• 제목/요약/키워드: chiral compound

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Four sesquiterpenes isolated from a Marine Sponge Topsentia species

  • Rho, Jung-Rae
    • 한국자기공명학회논문지
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    • 제18권2호
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    • pp.82-88
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    • 2014
  • Three bicyclic and one monocyclic sesquiterpenoids were isolated from the marine sponge Topsentia species. Their planar structures were completely determined from a combination of extensive 1D and 2D NMR experiments, and also the relative stereochemistry on the chiral centers were established by the ROESY experiment. Compound 1 was determined as a new stereoisomer. Furthermore, the NMR spectral data for compounds 2 and 4, of which have not been reported, were listed. Four compounds did not show any cytotoxicity, instead compound 4 exhibited moderate antifungal activity against Candida albicans.

Synthesis and Properties of Non-chiral Liquid Crystalline Molecules with Semi-Fluorinated Alkyl Chains

  • Choi, E-Joon;Sim, Hoo-Sik;Zin, Wang-Cheol;Kim, Dae-Cheol;Lee, Chong-Kwang;Chien, Liang-Chy
    • 한국정보디스플레이학회:학술대회논문집
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    • 한국정보디스플레이학회 2002년도 International Meeting on Information Display
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    • pp.933-935
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    • 2002
  • In this paper, new non-chiral molecules with semi-fluorinated alkyl chains were synthesized varying the structure of central bent core unit. Their mesomorphic properties were investigated by DSC and polarized microscopy. The compound with 1,3-dihydroxy phenylene unit could form an enantiomeric smectic phase, but the remaining compounds with bent-core mesogenic unit were not liquid crystalline. In this presentation, their x-ray measurement and electro-optical property will be also described.

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Studies of Molecular Orientation for Ferrielectric Liquid Crystal by Phase Transitions

  • Kim, S.W.;Choi, H.;Song, J.H.;KIm, J.H.;Kumar, S.;Choi, J.W.;Kim, Y.B.;Shin, S.T.
    • 한국정보디스플레이학회:학술대회논문집
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    • 한국정보디스플레이학회 2000년도 제1회 학술대회 논문집
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    • pp.61-62
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    • 2000
  • We have studied the molecular orientation by the phase transitions of the chiral smectic liquid crystals, 4-(1-Trifluoromethyl-6-ethoxy-hexyloxycarbonlphenyl)-4-nonyloxybiphenyl-4-carbo-xylate (R-TFMEOHPNBC) to seek the original solution of the zig-zag defect using two different experimental techniques; optical system and x-ray scattering. The phase sequence is gamma ferroelectric $(SmC{\gamma}\;^*)$ ${\rightarrow}$ smectic A (SmA) ${\rightarrow}$ isotropic (I). Existence of two layer spacing at chiral smectic phase gives a possibility of the molecular orientation in two different tilt angles, ${\theta}\;_1$ and ${\theta}\;_2$, which are separated each other to the layer normal at a given temperature. The gamma ferroelectric-like phase is, first, discovered in the single compound.

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한국특산 Thalictrum속 식물의 성분 연구 (I) -자주꿩의다리 뿌리의 성분- (Studies of Chemical Constituents of the Genus Thalictrum in Korea (I) -Alkaloids from the Root of Thalictrum uchiyamai Nakai-)

  • 이인란;이명미
    • 생약학회지
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    • 제13권3호
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    • pp.132-135
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    • 1982
  • Three phenolic alkaloid compounds (A,B,C) were isolated from the roots of Thalictrum uchiyamai Nakai (Ranunculaceae). Compound A, a colorless crystalline substance $mp168^{\circ}$, $C_{11}H_{15}NO_2$ was identified to be corypalline (6-methoxy-7-hydroxy-N-methyl-1, 2, 3, 4-tetrahydroisoquinoline) which has been reported by Wu from Thalictrum rugosum. Compound B, $mp166^{\circ}$ and Compound C, $mp164^{\circ}$ were shown aromatic rings by UV, IR spectra and chiral center by CD.

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Structure determination of two new compounds isolated from a marine sponge Haliclona(Gellius) sp.

  • Lee, Kyung;Kim, Yun Na;Jeong, Eun Ju
    • 한국자기공명학회논문지
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    • 제25권2호
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    • pp.24-32
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    • 2021
  • Two new sesterterpenes, including a known sesterterpene, were isolated from the marine sponge Haliclona sp. collected in the Gageo island, Korea. One of the new sesterterpenes (1) was an unusual compound possessing a spiroketal moiety and the other (2) represented a four ring-fused skeleton. The planar structure of compound 1 was identical to gombaspiroketals A and B isolated from the marine sponge Clathria gombawuiensis, but the configuration for the two chiral centers was different each other. On the other hand, the skeletal structure of compound 2 was similar to that of phorone A isolated from Phorbas sp. and a compound from C. gombawuiensis, except for one configuration at C-8. However, in comparing the 1H and 13C NMR spectral data, the proton and carbon chemical shifts for the three compounds were almost consistent. The NOESY spectrum revealed that the C-8 configuration of 2 was reversed to that of the two reported compounds. The configuration for compound 2 was supported by quantum mechanical calculation for the carbon chemical shifts and DP4+ probability for the protons and carbons of 2.

Determination of methamphetamine and amphetamine enantiomers in human urine by chiral stationary phase liquid chromatography-tandem mass spectrometry

  • Sim, Yeong Eun;Ko, Beom Jun;Kim, Jin Young
    • 분석과학
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    • 제32권5호
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    • pp.163-172
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    • 2019
  • Methamphetamine (MA) is currently the most abused illicit drug in Korea and its major metabolite is amphetamine (AP). As MA exist as two enantiomers with the different pharmacological properties, it is necessary to determine their respective amounts in a sample. Thus a chiral stationary phase liquid chromatography-tandem mass spectrometric (LC-MS/MS) method was developed for identification and quantification of d-MA, l-MA, d-AP, and l-AP in human urine. Urine sample ($200{\mu}L$) was diluted with pure water and purified using solid-phase extraction (SPE) cartridge. A $5-{\mu}L$ aliquot of SPE treated sample solution was injected into LC-MS/MS system. Chiral separation was carried out on the Astec Chirobiotic V2 column with an isocratic elution for each enantiomer. Identification and quantification of enantiomeric MA and AP was performed using multiple reaction monitoring (MRM) detection mode. Linear regression with a $1/x^2$ as the weighting factor was applied to generate a calibration curve. The linear ranges were 25-1000 ng/mL for all compounds. The intra- and inter-day precisions were within 3.6 %, while the intra- and inter-day accuracies ranged from -5.4 % to 11.8 %. The limits of detection were 2.5 ng/mL (d-MA), 3.5 ng/mL (l-MA), 7.5 ng/mL (d-AP), and 7.5 ng/mL (l-AP). Method validation parameters such as selectivity, matrix effect, and stability were evaluated and met acceptance criteria. The applicability of the method was tested by the analysis of genuine forensic urine samples from drug abusers. d-MA is the most common compound found in urine and mainly used by abusers.

Burkholderia cepacia Strain G4 (pHG-2) Accumulates cis-3-Methyl-3,5-cyclohexadien-1,2-diol While Growing on Toluene

  • Hur, Hor-Gil
    • Journal of Applied Biological Chemistry
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    • 제43권1호
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    • pp.44-48
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    • 2000
  • Burkholderia cepacia strain G4 (pHG-2) containing toluene 2-monooxygenase and toluene dioxygenase, was able to grow on toluene and accumulate cis-3-methyl-3,5-cyclohexadien-1,2-diol (cis-toluene dihydrodiol) in the liquid culture. The cis-toluene dihydrodiol produced was identical to the authentic compound, as judged through mass spectrometry and nuclear magnetic resonance analysis. Our results indicate that pHG-2 provides an economical means to produce chemically-important chiral synthons while growing on toluene.

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Absolute Configuration of p-Substituted Benzoates of Panaxynol

  • Shim, Sang-Chul;Koh, Hun-Yeong;Chang, Suk-Ku;Moon, Soon-Ku;Min, Tae-Jin
    • Bulletin of the Korean Chemical Society
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    • 제7권2호
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    • pp.106-108
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    • 1986
  • Exciton chirality method was applied for the determination of absolute configuration of panaxynol, a poly-yne compound from Panax ginseng roots for the first time. The circular dichroic spectra of panaxynol benzoates show the negative chirality at ${\lambda}_{ext}$, indicating the S configuration of C-3 chiral center.

Identification of urinary metabolite(s) of CKD-712 by gas chromatography/mass spectrometry in rats

  • Jean, Hee-Kyung;Choi, Hae-Yeon;Kim, Youn-Jung;Kwon, Oh-Seung;Ryu, Jae-Chun
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.314.1-314.1
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    • 2003
  • Examination was made of the urinary metabolite(s) of CKD-712, which is a chiral compound, named S-YS49 derived from higenamine (one component of Aconite spp.) derivatives. First of all. to analyze the metabolite(s) of CKD-712, a simple and sensitive detection method for CKD-712 was developed by using gas chromatography-mass spectrometry(GC/MS). (omitted)

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