• 생약학회지
• /
• 제23권4호
• /
• pp.218-220
• /
• 1992

From the benzene soluble parts of Dystaenia takeshimana Kitagawa which is indigenous to Korea, three furanocoumarins have been isolated and identified as psoralen, xanthotoxin and dimethylsuberosin.

• Journal of Photoscience
• /
• 제12권3호
• /
• pp.185-186
• /
• 2005

The electronic structure of photoskinsensitizing psoralens has been investigated by the ab initio calculations. The photocycloaddition reaction of 8-methoxypsoralen with thymine is studied as a model for the photosensitizing reaction of psoralen with DNA bases. The photocycloadduct was inferred to be a C4-cycloaddition product with the stereochemistry of Syn, H-H, Syn, H-T formed through [2+2] addition reaction between the 3,4-double bonds of 8-methoxypsoralen and 5,6-double bond of thymine base.

• Bulletin of the Korean Chemical Society
• /
• 제3권3호
• /
• pp.115-119
• /
• 1982

The photoreaction of maleimide, one of the best model compounds of DNA molecules for psoralen-DNA photoreactions, is studied in order to investigate the photoreactivity and the mechanism of the maleimide-psoralen photoreaction. The (2+2) photocyclodimer of maleimide was obtained in solution state by direct or sensitized irradiation. The rate constant of dimerization is determined by quenching studies and found to be of the order of $10^9 M^{-1}sec^{-1}$. The direct dimerization of maleimide is found to undergo through the triplet excited state. The quantum yields of dimerization are dependent on the maleimide concentration.

• Journal of Photoscience
• /
• 제2권1호
• /
• pp.37-45
• /
• 1995

INTRODUCTION : Psoralens are planar tricyclic furocoumarins present in numerous plants and fungi found throughout the world.' Naturally occurring and synthesized psoralen derivatives(see Figure 1) are photosensitizers of UVA especially from 320 nm to 400 nm, a range at which cellular nucleic acids and proteins are weakly absorbing if any at all. Because of their skinphotosensitizing properties, these compounds have been used in the photochemotherapy of psoriasis and vitiligo. However, undesirable side effects such as carcinoma development in hairless mice as well as possible liver damage from the use of 8-methoxypsoralen(8-MOP) have been reported. The other photobiological effects include inactivation of DNA viruses, killing and mutagenesis of bacteria, inhibition of tumor transmitting capacity of various cells, and hyperpigmentation on human and guinea pig skin. PUVA(psoralen+UVA) photochemotherapy is in fact thousands of years old, having been used in Egypt and India since B.C. 1200-2000. Photochemotherapy for a common disfiguring disease, vitiligo, was practiced in the ancient world by physicians and herbalists who used boiled extracts of the fruits of certain umbelliferous plants, e.g. Ammi majus Linnaeus in Egypt or the leguminous plants, Psoralea corylifolia L. in India. It was first described by Kuske in 19388 that photosensitization of skin by plants was related to the presence of psoralen. He identified natural psoralens in plants as photosensitizers and isolated bergapten(5methoxypsoralen) from the oil of bergamot. The scientific interest in photosensitizing psoralens, however, has grown considerably after the introduction into clinics of the psoralen photochemotherapy for the treatment of psoriasis and of other skin (abbreviation)

• 대한화학회지
• /
• 제38권6호
• /
• pp.405-410
• /
• 1994

들뜬상태의 소랄렌 유도체와 바닥상태의 티민 사이에 형성되는 분자착물의 형태를 분자궤도 함수법으로 고찰하였다. PM3-CI-UHF법으로 계산한 결과는 메틸소랄렌 및 하이드록시소랄렌의 C3-C4 이중결합과 C4'-C5' 이중결합과 티민의 C5-C6 이중결합과 광고리화 반응이 일어남을 프론티어궤도의 상호작용으로 설명하고, 이들 화합물의 들뜬상태에서 전자구조를 구조-활성화 관계로 논의하였다.

• 대한화학회지
• /
• 제37권4호
• /
• pp.396-400
• /
• 1993

소랄렌의 광-피부증감의 구조-활성화 관계를 MM2, FMO 그리고 분자 connectivity법으로 연구하였다. DNA 염기에 끼워져 가교를 형성하는 소랄렌이 착물을 형성하는능력이 서로 다르다는 것을 DNA와 광-피부증감 소랄렌사이에 형성되는 분자착물로써 논의하였다. 광-피부증감을 소랄렌 유도체들의 활성화 자리의 입체 기하학 모델에 대해 분석하였고, 프론티어 오비탈 밀도는 광-피부증감 발암 활성도와 밀접한 관련이 있음을 알았다.

• Journal of Photoscience
• /
• 제5권4호
• /
• pp.163-167
• /
• 1998

Candida albcans growth inhibition experiments were carried out to determine the photoxicity of new monofunctional psoralen derivatives, PzPs and HMPzPs, as well as well known 8-MOP an d5-MOP. Although 8-MOP and 5-MOP showed distince photoxicity, PzPs and HMPzPs did not inhibit the growth of Candida albicans strain indicating that PzPs derivatives were not good candidate for the treatment of psoriasis. However, vitili해 could be treated by PzPs derivatives without severe phototosicity because psoralens are known to treat vitiligo by stimulating melanogenesis on skin.

• 약학회지
• /
• 제44권6호
• /
• pp.521-527
• /
• 2000

The root of Heracleum moellendorffii was extracted with methanol and extract was fractionated with n-hexane, $CHCI_3$ and n-BuOH. Repaeated column chromatography of silica gel, sephadex LH 20 and ODS led to the isolation of ten compounds from n-hexane fraction and n-BuOH fraction. On the basis of spectroscopic evidences, the structures of isolated compounds were identified as isobergapten, psoralen, angelicin, sphondin, xanthotoxin, skimmin, cichoriin, $heratomol-6-O-{\beta}-D-glucopyranoside$, scopolin and apterin.

• 생약학회지
• /
• 제39권1호
• /
• pp.56-59
• /
• 2008

Ubiquitin-proteasome proteolytic system plays an important role in selective protein degradation and regulates cellular events including apoptosis. Cancer cells have been shown to be more sensitive to the proapoptotic effects of proteasome inhibition than normal cells. Thus, proteasome inhibitor can be potential anticancer agent. Since the MeOH extracts of psoraleae semen and processed psoraleae semen showed potent proteasome inhibition activity, the fractions of the extracts were evaluated on the activity to screen the proteasome inhibitors. The $CHCl_3$ fr. of the processed psoraleae semen showed the most potent activity, of which chemical investigation led to two coumarins, psoralen and isopsoralen. Their structures were determined by spectroscopic methods such as $^1H-NMR$ and EIMS spectra.

• Journal of Evidence-Based Herbal Medicine
• /
• 제3권1호
• /
• pp.35-41
• /
• 2010

From the roots of Angelica dahurica Bentham et Hooker (Umbelliferae), three known coumarin derivatives have been isolated and identified as 8-(2-hydroxy-3-methoxy-3-methylbutyloxy) psoralen, 5,8-di(2,3-dihydroxy-3-methylbutyloxy) psoralen, 9-[3-($\beta$-D-glucopyranosyloxy)-2-hydroxy-3-methylbutoxy]-7H-furo[3,2-g][1]benzopyran-7-one. This is the first report of the occurrence of these compounds in this plant. These three compounds were tested for activity in septic shock model. Among these compounds, 2 showed relatively strong preventive activity against septic shock.