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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/01/05 03:10:32」(JST)
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- 1. 日焼け止めおよび太陽光線からの保護法の選択 selection of sunscreen and sun protective measures
- 2. 皮膚光線過敏症の概要：光生物学、患者評価、および光保護 overview of cutaneous photosensitivity photobiology patient evaluation and photoprotection
- 3. 光線過敏症（光線皮膚症）：臨床症状、診断、および治療 photosensitivity disorders photodermatoses clinical manifestations diagnosis and treatment
English Journal
- Synthesis of flavonoids based novel tetrahydropyran conjugates (Prins products) and their antiproliferative activity against human cancer cell lines.
- Ahmed N1, Konduru NK2, Ahmad S3, Owais M3.Author information 1Department of Chemistry, Indian Institute of Technology, Roorkee 247 667, Uttarakhand, India. Electronic address: nasemfcy@iitr.ac.in.2Department of Chemistry, Indian Institute of Technology, Roorkee 247 667, Uttarakhand, India.3Interdisciplinary Biotechnology Unit, Aligarh Muslim University, Aligarh 202002, India.AbstractFollowing our previously reported Prins cyclization strategy, a series of novel and highly functionalized flavonoid based THPs (Prins products) were designed, synthesized and evaluated for their antiproliferative activity. Novel products were afforded in excellent yields (72-96%) within 20-90 min at 62 °C using flavonoid aldehydes, homoallylic alcohols, p-TSA·H2O (catalyst and reagent) and MS 4 Å in CHCl3. Deprotection of tosyl group was achieved with TFA (catalyst and solvent) at 140 °C to obtain 4-hydroxytetrahydropyrans and further reaction of 4-hydroxytetrahydropyrans with cinnamoyl chloride afforded 4-cinnamate tetrahydropyrans under neat condition. Synthesized compounds evaluated against human cancer cell lines (Hep3β, MCF-7 and Hela), have shown moderate to good antiproliferative activity in vivo. Compounds 3q and 3zb exhibited similar cytotoxicity (IC50 6.6 ± 1.4, 6.9 ± 1.0 μM, respectively) to the reference drug doxorubicin (IC50 7.6 ± 0.9 μM) against the MCF-7 cancer cell line. Compound 3zb was found equally active as the standard drug (IC50 4.48 ± 2.1 μM) against the Hep3β cell line and compounds 3c and 3q showed moderate cytotoxicity (IC50 10.40 ± 1.1, 12.9 ± 1.7 μM, respectively) against the HeLa cell line.
- European journal of medicinal chemistry.Eur J Med Chem.2014 Mar 21;75:233-46. doi: 10.1016/j.ejmech.2014.01.033. Epub 2014 Jan 25.
- Following our previously reported Prins cyclization strategy, a series of novel and highly functionalized flavonoid based THPs (Prins products) were designed, synthesized and evaluated for their antiproliferative activity. Novel products were afforded in excellent yields (72-96%) within 20-90 min
- PMID 24534539
- Hydroxylated HMPA Enhances both Reduction Potential and Proton Donation in SmI2 Reactions.
- Halder S1, Hoz S.Author information 1Department of Chemistry, Bar-Ilan University , Ramat-Gan 52900, Israel.AbstractHMPA is known to increase the reduction potential of SmI2. However, in many cases, the transferred electron returns from the radical anion of the substrate back to the Sm(3+). This could be avoided by an efficient trapping of the radical anion: e.g., by protonation. However, bimolecular protonation by a proton donor from the bulk may be too slow to compete with the back electron transfer process. An efficient unimolecular protonation could be achieved by using a proton donor which complexes to SmI2, in which case the proton is unimolecularly transferred within the ion pair. A derivative of HMPA in which one of the methyl groups was substituted by a CH2CH2OH unit was synthesized. Cyclic voltammetry studies have shown that it resembles HMPA in its ability to enhance the reduction potential of SmI2, and reactivity studies show that it has also efficient proton shift capabilities. The various aspects of this additive were examined in the reactions of SmI2 with three substrates: benzyl chloride, methyl cinnamate, and anthracene.
- The Journal of organic chemistry.J Org Chem.2014 Mar 21;79(6):2682-7. doi: 10.1021/jo500161s. Epub 2014 Mar 3.
- HMPA is known to increase the reduction potential of SmI2. However, in many cases, the transferred electron returns from the radical anion of the substrate back to the Sm(3+). This could be avoided by an efficient trapping of the radical anion: e.g., by protonation. However, bimolecular protonation
- PMID 24559471
- Photophysical properties and photochemistry of substituted cinnamates and cinnamic acids for UVB blocking: effect of hydroxy, nitro, and fluoro substitutions at ortho, meta, and para positions.
- Promkatkaew M1, Suramitr S, Karpkird T, Wanichwecharungruang S, Ehara M, Hannongbua S.Author information 1Department of Chemistry, Faculty of Science, Kasetsart University, Bangkok 10900, Thailand. fscisph@ku.ac.th.AbstractPhotophysical properties and photochemistry of various substituted cinnamates and cinnamic acids for ultraviolet B blocking were investigated experimentally and theoretically. This series includes monohydroxy, -nitro, and -fluoro derivatives. The absorption spectra were satisfactorily reproduced by the direct SAC-CI method with respect to the peak position and intensity. The transition character of the low-lying two ππ* and σπ* states for these 18 derivatives was analyzed. The para derivatives have a different transition character of the ππ* transitions compared with those of the ortho and meta derivatives. To elucidate the relaxation mechanism, the emission spectra were observed with oxygen quenching and the photostability was examined experimentally. The calculated radiative lifetimes indicate that the ortho- and meta-substituted derivatives have longer lifetimes for emission than the para derivatives. The potential energy curves of the first and second singlet excited states of the hydroxy derivatives as well as the vertical singlet and triplet transitions were examined to investigate the relaxation qualitatively. The ortho and meta derivatives have an energy barrier or flat surface in S1 resulting in fluorescence, whereas the para derivatives show nonradiative decay without an energy barrier. The para-hydroxy derivative was found to be an excellent UV absorber based on its broad absorption in the UVB/UVA regions, less emission, and higher photostability.
- Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology.Photochem Photobiol Sci.2014 Mar 19;13(3):583-94. doi: 10.1039/c3pp50319d. Epub 2014 Feb 4.
- Photophysical properties and photochemistry of various substituted cinnamates and cinnamic acids for ultraviolet B blocking were investigated experimentally and theoretically. This series includes monohydroxy, -nitro, and -fluoro derivatives. The absorption spectra were satisfactorily reproduced by
- PMID 24493103
Japanese Journal
- Inhibitory effects of chlorogenic acids from green coffee beans and cinnamate derivatives on the activity of porcine pancreas α-amylase isozyme I
- Narita Yusaku,Inouye Kuniyo
- Food Chemistry 127(4), 1532-1539, 2011-08
- Nine kinds of chlorogenic acids (CGAs) account for 80% of the total CGA content in green coffee beans. They consist of three subgroups of caffeoylquinic acids (CQAs), feruloylquinic acids (FQAs), and …
- NAID 120003018107
- Practical Synthesis of Diethyl Phenylsuccinate by Mg-promoted Carboxylation of Ethyl Cinnamate
- MAEKAWA Hirofumi,MURAKAMI Taro,MIYAZAKI Takeshi,NISHIGUCHI Ikuzo
- Chemistry letters 40(4), 368-369, 2011-04-05
- NAID 10028170458
Related Links
- Ethyl cinnamate is the ester of cinnamic acid and ethanol. It is present in the essential oil of cinnamon. Pure ethyl cinnamate has a "fruity and balsamic odor, reminiscent of cinnamon with an amber note". The p-methoxy derivative is reported to ...
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★リンクテーブル★
| リンク元 | 「桂皮酸」「桂皮酸塩」「桂皮酸エステル」「cinnamic acid」 |
| 拡張検索 | 「cinnamate 4-hydroxylase」「trans-cinnamate 4-monooxygenase」 |