• 제목/요약/키워드: Sesquiterpenoids

검색결과 29건 처리시간 0.017초

A Brief Review on Murraya paniculata (Orange Jasmine): pharmacognosy, phytochemistry and ethanomedicinal uses

  • Deepa Joshi;Kashmira J. Gohil
    • 대한약침학회지
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    • 제26권1호
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    • pp.10-17
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    • 2023
  • Objectives: Murraya paniculata (family-Rutaceae), popularly known as orange jasmine, is the most important evergreen plant. The Rutaceae family is economically significant due to its diverse edible fruits and essential oils. Methods: Murraya paniculata extracts (MPE) of leaf have been shown to include phenolic compounds, highly oxygenated flavonoids, flavanones, sesquiterpenoids, polymethoxy glycosides, and coumarins. Cyclocitral, methyl salicylate, trans-nerolidol, cubenol, isogermacrene, -cadinol, and cubeb-11-ene are all abundant in MPE. The usages of various parts of this plant, such as bark, leaves and flower, as a remedy for a variety of ailments as widely recorded in the traditional literature. The plant has anti-diabetic, anti-obesity, antibacterial, anti-implantation, anti-oxidative, cytotoxic, anti-diarrheal, antidepressant and anti-anxiety properties and many others. Results: The goal of the review is to reignite interest in this potential plant, encouraging researchers to continue their research in order to uncover novel therapeutic compounds for the treatment and management of a range of infections. The current review provided a comprehensive overview of this traditional unique plant. Conclusion: The review paves a way for exploring its active chemical elements with substantial pharmacological values further for potential benefits of mankind.

Suppressive effects on the expression of cyclooxygenase-2 and inducible nitric oxide synthase by a natural sesquiterpenoid in lipopolysaccharide-stimulated mouse macrophage cells

  • Min, Hye-Young;Park, Hyen-Joo;Park, Eun-Jung;Lee, Sang-Kook
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 2003년도 Annual Meeting of KSAP : International Symposium on Pharmaceutical and Biomedical Sciences on Obesity
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    • pp.101-101
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    • 2003
  • Prostaglandins (PGs) and nitric oxide (NO) produced by inducible cyclooygenase (COX-2) and nitric oxide synthase (iNOS), respectively, have been implicated as important mediators in the process of inflammation and carcinogenesis. On this line, the potential COX-2 or iNOS inhibitors have been considered as anti-inflammatory and cancer chemopreventive agents. In our continuing efforts of searching for novel cancer chemopreventive agents from natural products, we isolated natural sesquiterpenoids as potential COX-2 and iNOS inhibitors in cultured lipopolysaccharide (LPS)-activated mouse macrophage RAW 264.7 cells. Alantolactone, a natural eudesmane-type sesquiterpenoid, exhibited a potent inhibition of COX-2 (IC50 = 0.4 $\mu\textrm{g}$/$m\ell$) and iNOS activity (IC50 = 0.08 $\mu\textrm{g}$/$m\ell$) in the assay system determined by PGE2 and NO accumulation, respectively. The inhibitory potential of alantolactone on the PGE2 and NO production was well coincided with the suppression of COX-2 and iNOS protein and mRNA expression in LPS-induced macrophages. Furthermore, alantolactone inhibited NF-kB but not AP-l binding activity on nuclear extracts evoked by LPS-stimulated macrophage cells, suggesting the possible involvement of NF-kB in the regulation of COX-2 and iNOS expression. In further study with COX-2-expressing human colon HT-29 cells, alantolactone inhibited the cell proliferation, down-regulated COX-2, and inhibited the ERK phosphorylation in the early time. These results suggest that a natural sesquiterpenoid alantolactone might be a potential lead candidate for further developing COX-2 or iNOS inhibitor possessing cancer chemopreventive or anti-inflammatory activity

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Di- and Sesqui-Terpenoids Isolated from the Pods of Sindora sumatrana and Their Potential to Inhibit Lipopolysaccharide-Induced Nitric Oxide Production

  • Jang, Dae-Sik;Min, Hye-Young;Jeong, Yeon-Hee;Lee, Sang-Kook;Seo, Eun-Kyoung
    • Archives of Pharmacal Research
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    • 제27권3호
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    • pp.291-294
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    • 2004
  • Activity-guided fractionation of the n-hexane and ${CHCl_3}-soluble$ fractions of Sindora sumatrana using a bioassay based on the inhibition of lipopolysaccharide (LPS)-induced nitric oxide (NO) production by inducible nitric oxide synthase (iNOS) in murine macrophage RAW 264.7 cells led to the isolation of the known compound, $(+)-7{\beta}-acetoxy-15,16-epoxy-3$, 13(16), 14-clero-datriene-18-oic acid (2) as an active constituent. In addition, a new trans-clerodane diterpenoid, (+)-2-oxokolavenic acid (1), together with six known compounds, (+)-3, 13-clerodadiene-16,15-olide-18-oic acid (3), $(+)-7{\beta}-acetoxy-3$,13-clerodadiene-16,15-olide-18-oic acid (4), $(+)-7{\beta}-acetoxy-16-hydroxy-3$,13-clerodadiene-16, 15-olide-18-oic acid (5), ${\beta}-caryophyllene$ oxide (6), $clovane-2{\beta},9{\beta}-diol (7),{\;}and{\;}caryolane-1,9{\beta}-diol$ (8) were isolated and found to be inactive. The structure of compound 1 was determined using physical and spectroscopic methods such as 1D and 2D-NMR experiments. The known compounds 2-8 were identified by the spectroscopic data and by comparison with the published values. Of eight isolates (1-8), only compound 2 exhibited an iNOS inhibitory activity with $IC_{50}$/ value of $51.6{\;}\mu\textrm{m}M$.

생강나무 잎과 가지의 정유성분 (Essential Oils from Leaves and Twigs of Lindera obtusiloba)

  • 권동주;김진규;배영수
    • 한국산림과학회지
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    • 제96권1호
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    • pp.65-69
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    • 2007
  • 생강나무(Lindera obtusiloba Blume) 잎과 가지의 정유성분을 수증기 증류법으로 분리하고 GC-MS로 NIST와 Wiley 6 Library 스펙트럼과 비교하여 구성성분을 분석하였다. 생강나무 잎과 가지에서 총 24개의 성분을 동정하였으며 sesquiterpene 화합물들이 주요 구성성분이었다. 생강나무 잎에서 분리한 정유의 주요 구성성분은 germacrene B(17.78%), ${\beta}-caryophyllene$(17.50%), phytol isomaer(13.36%), $(-)-{\beta}-elemene$(11.07%) 등이었고, 가지에서는 ${\beta}-elemol$(24.47%), ${\alpha}-cadinol$(13.73%), camphor(9.83%) and ${\beta}-citronellol$ (9.54%) 등이 주요 구성성분이었다. Acyclic diterpene인 phytone, phytol 및 phytol isomer 등의 화합물들은 생강나무 잎에서 처음 분석되었다.

A Curcuminoid and Two Sesquiterpenoids from Curcuma zedoaria as Inhibitors of Nitric Oxide Synthesis in Activated Macrophages

  • Jang, Mi-Kyung;Lee, Hwa-Jin;Kim, Ji-Sun;Ryu , Jae-Ha
    • Archives of Pharmacal Research
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    • 제27권12호
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    • pp.1220-1225
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    • 2004
  • The overproduction of nitric oxide (NO) by inducible nitric oxide synthase (iNOS) is known to be responsible for vasodilation and hypotension observed in septic shock and inflammation. Inhibitors of iNOS, thus, may be useful candidates for the treatment of inflammatory diseases accompanied by overproduction of NO. In the course of screening oriental anti-inflammatory herbs for the inhibitory activity of NO synthesis, a crude methanolic extract of Curcuma zedoaria exhibited significant activity. The activity-guided fractionation and repetitive chromatographic procedures with the EtOAc soluble fraction allowed us to isolate three active compounds. They were identified as 1,7-bis (4-hydroxyphenyl)-1,4,6-heptatrien-3-one (1), procurcumenol (2) and epiprocurcumenol (3) by spectral data analyses. Their concentrations for the 50% inhibition of NO production $(IC_{50})$ in lipopolysaccharide (LPS)-activated macrophages were 8, 75, 77 ${\mu}M$, respectively. Compound 1 showed the most potent inhibitory activity for NO production in LPS-activated macrophages, while the epimeric isomers, compound 2 and 3 showed weak and similar potency. Inhibition of NO synthesis by compound 1 was very weak when activated macrophages were treated with 1 after iNOS induction. In the immunoblot analysis, compound 1 suppressed the expression of iNOS in a dose-dependent manner. In summary, 1,7-bis (4-hydroxyphenyl)-1,4,6-heptatrien-3-one from Curcuma zedoaria inhibited NO production in LPS-activated macrophages through suppression of iNOS expression. These results imply that the traditional use of C. zedoaria rhizome as anti-inflammatory drug may be explained at least in part, by inhibition of NO production.

향일규 잎의 에탄올 추출물에 대한 주요 성분 동시 정량분석 (Simultaneous Quantitative Analysis of Major Constituent of Ethanol Extract from Leaves of Helianthus annuus L.)

  • 김은남;전상용;정길생
    • 생약학회지
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    • 제52권2호
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    • pp.112-117
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    • 2021
  • Helianthus annuus L. has been reported with various pharmacological activities such as antibacterial, antidiabetic, and antioxidant effects. According to recent studies, H. annuus L. is known to contain components such as phenolic compounds, flavonoids, alkaloids, sesquiterpenoids, and lignans. The seeds of H. annuus L. have been reported to contain chlorogenic acid and di-O-caffeoylquinic acid as major components. However, studies on the main components and content of leaves of H. annuus L. are still incomplete. Therefore, in this study, the contents of four major components of H. annuus L. were evaluated by simultaneous quantitative analysis with high performance liquid chromatography (HPLC)-diode array detector (DAD). The isolated four compounds Caffeoylquinic acid(CQA), 3,4-dicaffeoylquinic acid(3,4-DCQA), 3,5-dicaffeoylquinic acid(3,5-DCQA) and 4,5-dicaffeoylquinic acid(4,5-DCQA) were shown in a large linearity with a correlation coefficient (R2) of 0.99. In addition, as a result of intra-inter day analysis of four major compounds by the analysis method of this study, the accuracy of 88.46% or more and less than 112.85% and excellent precision of less than 3% were shown, the content analysis showed CQA (0.383±0.018 mg/g), 3,4-DCQA (0.282±0.017 mg/g), 3,5-DCQA (1.109±0.068 mg/g), and 4,5-DCQA (0.673±0.020 mg/g).

Comparative Phytochemical Profiling of Methanolic Extracts of Different Parts of White Dandelion (Taraxacum coreanum) using Hybrid Ion-mobility Q-TOF MS

  • Hyemi Jang;Mira Choi;Eunmi Lee;Kyoung-Soon Jang
    • Mass Spectrometry Letters
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    • 제15권2호
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    • pp.95-106
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    • 2024
  • Taraxacum coreanum, known as the native Korean white dandelion, has been historically used in traditional medicine due to its various therapeutic properties. However, the specific benefits and mechanisms of white dandelion in alleviating particular symptoms or diseases remain uncertain due to the complexity of its phytochemical profile. In this study, we aimed to elucidate the phytochemical profiles of methanolic extracts of different parts of the white dandelion (flower, leaf, stem, and root) using hybrid ion-mobility Q-TOF MS. Using the trapped ion mobility-based PASEF technique, 3715 and 2114 molecular features with MS2 fragments were obtained in positive and negative ion modes, respectively, and then a total of 360 and 156 phytochemical compounds were annotated by matching with a reference spectral library in positive and negative ion modes, respectively. Subsequent feature-based molecular networking analysis revealed the phytochemical differences across the four different parts of the white dandelion. Our findings indicated that the methanolic extracts contained various bioactive compounds, including lipids, flavonoids, phenolic acids, and sesquiterpenes. In particular, lipids such as linoleic acids, lysophosphatidylcholines, and sesquiterpenoids were predominantly present in the leaf, while flavonoid glycosides and lysophosphoethanolamines were notably enriched in the flower. An assessment of the total phenolic content (TPC) and total flavonoid content (TFC) of the methanolic extracts revealed that the majority of phytochemicals were concentrated in the flower. Interestingly, despite the root extract displaying the lowest TPC and TFC values, it exhibited the highest radical scavenging rate when normalized to TPC and TFC, suggesting a potent antioxidant effect. These findings and further investigations into the biological activities and medicinal potential of the identified compounds, particularly those exclusive to specific plant parts, may contribute to the development of novel therapeutic agents derived from white dandelion.

산국의 수량, 무기물 및 유효성분에 미치는 ABA와 SA의 효과 (Effect of ABA and Salicylic Acid on Yields, Mineral Contents and Active Components of Chrysanthemum boreale M.)

  • 이경동;;양민석
    • 한국약용작물학회지
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    • 제12권6호
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    • pp.508-514
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    • 2004
  • 우수한 자생식물자원인 산국의 수량과 유효성분을 높이기 위해 식물생장조절제 ABA와 SA를 처리한 결과를 요약하면 다음과 같다. 1. 꽃의 건물수량은 ABA, SA과 ABA+SA 처리구에서 무처리구보다 증가되었으며, ABA 처리구보다는 SA 처리구가 증수되었다. 2. 무기성분의 함량변화는 SA 처리구가 다른 처리구들에 비하여 질소, 인산, 마그네슘의 함량이 증가하였으나 칼륨의 흡수는 오히려 감소하였다. 3. 아미노산함량은 SA 처리구와 ABA+SA 처리구는 ABA 처리구보다 높았다. 4. 생장조절제처리는 정유함량을 증가시켰으며, 그 반응은 monoterpenoid계 화합물보다는 sesquiterpennoid계 화합물에서 더 민감하였다. 5. Cumambrin A의 함량은 ABA 처리구에서 증가하였고, SA 처리구에서는 차이가 없었다.

편백과 화백의 잎과 열매에서 분리한 정유성분의 조성 (Composition of Essential Oils from the Leaves and the Fruits of Chamaecyparis obtusa and Chamaecyparis pisifera)

  • 홍철운;김철생;김남균;김영회
    • Applied Biological Chemistry
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    • 제44권2호
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    • pp.116-121
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    • 2001
  • 국내산 편백과 화백의 잎과 열매로부터 정유를 분리한 다음 GC 및 GC-MS자 이용하여 구성성분을 분석하였다. 편백의 잎과 열매중의 정유함량은 각각 0.83%와 1.36%이었고, 화백의 잎과 열매에서는 각각 0.92%와 1.28%이었다. 4종의 시료에서 90여종의 성분을 동정하였는데 모든 시료에서 공통적으로 monoterpenoid류와 sesquiterpenoid류가 주요 구성성분이었고, 화백의 잎과 열매에서 분리한 정유에서는 편백에서 분리한 정유보다 특히 monoterpene류의 함유비율이 높은 편이었다. 편백의 잎에서 분리한 정유의 주요 구성성분은 sabinene(11.81%), limonene(7.73%), bornyl acetate(6.92%), $borneol+{\alpha}-teirineol$(15.67%), elemol(12.82%)이었고, 열매에서 분리한 정유에서는 myrcene(8.12%), ${\gamma}-terpinene$(5.91%), p-cymene(7.62%), $borneol+{\alpha}-terpineol$(6.53%) 및 ${\beta}-caryophyllene$ (23.74%)이 주요 성분이었다. 화백의 경우 잎에서는 ${\alpha}-pinene$(32.34%), ${\delta}-3-carene$(25.28%), myrcene(11.72%), bornyl acetate(8.77%)가 주요 구성성분이었고, 열매에서는 ${\alpha}-pinene$ (29.38%), ${\delta}-3-carene$(30.27%), myrcene(15.05%), limonene(8.10%) 등이 주요 구성성분이었다. 화백의 잎과 열매에서 분리한 정유는 편백의 잎과 열매에서 분리한 정유에 비해 ${\alpha}-pinon$${\delta}-3-carene$의 함유비율이 높은 반면 $borneol+{\alpha}-ternineol$의 함유비율은 낮은 것이 특징이었다.

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