• 제목/요약/키워드: Cinnamic acid

검색결과 194건 처리시간 0.026초

신남산 유도체III, Benzalacetophenone 유도체에 대한 Thioglycolic acid의 친핵성 첨가반응 메카니즘과 그 반응속도론적 연구 (Cinnamic Acid Derivatives III, The Kinetics and Mechanism of the Nucleophilic Addition of Thioglycolic Acid to Benzalacetophenone Derivatives)

  • 이기창;황용현;박은경;류정욱;이광일
    • 한국응용과학기술학회지
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    • 제7권2호
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    • pp.33-40
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    • 1990
  • The Kinetics of the addition of benzalacetophenone derivatives was investigated by ultraviolet spectrophotometery in 5% dioxane $H_2O$ at $50^{\circ}C$. A rate equation was obtained in wide range of pH. The substituent effects on benzalacetophenone derivatives were studied, and addition were facilitated by electron attracting groups. The final product was benzalacetophenone-${\beta}$-thioglycolic acid synthesized by the addition of thioglycolic acid to benzalacetophenone. On the base of the rate equation, substituent effect, general base effect and final product, the plausible addition mechanism was proposed: Below pH 9.0, only neutral thioglycolic acid molecule was added to the carbon-carbon double bond, and in the range of pH $9.0{\sim}11.0$, neutral thioglycolic acid molecule and thioglycolic acid anion competitively attacted the double bond. By contrast, above pH 11.0, the reaction was dependent upon only the addition of thioglycolic acid anion.

Synthesis and In Vitro Cytotoxicity of Cinnamaldehydes to Hyman Solid Tumor Cells

  • Kwon, Byoung-Mog;Lee, Seung-Ho;Choi, Sang-Un;Park, Sung-Hee;Lee, Chong-Ock;Cho, Young-Kwon;Sung, Nack-Do;Bok, Song-Hae
    • Archives of Pharmacal Research
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    • 제21권2호
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    • pp.147-152
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    • 1998
  • Cinnamaldehydes and related compounds were synthesized from various cinnamic acids based on the $2^{I}$-hydroxycinnamaidehyde isolated from the bark of Cinnamomum cassia Blume. The cytotoxicity to human solid tumor cells such as A549, SK-OV-3, SK-MEL-2, XF498 and HCT15 were measured. Cinnamic acid, cinnamates and cinnamyl alcohols did not show any cytotoxicity against the human tumor cells. Cinnamaldehydes and realted compounds were resistant to A549 cell line up to 15 .mu.g/ml. In contrast, HCT15 and SK-MEL-2 cells were much sensitive to these cinnamaidehyde analogues which showed $ED{50} values 0.63-8.1{\mu}g/ml.$Cytotoxicity of the saturated aldehydes was much weak compared to their unsaturated aldehydes. From these studies, it was found that the key functional group of the cinnamaldehyde-related compounds in the antitumor activity is the propenal group.p.

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생약제제의 이화학적 품질평가에 관한 연구 -소청룡탕(小靑龍湯)의 분석- (Studies on Physical and Chemical Quality Evaluation of Crude Drugs Preparations -Analysis of So Cheong Ryong Tang-)

  • 정지형;박상일;박성수;박종희
    • 생약학회지
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    • 제29권1호
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    • pp.35-39
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    • 1998
  • The famous prescription of So Cheong Ryong Tang (小靑龍湯)in Chinese herb medicine, which has been used for the treatment of common cold, influenza, asthmatic bronchitis, and bronchial asthma and, is being commercially produced in the form of decoction. However, the storage problem for this dosage form remains unsettled. The quantitative changes of the major constituents, at different temperature and time course, were examined employing HPLC and GC. Cinnamaldehyde, cinnamic acid, ephedrine, albiflorine, paeoniflorin, benzoic acid, glycyrrhizin, and liquiritin were choosen as phytochemical markers. The content of cinnamaidehyde significantly decreased when stored at increased temperature, while that of benzoic acid has increased. By overall consideration of the present experimental data, it was suggested that most constituents are considerably stable when preserved below freezing temperature.

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홍경천(Rhodiola sachazinensis) 뿌리의 식품학적 성분 및 휘발성 향기성분 (Food Components and Volatile Flavors in Rhodiola sachalinensis Roots)

  • 이은정;임지순;박채규;전병선;김석창
    • 식품산업과 영양
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    • 제9권1호
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    • pp.53-57
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    • 2004
  • 홍경천(Rhodiola sachalinensis)의 성분을 분석하여 식품학적 특성을 검토하고 식품소재로서의 기초자료로 활용할수 있도록 건조된 홍경천을 분쇄, 분말화한 후 일반성분 및 무기성분, 유리당, 구성아미노산, 유리지방산, 그리고 향기성분을 분석하였다. 홍경천 건조분말의 수분은 10.14%, 조단백 3.90%, 조지방 1.33%, 총당 41.17%, 환원당 11.40% 회분은 3.05%로 분석되었고, 무기성분은 Ca, K, Kg이 높은 함량으로 나타났다. 유리당으로는 glucose, fructose, sucrose 등으로 특히 glucose와 fructose가 높게 함유되어있었다. 주된 구성아미노산은 glutmic acid, cystine arginine, proline, aspartic acid, isoleucine, histidine 등의 함량 순으로 나타났으며, 특히 glutamic acid, cystine, arginine 함량이 각각 176.24, 168.60, 159.90 mg%로 높은 함량 수준을 보였다. 유리지방산은 linoleic acid가 32.46%로 함량이 가장 높았으며 그 다음으로 palmitic acid가 21.42%, lignoceric acid 14.83%, oleic acid 13.09% behenic acid가 5.80% 순으로 나타났다. 향기성분은 GC-MS로 분석한 결과 2-cinnamic aldehyde 함량이 가장 높았으며 geraniol, myrtenol, octanol 등의 함량이 높게 나타났다. 이러한 결과로 볼 때 홍경천 뿌리는 다양한 일반성분 조성과, 필수아미노산, 불포화지방산, 필수 무기질 등이 균형있게 함유된 식품학적 성분 가치가 충분한 소재임이 확인되었다. 따라서 향후 홍경천 뿌리에서 유효성분을 추출하여 생리활성 및 동물실험을 통해 이들 식품학적 성분들의 유용성을 탐색하는 작업이 필요하리라 사료된다.

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수종의 화장품용 천연물과 화합물의 In Vitro 광독성 대체 시험 (In Vitro Alternative Phototoxicity Test for Various Cosmetic Natural Extracts and Chemicals)

  • 조완구;박지은;박문억;이상민
    • 대한화장품학회지
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    • 제35권3호
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    • pp.193-202
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    • 2009
  • 본 연구에서는 in vivo 광독성 시험을 대체할 수 있는 방법에 관한 연구를 수행하였다. 인체 유래의 섬유아세포를 활용하여 광독성 물질(promethazine, chlorpromazine chlortetracycline, 8-methoxypsoralen, neutral red, bithionol)과 비광독성 물질(cinnamic aldehyde, p-aminobenzoic acid, sodium lauryl sulfate, L-cysteine)을 평가하였다. 세포 생존율은 neutral red uptake (NRU)로 평가하였다. NRU 광독성 시험 결과 bithionol를 제외한 화합물에서 모두 in vivo 실험결과와 유사한 결과를 보였다. 같은 방법으로 화장품 성분인 $Medimin^{(R)}$ A, $Medimin^{(R)}$ D, $LG^{(R)}$ 106W, $Phytoclear^{(R)}$ EL-1, 단삼동 추출물, 미인초 추출물, 산거울 추출물, $Parsol^{(R)}$ MCX와 $Parsol^{(R)}$ 1789를 평가 하였다. 평가 결과 단삼동 추출물을 제외한 원료에서 광독성이 없는 것으로 평가되었다.

신부전 치료제 WHW 엑스의 pH 특이적인 방출 제형 연구 (A pH-specific Released Formulation Study of WHW Extract for Therapeutics of Renal Failures)

  • 소재우;강희철;박용기;김영호;강종성;조정원
    • Journal of Pharmaceutical Investigation
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    • 제39권4호
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    • pp.257-261
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    • 2009
  • Effective therapeutics for renal failures have not yet been developed until now. Recently, there was a report showing that Wen-pi-tang-Hab-Wu-ling-san (WHW) prescriptions had the potential to prevent renal failures through the increased expression of HSP-27 and HSP-72 after ischemia/reperfusion. Therefore, formulation studies by pH-specific released systems were carried out to exhibit the optimal activity of WHW prescriptions in this study. WHW prescriptions were separately extracted using water into two parts of stomach-released (SR) and intestine-released (IR) extracts. Subsequently, the double-layered tablet was prepared using the SR extracts and pharmaceutical additives and enteric-coated IR tablet. Dissolution studies were carried out to figure out the release of cinnamic acid and icarrin from SR tablet, IR tablet and double-layered tablet, respectively. The complete release of cinnamic acid from SR tablet showed 90min after dissolution in pH 1.2 and insignificant drug released from IR tablet. As well as, icarrin from IR tablet completely released in pH 6.8 and 7.4 as enteric-coating film dissolved.

Molecular characterization of Japanese indigenous grape cultivar 'Koshu' (Vitis vinifera) leaf and berry skin during grape development

  • Kobayashi, Hironori;Fujita, Keiko;Suzuki, Shunji;Takayanagi, Tsutomu
    • Plant Biotechnology Reports
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    • 제3권3호
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    • pp.225-241
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    • 2009
  • We investigated the transcriptional profiles of Japanese indigenous grape cultivar 'Koshu' (Vitis vinifera) leaf and berry skin during ripening. In leaf, 64 genes were abundantly transcribed at the end of $v{\acute{e}}raison$ (14 weeks post-flowering), whereas the expression of 61 genes was upregulated at the end of ripening (20 weeks post-flowering). In berry skin, 67 genes were abundantly transcribed at the end of $v{\acute{e}}raison$, whereas the expression of 86 genes was upregulated at the end of ripening. Gene expression associated with biological processes was activated in both tissues at the end of ripening. The expression of genes associated with photosynthesis, sugar synthesis, anthocyanin synthesis, cinnamic acid synthesis, and amino acid metabolism was observed in leaf and berry skin during ripening, together with the accumulation of sugars, anthocyanins, cinnamic acids, and amino acids. Transcripts of AUX/IAA family proteins that repress the activities of auxin-induced proteins were expressed in berry skin at the end of $v{\acute{e}}raison$. Transcripts of genes related to the ubiquitin-proteasome system that degrades AUX/IAA family proteins were abundantly expressed in berry skin at the end of ripening, suggesting that the expansion of skin cells at $v{\acute{e}}raison$ is suppressed by AUX/IAA family proteins, and that the ubiquitin-proteasome system induces the expansion of skin cells during ripening by degrading AUX/IAA family proteins. These transcriptional profiles, which provide new information on the characteristics of 'Koshu' grapevine during ripening, may explain the unique characteristics of 'Koshu' grape in comparison with those of European grapes used for winemaking, and may contribute to the improvement of 'Koshu' grape quality.

AOT/이소옥탄/역미셀계에서의 Tyrosinase 반응 (Tyrosinase Reaction in AOT/Isooctane/Reverse Micelles)

  • 한대석;신유정;정승원;송효남
    • 한국식품과학회지
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    • 제32권2호
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    • pp.454-460
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    • 2000
  • 지용성 물질은 물에 용해되지 않아 수용액 효소반응계에서의 특정효과를 평가하기가 어렵다. 생체내에서 멜라닌을 합성하는 효소인 tyrosinase의 지용성 저해제를 탐색하고자 유기용매, 계면활성제 및 물로 구성된 광학적으로 투명한 RM을 도입하였다. Tyrosinase의 겉보기 반응이 물에서와 유사한 RM의 형성조건 중 유기용매는 isooctane, 계면활성제는 100 mM의 dioctyl sulfosuccinate(AOT)가 적절하였다. RM에서 물과 AOT의 몰 농도 비율이 15일 때 tyrosinase(103.5 units)는 기질인 3,4-dihydroxy-L-phenylalanine(0.18 mM)에 대하여 수용액에서와 유사한 거동을 나타내었다. 또한 tyrosinase 저해제인 cinnamic acid 존재 하에서도 tyrosinase 촉매 반응의 반응 생성물이 반응 시간에 비례하여 형성됨이 확인되어 지용성 물질도 RM에서는 tyrosinase 저해활성이 가능함을 시사하였다. 따라서 RM은 수용성인 효소와 기질 그리고 지용성인 저해제를 모두 하나의 상(phase)에 용해시킬 수 있어 지용성 물질의 tyrosinase 저해 효과를 분석할 수 있는 중요한 수단으로 활용할 수 있을 것으로 판단되었다.

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소합향(蘇合香)의 규격 설정을 위한 연구 (Study on the quality assessment of Liquidambaris Storax)

  • 김정훈;이금산;이승호;주영승
    • 대한본초학회지
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    • 제36권1호
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    • pp.87-95
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    • 2021
  • Objective : Liquidambaris Storax, the processed resin of Liquidambar orientalis Mill., has been therapeutically used as orifice-opening medicinals in Korean Medicine. However, unauthenticated resinous drugs from various origins were sold as Liquidambaris Storax. This study aimed to establish the quality assessment of genuine Liquidambaris Storax and to provide quantitative differences of Liquidambaris Storax in herbal markets. Methods : Bibliographic research on ancient Liquidambaris Storax was performed using classic books of herbology. The quality assessment was approached by searching modern books of herbal medicines. The marker compounds in Liquidambaris Storax from various origins were quantitatively analyzed using high-performance liquid chromatography. Results : L. orientalis was botanically characterized by palmately 5-lobed shape of leaves. Genuine Liquidambaris Storax was recognized as resinous or semi-solid form (ancient―Song dynasty) to liquid form (Myeong/Cheong dynasty) and two processed forms were available in current markets. Genuine liquid Liquidambaris Storax should be lengthened as a thread when it was lifted by a stick and be sunken under the water. The crystals of cinnamic acid was seen under microscopic observation and the scent of benzaldehyde occurred after the treatment with potassium permanganate. Cinnamyl alcohol, cinnamic acid, and cinnamaldehyde were quantified in two liquid samples of Liquidambaris Storax, while cinnamaldehyde was not quantified in resinous (semi-solid) sample. Conclusion : This study presents the detailed methods of quality assessment for genuine Liquidambaris Storax as well as the status in the herbal markets. Further quantitative study with diverse samples is required to establish the quality standard of Liquidambaris Storax.

육계 및 기원종별 계피의 지표성분 함량 비교 (Quantitative Comparison of Cinnamomi Cortex and Various Cinnamon Barks using HPLC Analysis)

  • 김한영;김정훈
    • 대한본초학회지
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    • 제39권3호
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    • pp.23-35
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    • 2024
  • Objective : In this study, we performed quantitative comparison on the content of 10 marker compounds in cinnamon barks from different species and found chemical discrimination between genuine Cinnamomum cassia and other Cinnamomum species (Non C. cassia). Methods : Cinnamon bark samples were extracted using the ultrasonication in 100% methanol for 30 minutes. The samples were analysed using high-performance liquid chromatography with statistical analysis. Results : The analytical method developed in this study met all validation criteria and was applied to the quantification of the 10 marker compounds in cinnamon bark samples. The major chemical discrimination of C. cassia were identified as low content of epicatechin and eugenol, and high contents of benzaldehyde, cinnamaldehyde and cinnamic acid compared to other Non C. cassia samples. Especially, among other compounds, the content of cinnamaldehyde was the highest in the C. cassia and Non C. cassia samples. The result of principal component analysis showed that the samples of C. cassia and Non C. cassia were clearly differentiated via benzaldehyde, cinnamaldehyde, cinnamic acid, eugenol, and epicatechin, which influenced on clustering C. cassia and Non C. cassia samples. Conclusion : C. cassia and Non C. cassia samples were chemically discriminated using the quantitative HPLC analysis. Based on this, it is possible to control the quality of herbal medicines containing Cinnamomi Cortex. It is necessary to further improve the accuracy of discrimination between C. cassia and Non C. cassia species to evaluate cinnamon bark quality.