• Title/Summary/Keyword: Psoralen

Search Result 57, Processing Time 0.027 seconds

Synthesis of Pyrazinopsoralen : A Pyrazine Ring Fused Monofunctional Psoralen Derivative

  • 유동진;전영희;김동원;한규석;심상철
    • Bulletin of the Korean Chemical Society
    • /
    • v.16 no.12
    • /
    • pp.1212-1218
    • /
    • 1995
  • An efficient synthesis of 6,8-dioxa-1,4-diazacyclopenta[b]phenanthren-5-one (Pyrazinopsoralen) (4) has been carried out by the Suzuki coupling reaction as a key step starting from 5-bromo-6-methoxybenzofuran (6) and methyl 2-iodo-3-pyrazinecarboxylate (8).

Analysis of the chemical burn-inducing components from the extraction of herb drug-mixed-medicine

  • Lee, Ju-Seon;Lim, Mie-Ae;Park, Hye-Young;Eo, Sang-Heui;Lee, Han-Sun;Park, Yoo-Sin
    • Proceedings of the PSK Conference
    • /
    • 2002.10a
    • /
    • pp.281.1-281.1
    • /
    • 2002
  • Psoralen(7H-Furo[3.2-g] [1]benzopyran-7-one) and angelicin(2-Oxo-[2H]- furo[2.3-h]-1-benzopyran) are angular furocoumarin with diverse photobiological effects. They are major components of Psoralea corylifolia L.(破古紙). Psoralea corylifolia L. is used for a tonic and nursing one's energy. It can be also used for loss of virility. vitiligo. a skin disease, etc.. But a well known and often appreciated side effects f psoralens is the hyperpigmentation caused by this treatment. A women who used the herbal drug-mixed-medicine named'sobaeksu' to treat her vitiligo made a complaint against the orinetal medical doctor. She complained that her skin got burned to 2nd degree by the liquid. 'sobaeksu' through a medical celtficate. So we analyzed the components of that liquid with gas chromatography and gas chromatography/mass spectometry. It has 57.3% ethyl alcohol and two kinds of psoralens. Psoralens were psoralen and angelicin and each one of their contained quantity was 0.128mg/ml and 0.123mg/ml.

  • PDF

Purification and Identification of Antimicrobial Substances in Phenolic Fraction of Fig Leaves (무화과잎 페놀성 분획중의 항미생물 활성물질의 정제 및 동정)

  • Kang, Seong-Kuk;Chung, Dong-Ok;Chung, Hee-Jong
    • Applied Biological Chemistry
    • /
    • v.38 no.4
    • /
    • pp.293-296
    • /
    • 1995
  • Fig leaves were extracted with methanol and then fractionated with ethyl acetate and various buffers to get active fractions and determined the antimicrobial activities. The acidic and phenolic fractions fractionated from the methanol extract of fig leaves showed the strong antimicrobial activities, but the basic and neutral fractions did not show any activities. The degree of antimicrobial activities of phenolic fraction against tested bacteria was higher than those of acidic fraction, but these against yeasts and mold were almost equivalent to those of acidic fraction. Especially, phenolic fraction was mostly affected on Staphylococcus aureus and Pseudomonas aeruginosa. Four antimicrobial substances purified from the phenolic fraction which showed the strongest antimicrobial activities among the fractions from fig leaves, were identified as psoralen($C_{11}H_{6}O_{3}$, MW. 186), bergapten($C_{12}H_{8}O_{4}$, MW. 216), ${\beta}$-sitosterol($C_{29}H_{50}O$, MW. 414) and umbelliferone ($C_{9}H_{6}O_{3}$, MW. 162).

  • PDF

Photohysical Properties of New Psoralen Derivatives:Psoralens Linked to Adenine through Polymethylene Chains

  • Yoo, Dong-Jin;Park, Hyung-Du;Kim, Ae-Rhan;Rho, Young S.;Shim, Sang-Chul
    • Bulletin of the Korean Chemical Society
    • /
    • v.23 no.9
    • /
    • pp.1315-1327
    • /
    • 2002
  • The model compounds, 8-methoxypsoralen-CH2O(CH2)n-adenine (MOPCH2OCnAd, n=2, 3, 5, 6, 8, and 10) in which 5 position of 8-methoxypsoralen (8-MOP) is linked by various lengths of polymethylene bridge to N9 of adenine. UV absorption spectra are identical with the sum of MOPCH2OC3 and adenine absorption spectra. Solvent effects on the UV absorption and fluorescence emission spectra indicate that the lowest excited singlet state is the $(\pi${\rightarrow}$\pi*)$ state. The spectral characteristics of the fluorescence of MOPCH2OCnAd are strongly dependent upon the nature of the solvents. The fluorescence emission spectra in aprotic solvents are broad and structureless due to the excimer formation through the folded conformation accelerated by hydrophobic ${\pi}-{\pi}$ stacking interaction. Increasing polarity of the protic solvents leads to higher population of unfolded conformation stabilized through favorable solvation and H-bonding, and consequently to an increase in the fluorescence intensity, fluorescence lifetime, and a shift of fluorescence maximum to longer wavelengths. The decay characteristics of the fluorescence in polar protic solvents shows two exponential decays with the lifetimes of 0.6-0.8 and 1.6-1.9 ns in 5% ethanol/water, while MOPCH2OC3 shows 0.5 and 1.7 ns fluorescence lifetimes. The long-lived component of fluorescence can be attributed to the relaxed species (i.e., the species for which the solvent reorientation (or relaxation) has occurred), while the short-lived components can be associated with the unrelaxed, or only partially relaxed, species.

Ab initio Calculation for Photochemistry of Psoralens (소랄렌의 광화학 반응에 대한 Ab initio 계산)

  • Kim, Ja-Hong;Kwon, O-Hyung
    • Journal of the Korean Chemical Society
    • /
    • v.53 no.3
    • /
    • pp.244-256
    • /
    • 2009
  • The psoralen-pyrimidine base complexes resulting from interstrand cross-linking through $C_4$-cycloaddition is studied by ab initio and DFT methods. The results indicate that in the case of the molecular complex formation between psoralens and pyrimidine base, the most probable photocycloadditions are 8-MOP< >Thy, Ps< >Cyt and Ps< >Thy. The geometries of photoadducts were optimized at the HF levels and ${\Delta}{G^{\circ}}$ were calculated. The photocycloadduct was inferred to be a C4-cycloaddition product with the stereochemistry of trans-syn 8-MOP< >Thy, trans-anti Ps(3, 4)< >Cyt, trans-anti Ps(12, 13)< >Cyt, trans-syn Ps(3, 4)< >Thy, trans-syn Ps(12, 13)< >Thy, trans-anti Ps(12, 13)< >Ps(12, 13), cis syn, cis anti Thy< >(3, 4)Ps(12, 13)< >Thy.

Isolation and Identification of Two Psoralen Derivatives as Antioxidative Compounds from the Aerial Parts of Angelica keiskei (신선초에 함유된 항산화활성물질 Psoralen 유도체들의 단리 및 동정)

  • Kim, So-Joong;Cho, Jeong-Yong;Wee, Ji-Hyang;Jang, Mi-Young;Rim, Yo-Sup;Kim, Cheol;Shin, Soo-Cheol;Moon, Jae-Hak;Park, Keun-Hyung
    • Korean Journal of Food Science and Technology
    • /
    • v.37 no.4
    • /
    • pp.656-659
    • /
    • 2005
  • Hot water extracts of Angelica keiskei aerial parts were solvent-fractionated with ethyl acetate (EtOAc) and buffers (5% $NaHCO_3$, pH 8.0; 1.0 N HCl, pH 3.0) to obtain EtOAc-soluble acidic and neutral fractions. EtOAc-soluble neutral fraction was purified by Sephadex LH-20 column chromatography and reverse phase HPLC. Assay for purification of antioxidative compounds was performed by spraying DPPH solution on thin layer chromatography. Two isolated substances were identified as pseudoisopsoralen and 8-methoxypsoralen(xanthotoxin) by FAB-MS and NMR analyses.

Two Cases of Alopecia Totalis treated with Diphenylcyclopropenone (DPCP) Immunotherapy (Diphenylcyclopropenone (DPCP) 면역요법으로 호전된 전두 탈모증 2 예)

  • Moon, Seok-Ki;Shin, Young-Min;Kim, Chan-Woo;Shin, Dong-Hoon;Choi, Jong-Soo;Kim, Ki-Hong
    • Journal of Yeungnam Medical Science
    • /
    • v.23 no.2
    • /
    • pp.232-239
    • /
    • 2006
  • Treatments for alopecia areata include topical corticosteroid treatment, corticosteroid intralesional injection, systemic corticosteroid treatment, PUVA(psoralen-UVA) and topical immunotherapy. The therapeutic effects are variable. Alopecia totalis is hard to treat completely. Topical immunotherapy with dinitrochlorobenzene (DNCB), squaric acid dibutyl ester (SADBE) or diphenylcyclopropenone (diphencyprone, DPCP) represents the most accepted therapeutic modality for the treatment of extensive alopecia areata. We report two cases of alopecia totalis treated with DPCP. After DPCP treatment, total scalp hair was completely recovered.

  • PDF

Cytotoxic Constituents of Psoralea corylifolia

  • Mar, Woong-chon;Je, Kang-Hun;Seo, Eun-Kyoung
    • Archives of Pharmacal Research
    • /
    • v.24 no.3
    • /
    • pp.211-213
    • /
    • 2001
  • A coumestan derivative, psoralidin (1) was found to be a cytotoxic principle of the seeds of Psoralea corylifolia L (Leguminosae) with the IC_{50}$ values of 0.3 and 0.4 ug/ml against the HT-29 (colon) and MCF-7 (breast) human cancer cell lines, respectively. A coumarin, angelicin (2) was also isolated as a marginally cytotoxic agent along with an inactive compound, psoralene (3) from the plant. The isolates 1-3 were not active against the A54l(lung) and HepG2 (liver hepatoma) cancer cell lines.

  • PDF