• 제목/요약/키워드: umbelliferone

검색결과 40건 처리시간 0.02초

Coumarins from the aerial parts of Artemisia iwayomogi Kitamura

  • Nguyen, Trong Nguyen;Jeon, Hyeong-Ju;Kim, Hyoung-Geun;Lee, Yeong-Geun;Lee, Seung Soo;Bang, Myun Ho;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • 제63권4호
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    • pp.335-338
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    • 2020
  • Artemisia iwayomogi (Compositae), a perennial mugwort, is native to Korea and widely distributed in Japan, Russia, and China. A. iwayomogi and A. capillaris are similar in morphology and pharmacological activity and have been used for the same medicinal purposes in Korea. While various ingredients such as coumarins and flavonoids and their activity studies have been reported for A. capillaris, few studies have been conducted on the pharmacologically active components of A. iwayomogi. In Korea, A. capillaris is not economical because only young leaves are used as a medicinal material. Because of this, A. iwayomogi is frequently used in Korea, indicating the need to study its pharmacologically active components. Therefore, a phytochemical study was initiated to isolate active compounds from the aerial parts of A. iwayomogi. Finally, four coumarins, umbelliferone (1), esculetin (2), grevillone (3), and scoparone (4) were isolated for the first time from the aerial parts of A. iwayomogi in this study.

참당귀의 무기성분, 유리당, 아미노산 및 지방산 함량 특성 (Characterization of Inorganic Components, Free Sugars, Amino Acids, and Fatty Acids in Angelica gigas Nakai)

  • 길현영;성은수;심재만;최선강;허권;유창연
    • 한국약용작물학회지
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    • 제23권6호
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    • pp.454-459
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    • 2015
  • Background : The major compounds of Angelica species are decursin, decursinol angelate, nodakenin, umbelliferone and ${\beta}$-sitosterol, which act anti-inflammatories, reduce pains, protect the liver and enhance the immune system. This study investigated the chemical compositions, minerals, metals, sugars and overall amino acid composition in Angelica gigas Nakai. Methods and Results : Powder of Angelica roots smaller than 30 mesh were used. Physico-chemical analysis revealed the presence of carbohydrates (62.0%), crude proteins (13.9%), moisture (11.4%), crude fats (7.3%) and ash (5.4%). Results showed that potassium was present in the highest amount (1,859 ppm), followed by magnesium (214.5 ppm), calcium (147.3 ppm) and sodium (6.0 ppm). Free sugar profiles showed the presence of sucrose (29.3 g/100 g). The total amino acids concentrations was 9,752 mg/100 g, the most common and dominant amino acids were arginine (2,181 mg/100 g), glutamic acid (1,212 mg/100 g) and aspartic acid (834 mg/100 g). The total free amino acids contents was 1,476 mg/100 g, in which the most common amino acid were arginine (932 mg/100 g), glutamic acid (127 mg/100 g), and ${\gamma}$-aminobutyric acid (80.4 mg/100 g). The fatty acid composition of A. gigas showed a higher concentration of unsaturated fatty acids such as linoleic acid (443.9 mg/100 g) and palmitic acid (181.3 mg/100 g) according to gas chromatography. Conclusions : These results showed that Angelica roots can be used in various fields of foods and medicines, and in the preparation of cosmetics.

황백(黃柏)으로부터 멜라닌 생합성 억제 물질의 분리 (Isolation of Melanin Biosynthesis Inhibitory Compounds from the Phellodendri Cortex)

  • 이종구;최지영;오준석;정희욱;최은향;이희상;김정아;장태수;손종근;이승호
    • 생약학회지
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    • 제38권4호
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    • pp.387-393
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    • 2007
  • By screening inhibitory activities on the melanin polymer biosynthesis in B-16 mouse melanoma cell lines, MeOH extract of Phellodendri Cortex was found to have inhibitory effect on melanin polymer biosynthesis. Twelve compounds were isolated from the MeOH extract of P. Cortex. They were identified as obacunone (1), limonin (2), ${\beta}-sitosterol$ (3), bis(2-methylheptyl) phthalate (4), cycloeucalenol (5), berberine (6), palmatine (7), jatrorrhizine (8), syringin (9), umbelliferone (10), rutaecarpine (11) and scopoletin (12) by comparison of their physical and spectral data with those of authentic samples. Among the isolated compounds, berberine (6) and palmatine (7) showed potent inhibitory effect on the melanin polymer biosynthesis in cultured B-16 mouse melanoma cell lines, with Inhibition rate of 96% and 90%, respectively. As a positive control, arbutin exhibited an inhibition rate of 56%.

Chemical Constituents from Leaves of Pileostegia viburnoides Hook.f.et Thoms

  • Li, Xiao Jun;Liu, Zu Zhen;Kim, Kwan-Woo;Wang, Xiang;Li, Zhi;Kim, Youn-Chul;Yook, Chang Soo;Liu, Xiang Qian
    • Natural Product Sciences
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    • 제22권3호
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    • pp.154-161
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    • 2016
  • Phytochemical investigation on the leaves of Pileostegia viburnoides Hook.f.et Thoms led to the isolation of twenty-five compounds, and their structures were identified as n-dotriacontane (1), taraxeryl acetate (2), friedelin (3), epifriedelinol (4), canophyllal (5), stigmast-4-en-3-one (6), stigmasterol (7), (24R)-5A-stigmastane-3,6-dione (8), ursolic acid (9), pomolic acid (10), umbelliferone (11), 4-epifriedelin (12), n-octatriacontanol (13), ${\beta}$-amyrin (14), ${\alpha}$-amyrin (15), taraxerol (16), nonadecanol (17), friedelane (18), arachic acid (19), protocatechuic acid (20), n-pentatriacontanol (21), hexadecanoic acid (22), vincosamide (23), daucosterol (24), and skimming (25), respectively. To our best knowledge, compounds 1, 2, 12, 13, 17 - 19 and 21-23 were new within Saxifragaceae family. Compounds 15, 16, and 20 were produced from this genus for the first time. Compounds 4, 14 and 25 were first obtained from species P. viburnoides and compounds 3, 5 - 11, and 24 were achieved from the leaves of P. viburnoides for the first time. Furthermore, the anti-neuroinflammatory activity of these isolates was evaluated.

5-Lipoxygenase Inhibition of the Fructus of Foeniculum vulgare and Its Constituents

  • Lee, Je-Hyeong;Lee, Dong-Ung;Kim, Yeong-Shik;Kim, Hyun-Pyo
    • Biomolecules & Therapeutics
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    • 제20권1호
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    • pp.113-117
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    • 2012
  • The fruits of Foeniculum vulgare (Foeniculi Fructus) have been widely used in Chinese medicine as an antiemetic, ameliorating stomach ailments and as an analgesic. In order to establish its potential for antiallergic use, inhibitory actions of the fruit on 5-lipoxgenase (5-LOX) and ${\beta}$-hexosaminidase release were evaluated. The 70% ethanol extract of this plant material (FR) considerably inhibited 5-LOX-catalyzed leukotriene production from A23187-induced rat basophilic leukemia (RBL)-1 cells. The $IC_{50}$ was $3.2{\mu}g/ml$. From this extract, 12 major compounds including sabinene, fenchone, ${\gamma}$-terpinene, ${\alpha}$-pinene, limonene, p-anisylacetone, panisylaldehyde, estragole (4-allylanisole), trans-anethole, scopoletin, bergapten and umbelliferone were isolated. And it was found that several terpene derivatives including ${\gamma}$-terpinene and fenchone as well as phenylpropanoid, trans-anethole, showed considerable inhibitory action of 5-LOX. In particular, the $IC_{50}$ of trans-anethole was $51.6{\mu}M$. In contrast, FR and the isolated compounds did not show considerable inhibitory activity on the degranulation reaction of ${\beta}$-hexosaminidase release from antigen-treated RBL-2H3 cells. Against arachidonic acid-induced ear edema in mice, FR and trans-anethole showed significant inhibition by oral administration at doses of 100-400 mg/kg. In conclusion, FR and several major constituents are 5-LOX inhibitors and they may have potential for treating 5-LOX-related disorders.

In Vitro Free Radical and ONOO- Scavengers from Sophora flavescens

  • Jung, Hee-Jin;Kang, Sam-Sik;Hyun, Sook-Kyung;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • 제28권5호
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    • pp.534-540
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    • 2005
  • Activity-guided fractionation of the CH$_2Cl_2$-soluble fraction of the roots of Sophora flavescens furnished five 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scaveng ers: trans-hexadecyl ferulic acid (1) cis-octadecyl ferulic acid (2), trans-hexadecyl sinapic acid (3), (-)-4-hydroxy-3-methoxy-(6aR,11aR)-8, 9-methylenedioxypterocarpan (4) and desmethylanhydroicaritin (8), along with nine known inactive compounds: (-)-maackiain (5), xanthohumol (6), formononetin (7), (2S)-2'-methoxykurarinone (9), (2S)-3${\beta}$,7,4'-trihydroxy-5-methoxy-8-(${\gamma},{\gamma}$- imethylallyl )-flavanone (10), (2S)-7,4'-dihydroxy-5-methoxy-8- (${\gamma},{\gamma}$-dimethylallyl ) -flavanone (11), umbelliferone (12), kuraridin (13), and trifolirhizin (14). Compounds 1-4 and 8 exhibited DPPH free radical scavenging effects at IC$_{50}$ values of 33.01 ${\pm}$ 0.20, 57.06 ${\pm}$ 0.16, 39.84 ${\pm}$ 0.36, 35.83 ${\pm}$ 0.47, and 18.11 ${\pm}$ 0.04${\mu}$M, respectively. L-Ascorbic acid, when used as a positive control, exhibited an IC$_{50}$ value of 7.39 ${\pm}$ 0.01 ${\mu}$M. Compounds 1-4 and 8 also appeared to exert significant scavenging effects on authentic ONOO-, with IC$_{50}$ values of 5.76 ${\pm}$ 1.19, 15.06 ${\pm}$ 1.64, 8.17 ${\pm}$ 4.97, 1.95 ${\pm}$ 0.29 and 4.06 ${\pm}$ 2.41 ${\mu}$M, respectively. Penicillamine (IC$_{50}$= 2.36 ${\pm}$ 0.79${\mu}$M) was used as a positive control. In addition, compounds 2,4,6,8, and 10 were isolated from this plant for the first time.

은행잎에 함유된 생리활성물질의 동정 (Identification of Biologically Active Substances from Ginkgo biloba L.)

  • 남상진;김길웅;신동현;황선주
    • 한국잡초학회지
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    • 제17권4호
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    • pp.421-430
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    • 1997
  • 채취시기(採取時期)를 달리한 초록과 노란은행잎으로부터의 수용추출물(水溶抽出物)에 대한 벼, 피, 바랭이 및 상추의 제초활성검정(除草活性檢定)과 지방산(脂肪酸) 성분(成分)과 페놀성 물질(物質)을 분리(分離) 동정(同定)하여 얻어진 결과(結果)는 다음과 같다. 1. 은행잎 수용(水溶) 추출물(抽出物)은 벼, 피, 바랭이, 상추의 발아(發芽)와 생육(生育)을 크게 억제(抑制)시켰으며, 특히 20% 수용추출액(水溶抽出液)인 경우는 억제효과(抑制效果)가 뛰어났다. 초록과 노란은행잎 수요 추출물간의 생리활성정도는 별 차이가 없었다. 2. 은행잎의 지방산(脂肪酸)을 검정(檢定)한 결과(結果), 지방산(脂肪酸)이 검정(檢定)되었으며, 그 중에서도 Linolenic acid, Palmitic acid가 많이 포함(包含)되어 있었다. 또한 계절에 따라 은행잎에 함유(含有)된 지방산(脂肪酸)의 함량(含量)이 다소 변화(變化)함을 알 수 있었다. 3. GLC로 phenolic acids를 동정(同定)한 결과(結果), 모든 fraction에서 Salicylic acid의 높은 비율(比率)을 관찰(觀察)할 수 있었으며, 또한 p-coumaric acid, phloroglucinol 등도 검정(檢定)되었다.

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Chemical Constituents of the Root of Dystaenia takeshimana and Their Anti-Inflammatory Activity

  • Kim, Ju-Sun;Kim, Jin-Cheul;Shim, Sang-Hee;Lee, Eun-Ju;Jin, Wen-Yi;Bae, Ki-Hwan;Son, Kun-Ho;Kim, Hyun-Pyo;Kang, Sam-Sik;Chang, Hyeun-Wook
    • Archives of Pharmacal Research
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    • 제29권8호
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    • pp.617-623
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    • 2006
  • In our ongoing search for bioactive compounds originating from the endemic species in Korea, we found that the hexane and EtOAc fractions of the MeOH extract from the root of Dystaenia takeshimana (Nakai) Kitagawa (Umbelliferae) showed cyclooxygenase-2 (COX-2) and 5- lipoxygenase (5-LOX) dual inhibitory activity by assessing their effects on the production of prostaglandin $D_2\;(PGD_2)$ and leukotriene $C_4\;(LTC_4)$ in mouse bone marrow-derived mast cells. By activity-guided fractionation, five coumarins, viz. psoralen (2), xanthotoxin (3), scopoletin (4), umbelliferone (5), and (+)-marmesin (6), together with ${\beta}-sitosterol$ (1), were isolated from the hexane fraction, and two phenethyl alcohol derivatives, viz. 2-methoxy-2-(4'-hydroxyphenyl)ethanol (7) and 2-hydroxy-2-(4'-hydroxyphenyl)ethanol (8), three flavonoids, viz. apigenin (9), luteolin (10), and cynaroside (11), as well as daucosterol (12) were isolated from the EtOAc fraction using silica gel column chromatography. In addition, D-mannitol (13) was isolated from the BuOH fraction by recrystallization. Two of the coumarins, scopoletin (4) and (+)- marmesin (6), the two phenethyl alcohol derivatives (7, 8) and the three flavonoids (9-11) were isolated for the first time from this plant. Among the compounds isolated from this plant, the five coumarins as well as the three flavonoids showed COX-2/5-LOX dual inhibitory activity. These results suggest that the anti-inflammatory activity of D. takeshimana might in part occur via the inhibition of the generation of eicosanoids.

Effects of Medicinal herb Extracts and their Components on Steatogenic Hepatotoxicity in Sk-hep1 Cells

  • Choi, You-Jin;Yoon, Yu-Jin;Choi, Ho-Sung;Park, So-Ra;Oh, Se-Hee;Jeong, Se-Mi;Suh, Hyo-Ryung;Lee, Byung-Hoon
    • Toxicological Research
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    • 제27권4호
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    • pp.211-216
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    • 2011
  • Herbal medicines are widely used in many countries for the treatment of many diseases. Although the use of herb extracts as alternative medicine is growing, their toxicological properties have not been thoroughly investigated. In this study, we have investigated the effects of water and ethanol extracts of 18 herbs on the hepatic lipid metabolism and steatogenic hepatotoxicity. Ethanol extracts of Cirsium japonicum, Carthamus tinctorius, Rehmanniae glutinosa (preparata), Polygala tenuifolia, Foeniculum vulgare, Polygonum multiflorum, and Acorus gramineus and water extracts of Polygonum multiflorum and Rehmanniae glutinosa induced lipid accumulation in Sk-hep1 human hepatoma cells as determined by Nile red staining. These extracts increased the luciferase activity of sterol regulatory element (SRE) and decreased that of peroxisome proliferator response element (PPRE), indicating the possibilities of enhanced fatty acid synthesis and decreased fatty acid oxidation. To identify the components responsible for the fat accumulation, we tested 50 chemicals isolated from the nine herbs. Apigenin, luteolin, pectolinarin and lupeol from Cirsium japonicum, 8-methoxypsoralen and umbelliferone from Foeniculum vulgare and pomonic acid and jiocerebroside from Rehmanniae glutinosa significantly increased the accumulation of lipid droplets. These results suggest that ethanol extracts of Cirsium japonicum, Carthamus tinctorius, Rehmanniae glutinosa (preparata), Polygala tenuifolia, Foeniculum vulgare, Polygonum multiflorum, and Acorus gramineus and water extracts of Polygonum multiflorum and Rehmanniae glutinosa can cause fatty liver disease by decreasing ${\beta}$-oxidation of fatty acid and increasing lipogenesis.

쑥(산쑥)의 물 추출물과 에테르 추출물의 항산화 효과 (Antioxidative Effectiveness of Water Extract and Ether Extract in Wormwood(Artemisia montana Pampan))

  • 이기동;김정숙;배재오;윤형식
    • 한국식품영양과학회지
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    • 제21권1호
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    • pp.17-22
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    • 1992
  • 탈지된 산쑥(Artemisia montana Pampan)으로부터 물 추출물 및 에테르 추출물인 유리형 페놀산, 에스터형 및 불용성 페놀산을 추출하였다. 각 추출물들은 시판용 식용 대두유를 기질로 하여 $45^{\circ}C{\pm}1^{\circ}C$, 빛이 없는 항온기에서 32일간 저장하였으며, 매 4일 간격으로 과산화물가와 TBA치를 측정하였다. 물 추출물을 첨가한 시험구에서 항산화 효력이 모두 대조구보다 높게 나타나 BHA와 유사한 효력을 보였으나 BHT보다는 모두 항산화 효과가 낮게 나타났다. 에테르 추출물인 유리형, 에스터형 및 불용성 페놀산을 첨가한 시험구에서는 대조구보다 항산화 효력이 높았으며 유리형은 항산화 효력이 BHA와 유사했고 에스터형은 BHA보다 높고 BHT보다 낮게 나타난 반면 불용성 페놀산은 BHT보다 항산화 효력이 높게 나타남을 보여 주었다. 그리고 세가지 페놀산 추출물 중에서는 불용성 페놀산이 가장 강한 항산화 효과를 나타내었고 에스터형, 유리형 순이었다. Gas chromatography 로 부터 분리 동정된 페놀산은 catechol, vanillin, umbellinferone, protocatechuic acid, ferulic acid, caffeic acid였다. 이상의 결과들을 종합해 볼때 약용으로 사용하고 있는 산쑥은 caffeic acid, catechol, protocatechuic acid등의 항산화 효력이 강한 성분이 많이 함유되어 있으므로 식용대두유 기질에서 좋은 항산화 효력를 나타낸다고 생각된다.

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