• 제목/요약/키워드: terpenoids

검색결과 147건 처리시간 0.024초

Studies on Chemical Constituents of Three Marine Sponges, Siphonochalina siphonella in Egypt and Arenosclera sp. and Gelliodes sp. in Vietnam

  • 기대원
    • 한국자원식물학회:학술대회논문집
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    • 한국자원식물학회 2020년도 추계국제학술대회
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    • pp.16-44
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    • 2020
  • Cancer is the second leading cause of death in the world. According to the 2018 reports, one in six people worldwide is reported to die as a result of cancer. The discovery of anticancer drugs has been utilized extensively, but there has been no report on excellent selective activity in cancer cells. The discovery of bioactive substances from marine sponges has been the limelight in the pharmaceutical field over the past decade owing to the production of many bioactive compounds from the sponges to protect themselves against the environment. On top of that, marine sponges also produced cytotoxic compounds such as terpenoids, alkaloids, steroids, and peptides which suggests that marine sponges have high potential in the development of anticancer drugs. Thus, this study aimed to obtain new cytotoxic compounds from S. siphonella in Egypt and Arenoscelra sp. and Gelliodes sp. in Vietnam, and further investigation of the extract from these marine sponges led to isolation of ten new compounds and 21 known compounds. Chapter 1 will discuss about the isolation and structure elucidation of eight new polyacetylene derivatives from S. siphonella and their cytotoxic activities. The isolation and structural elucidation of one new polybrominated iododiphenyl ether from Arenosoclea sp. as well as cytotoxic activities of the isolated compounds will be reported in chapter 2. Finally, isolation and structure elucidation of new compounds from the marine sponge Gelliodes sp. and their cytotoxic activities will be discussed in chapter 3.

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Physicochemical characteristics and volatile profile of novel lemon varieties, Minimon and Jeramon

  • Heejin Kang;Sunmee Lee;Jaecheol Kim;Hyosun Park;Suna Kim
    • 한국식품저장유통학회지
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    • 제30권5호
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    • pp.770-784
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    • 2023
  • Although most lemons are imported into Korea, their consumption is increasing. Development of domestic varieties of Jeramon and Minimon is currently underway in an effort to meet the increasing demand for fresh lemons. In this study, an analysis of the physicochemical characteristics of Jeramon and Minimon, including their flavor components and antioxidant properties, was conducted. The results revealed that these new varieties of Korean lemon can be regarded as good sources of antioxidants and phytochemicals. Compared to Sunkist, the most consumed lemon variety in Korea, Minimon contained more than twice as much β-cryptoxanthin, and the content of L-ascorbic acid was more than three-four-fold higher in both Minimon and Jeramon. In addition, results from measurement of DPPH and ABTS radical scavenging activities indicated that Jeramon extract exhibited the highest antioxidant activity. In the volatile profile analysis, the profiles of volatile components showed high similarity among the three lemon samples, and the composition ratio was largely dominated by terpenoids. A markedly higher ratio of d-limonene and thymol was detected in the Minimon variety compared with that in the other two varieties. Collectively, the findings from this study on Korean lemon varieties provide a basis as well as valuable guidance for breeding domestic lemon varieties.

Structural Insights into the Interaction of Terpenoids with Streptomyces avermitilis CYP107P2

  • Eunseo Jeong;Vitchan Kim;Changmin Kim;Yoo-bin Lee;Donghak Kim
    • Biomolecules & Therapeutics
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    • 제32권4호
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    • pp.474-480
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    • 2024
  • Streptomyces avermitilis genome includes 33 genes encoding monooxygenation-catalyzing cytochrome P450 enzymes. We investigated the structure of CYP107P2 and its interactions with terpenoid compounds. The recombinant CYP107P2 protein was expressed in Escherichia coli and the purified enzyme exhibited a typical P450 spectrum upon CO-binding in its reduced state. Type-I substrate-binding spectral titrations were observed with various terpenoid compounds, including α-pinene, β-pinene, α-terpinyl acetate, and (+)-3-carene. The calculated binding affinities (Kd) ranged from 15.9 to 50.8 µM. The X-ray crystal structure of CYP107P2 was determined at 1.99 Å resolution, with a well-conserved overall P450 folding conformation. The terpenoid compound docking models illustrated that the structural interaction between monoterpenes and CYP107P2, with the distance between heme and terpenes ranging from 3.4 to 5.4 Å, indicates potential substrate binding for P450 enzyme. This study suggests that CYP107P2 is a Streptomyces P450 enzyme capable of catalyzing terpenes as substrates, signifying noteworthy advancements in comprehending a novel P450 enzyme's involvement in terpene reactions.

Aristolochia ringens extract ameliorates oxidative stress and dyslipidaemia associated with streptozotocin-induced hyperglycaemia in rats

  • Sulyman, Abdulhakeem Olarewaju;Akolade, Jubril Olayinka;Aladodo, Raliat Abimbola;Ibrahim, Rasheed Bolaji;Na'Allah, Asiat;Abdulazeez, Azeemat Titilola
    • 셀메드
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    • 제8권3호
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    • pp.12.1-12.7
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    • 2018
  • The study was designed to assess antioxidant and antidyslipidaemic effects of terpenoid-rich extract from the root of Aristolochia ringens V. Hyperglycemia-induced oxidative stress and dyslipidemia were established in rats by single intraperitoneal administration of 65 mg/kg bw streptozotocin. Based on therapeutic dose determined in previous study, streptozotocin-induced rats were orally administered with 75 and 150 mg/Kg bw of A. ringens extract for 14 days. Total protein, serum lipid profiles and biomarkers of oxidative stress in liver and kidney of the experimental rats were determined. Atherogenic and cardiovascular disease risk indices were computed. Streptozotocin-induced hyperglycaemia significantly (p < 0.05) decreased activities of superoxide dismutase, catalase and glutathione transferase as well as the amount of reduced glutathione in both tissues indicating oxidative stress induced kidney and liver injury due to glucotoxicity. In comparison to non-treated hyperglycaemic rats, activities of the antioxidant enzymes and concentration of glutathione-H were significantly (p < 0.0001) increased, whereas malondialdehyde was reduced in the tissues of rats treated with both 75 and 150 mg/Kg bw of the extract. The extract also caused significant (p < 0.001) reduction in elevated levels of total cholesterol, triglycerides and low density lipoprotein-cholesterol levels, whereas concentration of the attenuated high density lipoprotein-cholesterol was increased in serum of the treated rats. Reduced atherogenic and cardiac risk indices were projected for the A. ringens extract-treated groups. Results from this study showed that extract from A. ringens root was rich in terpenoids and may reduce risks of complications associated with hyperglycemia-induced oxidative stress and dyslipidemia.

Effect of various chromatographic terpenoid fractions of Luffa cylindrica seeds on in-vitro antimicrobial studies

  • Nagarajan, K.;Saxena, Pallavi;Mazumder, Avijit;Ghosh, L.K.;Devi, G. Uma
    • Advances in Traditional Medicine
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    • 제10권1호
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    • pp.21-28
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    • 2010
  • The objective of the present investigation is to evaluate the antimicrobial potency of the terpenoid fractions isolated from Luffa cylindrica seeds against various pathogenic microbes. The seeds were powdered and extracted with methanol in soxhlet appratus based on phytochemical screening. Three terpenoid components were isolated by column chromatography and identified by thin layer chromatography and chemical analysis which were designated as ${LCSF_4}^*$, ${LCSF_6}^*$ & ${LCSF_8}^*$ respectively. Disc diffusion method was employed to determine the antimicrobial effectiveness of test compounds I, II and III $({LCSF_4}^*,\;{LCSF_6}^*\;&\;{LCSF_8}^*)$ against 6 microbial species viz., Staphylococcus (S.) aureus, Bacillus (B.) subtilis, Escherichia (E.) coli, Pseudomonas (P.) aeruginosa, Candida (C.) albicans and Aspergillus niger. The disc was saturated with $100{\mu}l$ of each compound, allowed to dry and introduced on the upper layer of seeded agar plate. The plates were incubated overnight at $37^{\circ}C$. Microbial growth was determined by measuring the zonal inhibition diameters. Compound I showed maximum potency against gram positive S. aureus (21 mm) in comparison with standard ciprofloxacin (38 mm), whereas the same compound was completely devoid of activity against both the fungi tested. Compound II was found to be highly sensitive against both the gram negative E. coli (20 mm) and P. aeruginosa (22 mm). Compound II was found to exhibit maximum potency against the fungi C. albicans (15 mm) and A. niger (20 mm). Compound III was found to be very effective against both the gram positive S. aureus (20 mm) and B. subtilis (15 mm) respectively.

어성초 휘발성 정유성분의 동정과 분획물의 향특성 및 항균활성 -I. 어성초의 휘발성 정유성분의 동정- (Identification of Volatile Essential Oil, and Flavor Characterization and Antibacterial Effect of Fractions from Houttuynia cordata Thunb -I. Identification of Volatile Essential Oil Compounds from Houttuynia cordata Thunb -I. Identification of Volatile Essential Oil Compounds from Huttuynia cordata Thunb-)

  • 강정미;차인호;이영근;류홍수
    • 한국식품영양과학회지
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    • 제26권2호
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    • pp.209-213
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    • 1997
  • 민간요법에서 각종 질병치료에 사용되고 있는 어성초의 항균활성 물질을 규명하기 위한 목적으로 연속증류추출장치를 이용하여 포집한 휘발성 정유를 GC-MS로 각 성분을 분리 동정했다. 그 결과 어성초의 휘발성 정유는 GC column에서 52종의 화합물로 분리되었으며, 이중 44종의 화합물이 GC-MS에서 동정되었다. 밝혀진 화합물들은 terpene류 25종, aldehyde류 7종, alcohol류 4종, ketone류 3종 및 기타 5종이며, 이들 중 주요 화합물은 ${\beta}-myrcene$, ${\beta}-ocimene$, decanal, 2-undecanone 및 geranyl propionate이었다.

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식용식물자원으로부터 활성물질의 탐색-XV. 머위(Petasites japonicus)잎으로부터 Triterpene 배당체의 분리 (Development of Biologically Active Compound from Edible Plant Sources-XV. Isolation of Triterpene Glycosides from the Leaf of Petasites japonicus)

  • 방면호;박진규;송명종;양혜정;유종수;안은미;김대근;백남인
    • Applied Biological Chemistry
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    • 제48권4호
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    • pp.421-424
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    • 2005
  • 머위 잎을 80% MeOH수용액으로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH 및 $H_2O$로 용매 분획하였다. EtOAc 분획에 대하여 silica gel과 ODS column chromatography를 반복하여 2종의 triterpenoid 화합물을 분리하였다. 각 화합물은 $^1H-{^1H}$ gCOSY, gHMBC 및 gHSQC와 같은 2D-NMR기법을 포함한 스펙트럼 데이터를 해석하여 rosamutin(1) 및 peduncloside(2)로 구조를 결정하였다.

파슬리의 잎과 씨의 휘발성 성분 (Volatile Components of Parsley Leaf and Seed (Petroselinum crispum))

  • 김영희;김근수;홍종기
    • Applied Biological Chemistry
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    • 제33권1호
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    • pp.62-67
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    • 1990
  • 파슬리의 잎과 씨로부터 휘발성 향기 성분을 분리한 다음 GC-MS 및 GC에 의한 머무름 시간의 비교에 의해 성분을 확인하였다. 잎과 씨에서 휘발성 성분의 함량은 각각 0.06 %와 3.11 %이었다. 잎에서는 mass spectrum에 의해 잠정적으로 확인된 15종의 성분을 포함하여 58종 그리고 씨에서는 23종의 성분이 확인되었다. 그 중 43종의 terpene화합물이 잎에서 분리한 휘발성 성분의 약 46.4 %를 차지하였고 씨에서는 49.3 %를 차지하였다 잎에서 양적으로 많이 함유된 terpene 화합물은 myrcene(3.01 %), 4-isopropenyl-1-methyl benzene(4.52 %), ${\rho}-1$, 3, 8-menthatriene(10.49 %)인 반면 씨에서는 ${\alpha}-pinene$(22.28 %)와 ${\beta}-pinene$(16.20%)이었다. 한편 두 oil에서 가장 풍부하게 함유된 성분은 myristicin으로서 잎과 씨에서 각각 전체 향기성분의 21.80 % 및 47.54 %를 차지하였다.

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Antifungal and Antioxidative Activities of Yucca smallina Fern

  • Jin, Yu-Lan;Jung, Woo-Jin;Kuk, Ju-Hee;Kim, Jung-Bong;Kim, Kil-Yong;Park, Ro-Dong
    • Journal of Applied Biological Chemistry
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    • 제49권4호
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    • pp.165-170
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    • 2006
  • The antifungal activity of crude methanolic extract and fractions from Yucca smalliana Fern. leaves, roots and flowers were investigated in vitro against a panel of plant pathogenic fungi. The minimal inhibitory concentration(MIC) was determined by an agar dilution method. Preliminary liquid culture and agar plate assays showed that the growth of Fu sarium oxysporum, Phytophthora capsici, Rhizoctonia solani and Botrytis cinerea were inhibited by Y. smalliana extracts. The extracts from flowers and leaves showed antifungal activity of 64.0% and 34.0% against F. oxysporum, 66.0% and 62.0% against P. capsici, and 27.0% and 41.0% against B. cinerea, respectively. The methanolic extract from Y. smallina leaves in distilled water was fractionated using solvents of increasing polarity: hexane, ethyl acetate and butanol. These fractions had a broad spectrum of antifungal activity, found to reside entirely in the butanol and aqueous fraction. The aqueous fraction showed inhibition rate of 60.0, 67.8, 84.6 and 58.3% against F. oxysporum, R. solani, C. gloeosporioides, and B. cinerea, respectively, and the butganol fracgtion showed 36.0, 46.0, 66.1 and 58.3%, respectively. Phenolics(e.g. flavonoids, steroids and terpenoids) were observed in the thin layer profile of the different fractions. Leave extract showed a prominent antioxidant activity totally scavenging the free radical of DPPH at a concentration of 1 mg/ml.

In Vitro Peroxynitrite Scavenging Activity of 6-Hydroxykynurenic Acid and Other Flavonoids from Gingko biloba Yellow Leaves

  • Hyun, Sook-Kyung;Jung, Hyun-Ah;Chung, Hae-Young;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • 제29권12호
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    • pp.1074-1079
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    • 2006
  • As part of our research on phytochemicals that exert protective effects against diseases related to reactive nitrogen species, we have evaluated the scavenging activity of the yellow leaves of Ginkgo biloba on $ONOO^{-}$. The methanol extract and ethyl acetate fraction obtained from yellow leaves of G. biloba evidenced a marked scavenging activity on authentic $ONOO^{-}$. Repeated column chromatography of the active ethyl acetate soluble fraction on silica gel, Sephadex LH-20, and RP-18, resulted in the purification of 15 known compounds, including sciadopitysin (1), ginkgolide B (2), bilobalide (3), isoginkgetin (4), kaempferol (5), luteolin (6), protocatechuic acid (7), bilobetin (8), amentoflavone (9), ${\beta}-sitosterol$ glucopyranoside (10), kaempferol 3-O-rhamnopyranoside (11), kaempferol 3-O-glucopyranoside (12), kaempferol $3-O-[{6^{'}-O-p-coumaroyl-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-L-rhamnopyranoside]$ (13), kaempferol 3-O-rutinoside (14), and 6-hydroxykynurenic acid (15). Among the compounds isolated, flavonoids (5, 6 and 11-14), protocatechuic acid (7), and 6-hydroxykynurenic acid (15) all exhibited marked scavenging activities on authentic $ONOO^{-}$. The $IC_{50}$ values of 5-7, 11-14 and 15 were as follows: $2.86{\pm}0.70,\;2.30{\pm}0.04,\;2.85{\pm}0.10,\;5.60{\pm}0.47,\;4.16{\pm}1.65,\;2.47{\pm}0.15,\;3.02{\pm}0.48,\;and\;6.24{\pm}0.27\;{\mu}M$, respectively. DL-Penicillamine ($IC_{50}=4.98{\pm}0.27\;{\mu}M$) was utilized as a positive control. However, the other compounds (1-4, 8-10) exerted no effects against $ONOO^{-}$.