested in animals. As expected, the various derivatives showed good hepatoprotective activities on carbon tetrachloride-treated mice and aflatoxin B1-treated rats, and chemopreventive activities on hepatocarcinoma cells in rats. Other new pyridazine derivatives, with the oxygen atom at the 3-position of the 3-alkoxy­6-allylthiopyridazine displaced by sulfur (S), were synthesized, and their activities tested in vitro. Thio-K6, one of the sulfur-substituted compounds, showed better chemopreventive activity toward hepatocarcinoma cells.

Chemopreventive Allylthiopyridazines, K compounds, Inhibit Invasion, Migration and Angiogenesis in SK-Hep-1 Hepatocarcinoma Cells Possibly via MMP-2 Downregulation

  • Lee, Eun-Jung;Shin, Ilc-Hung;Kwon, Soon-Kyung
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.218.1-218.1
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    • 2003
  • Dietary organosulfur compounds have been shown to inhibit the proliferation of tumor cells. Synthetic sulfur-containing compounds including oltipraz exert chemopreventive and hepatoprotective effects. We previously showed that synthetic allylthiopyridazine derivatives designated as K compounds induced apoptosis in SK-Hep-1 hepatocarcinoma cells (Eur. J. Cancer: 37, 2104-10, 2001). (omitted)

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Biological Constituents of Aged Garlic Extract as Biomarker (숙성마늘 extract 의 biomarker로서 생리활성 성분)

  • Yang, Seung-Taek
    • Journal of Life Science
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    • v.19 no.1
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    • pp.138-146
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    • 2009
  • Garlic (Allium sativum) are an agronomically important genus because of their sulfur flavour components. The majority of the volatiles flavour principles are generated through the enzymatic hydrolysis of the non-volatile organosulfur compounds. However, these compounds may be possible sources of new novel bioacuve and therapeutic principles. Garlic has strong antioxidant activity, and epidemiological studies support the fad that diets rich of garlic may prevent some of the chronic diseases. The health cares of garlic likely arise from a wide variety of components, which may work synergistically. The chemical changes of garlic composition makes it plausible that a variation in processing can lead to acquisition of differential chemical compositions of garlic products. Especially highly unstable allicin can easily disappear during processing and are quickly transformed into a various organosulfur compounds. Various supplements of garlic, particularly aged garlic extract (AGE), are known to possess a promising antioxidant potential and are effective in prevention of chronic diseases because of the bioactive constituents. Although all of active ingredients of AGE are not elucidated, water-soluble components of AGE, including S-allylcysteine, S-allylmercaptane, steroid saponins, tetrahydro-${\beta}$-carboline derivatives, and fructosyl-arginine, appears to be associated with the pharmacological effects of AGE. Consequently, the allicin free garlic components such as S-allylcysteine, S-allylmercaptane, steroid saponins, tetrahydro-${\beta}$-carboline derivatives, and fructosyl-arginine can be applicable to standardization of the quality of commercial garlic products. This review provides an insight into garlic's biomarkers and presents evidence that they may either prevent or delay chronic disease associated with aging.

Analysis of Volatile Organosulfur Compounds in Korean Allium Species (국내산 Allium속(마늘, 양파, 대파)의 휘발성 함유황 유기화합물 분석)

  • Song, Hyun-Pa;Shim, Sung-Lye;Jung, In-Sun;Kim, Jun-Hyeong;No, Gi-Mi;Seo, Hye-Yeong;Kim, Dong-Ho;Kim, Kyong-Su
    • Food Science and Preservation
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    • v.16 no.6
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    • pp.929-937
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    • 2009
  • We identified volatile organic compounds in Korean Allium species. Volatile organic components in three Korean Allium species, dried garlic, dried onion, and dried Welsh onion, were extracted using a simultaneous distillation and extraction (SDE) method and identified by GC/MS analysis. The numbers of volatile compounds were 48, 32, and 33 in the three species, respectively. In dried onion, the major compounds were dipropyl trisulfide, methyl propyl trisulfide, and propanethiol. (Z), (E)-propenyl propyl trisulfide, methyl propyl trisulfide, and dipropyl trisulfide were detected at high levels in Welsh onion. In dried garlic, presence of the allyl group identified characteristic volatile organosulfur compounds including diallyl disulfide and diallyl trisulfide. Qualitative and quantitative analysis of volatile compounds in three Korean Allium species showed that sulfur-containing compounds were dominant, and allyl groups derived from (+)-S-(2-propenyl)-L-cysteine sulfoxide (ALLYL CSO, alliin) were more abundant in dried garlic, than in other materials.

Antioxidant Compounds and Activities of Methanolic Extracts from Steam-Dried Allium hookeri Root (증포 삼채뿌리 메탄올추출물의 항산화 성분 및 항산화 활성)

  • Jun, Hyun-Il;Yang, Jae-Heon;Song, Geun-Seoup;Kim, Young-Soo
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.45 no.12
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    • pp.1725-1731
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    • 2016
  • This study was carried out to investigate the effects of steam-drying on antioxidant compounds and antioxidant activity of Alliun hookeri root (AHR). The yield of methanolic extracts, total phenolic content (TPC), browning intensity (280 nm and 420 nm), and organosulfur compound contents (alliin and cycloalliin) in raw and steam-dried AHRs were 10.71~37.40%, $15.53{\sim}36.36{\mu}g/mg$, 0.48~2.09, 0.01~0.25, $1.46{\sim}700.61{\mu}g/mg$, and $1,173.95{\sim}2,182.60{\mu}g/mg$, respectively. Yield, TPC, and browning intensity of AHRs increased by steam-drying, whereas organosulfur compound contents decreased. Of all methanolic extracts from raw and steam-dried AHRs, four-time steam-drying showed the lowest $EC_{50}$ values (0.43, 7.53, 0.34, and 0.48 mg/mL, respectively) for DPPH radical scavenging activity, ABTS radical scavenging activity, SOD-like activity, and reducing power, whereas four-time steam-drying resulted in the highest TPC ($36.36{\mu}g/mg$) and browning intensity (2.09 and 0.25 at 280 and 420 nm, respectively). The antioxidant activities of methanolic extracts from raw and steam-dried AHRs were closely correlated with their TPC, browning intensity, and organosulfur compound content, showing correlation determination coefficient ($R^2$) values higher than 0.82. As a result, four-time steam-drying of AHRs could be useful as potential antioxidant sources.

Synthesis of 3-Allylthio-6-heterocyclylalkylaminopyidazine Derivatives and their Anti-tumor Activities Against SK-Hep-1 Human Liver Cancer Cells (3-Allylthio-6-heterocyclylalkylaminopyridazine 유도체 합성 및 SK-Hep-1 인간간암세포에 대한 항암효과)

  • Kwon Soon-Kyoung;Lee Myung-Sook
    • YAKHAK HOEJI
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    • v.49 no.6
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    • pp.505-510
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    • 2005
  • Allylthio group of allicin and other organosulfur compounds which are isolated from garlic is considered as a pharmacophore, a key structure component of the molecule which is responsible biological activities. In the foregoing studies various 3-allylthio -6- alkoxypyridazine derivatives (K- compounds ) and 3-allylthio -6- alkylthiopyridazine derivatives(Thio-K-compounds) were synthesized and their biological activities were tested in vivo. They showed good hepatoprotective activities on the carbon tetrachloride-treated mouse and aflatoxin Bl-treated rat and chemopreventive activities on bepatocarcinoma cells in rat as expected. Now 3-allylthio-6-heterocyclylalkylaminopyridazine derivatives that the oxygen atom at 6-Position of 3-allylthio-6-alkoxypyridazine is replaced by nitrogen (N) were synthesiz ed and their activities were tested in vitro against SK-Hep-1 human liver cancer cells. They showed good chemopreventive activities on hepatocarcinoma cells.