• Archives of Pharmacal Research
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• 제21권6호
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• pp.723-728
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• 1998

The chemical behaviours of 4-methyl-2-oxo-2H-benzopyran-7-yl oxoacetyl hydrazine (2) towards some different reagents such as anhydride compounds, aromatic aldehydes, carb on disulphide, and nitrous acid yielded the corresponding pathalazine derivatives (3, 4, 5), hydrazone derivative (6), 1,3,4-oxadiazole derivative (7, 8, 9) and acid azide (10) respectively. Treatmen of 10 with absolute alcohols, amines and ethyl amino acid ester gave the corresponding carbamate derivative (11), substituted urea derivative (12) and ethyl substituted alkyl acetate (13) respectively. The biological activity of some synthesized compounds was evaluated.

• 생약학회지
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• 제32권4호통권127호
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• pp.302-306
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• 2001

The stem barks of Kalopanax septemlobus were extracted with MeOH, and successively partitioned with $CH_2Cl_2$, EtOAc, BuOH and water. Repeated column chromatographic separation of the $CH_2Cl_2$ fraction resulted in the isolation of four compounds. Their structures were identified as ${\beta}-sitosterol$ (1), oleanolic acid (2), 3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (3) and (-)-balanophonin (4). This is the first report on the isolation of 3,3'-bis(3,4-dihydro-4-hydroxy-6-methoxy-2H-1-benzopyran) (3) and (-)-balanophonin (4) from Kalopanax spp.

• 대한화학회지
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• 제47권2호
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• pp.137-146
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• 2003

3-하이드록시 벤조피란[3,2-c]-[1]-벤조피란-6,7-다이온(3)과 3-메톡시카보닐쿠마린을 소듐 메톡사이드 존재하에 화합물 1과 레조시놀을 축합시켜 합성하였으며 화합물 3의 아세트산 무수물, 알킬 할라이드, 다이아조니움 클로라이드와의 반응성에 대해 기술하였다. 화합물 4,5오 6a,b의 EI 질량분석에서는 89, 280, 91, 120 들의 주된 봉우리들이 각각의 분열 결과로 얻어짐을 볼 수 있었다. 화합물 3, 6b, 7a의 분자이온 봉우리로써 280, 366, 488을 각각 관찰할 수 있었다. 화합물 7a에서는 383과 77의 두 개의 안정한 조각을 가지는 특징적인 분역형태를 얻었다.

• 한국결정학회지
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• 제8권2호
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• pp.138-143
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• 1997

Isoimperatorin, 4-[3-methyl-2-butenly)oxy]=7H-furo[3,2-g][1] benzopyran-7-one의 분자 및 결정구조를 X-선 회절법으로 연구하였다. 이 결정의 분자식은 C16H14O4, 결정계는 단사정계이고 공간군은 P21/c이다. 단위세포상수는 a=8.865(1) Å, b=9.331(1) Å, c=16.156(1) Å이며 β=98.12(1)', V=1322.9(2) Å3, T=293(2)K, z=4이다. 구조해석에 사용한 X-선은 Cu Kα선(λ=1.5418 Å)이다. 구조는 직접법으로 풀었으며, 최소자승법으로 정밀화하였다. 최종 신뢰도 R값은 Fo>4o(F0)인 1922개의 독립회절데이타에 대해 5.72% 이다.

• Archives of Pharmacal Research
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• 제20권2호
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• pp.194-196
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• 1997

A C-glycosyl chromone, named as 7-O-methylaloesinol, was newly isolated from the leaf exudate of Aloe capensis and identified as $8-C-{\beta}-D-glucopyranosyl$${\beta}-2-[2-(R)-hydroxypropyl]-7-methoxy-5-methyl-4H-1-benzopyran-4-one$ by chemical and spectral evidence.

• Bulletin of the Korean Chemical Society
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• 제13권4호
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• pp.351-352
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• 1992

• 대한약학회:학술대회논문집
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• 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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• pp.281.1-281.1
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• 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.

• Archives of Pharmacal Research
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• 제28권10호
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• pp.1131-1134
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• 2005

Two new benzopyrans 6-[1'-oxo-3'(R)-hydroxy-butyl]-5,7 -dimethoxy-2,2-dimethyl-2H-1-ben-zopyran (1) and 6-[1'-oxo-3'(R)-methoxy-butyl]-5,7 -dimethoxy-2,2-dimethyl-2H-1-benzopyran (2) were isolated from the leaves of Mallotus apelta Muell.-Arg., (Euphorbiaceae). Their chemical structures were elucidated by spectroscopic analyses, especially by 1D-, 2D-NMR and MS spectra. Compound 1 was found to have strong cytotoxic effect against two human cancer cell lines as human hepatocellular carcinoma (Hep-2, $IC_{50}\;:\;0.49\;{\mu}g/mL$) and rhabdosarcoma (RD, $IC_{50}\;:\;0.54\;{\mu}g/mL$), while compound 2 showed moderate activity against Hep-2 cell line ($IC_{50}\;:\;4.22\;{\mu}g/mL$) by in vitro assay.

• 한국잡초학회지
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• 제30권3호
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• pp.183-190
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• 2010

본 연구의 목적은 국내 자생식물인 소리쟁이 (Rumex crispus)로부터 살초활성물질을 분리하고, 그 화학구조를 구명하는데 있다. 소리쟁이 메탄올 추출물의 유채에 대한 $GR_{50}$값은 $935{\mu}g\;g^{-1}$이었다. 메탄올 추출물을 에틸아세테이트로 분획한 분획층을 대상으로 activity-directed bioassay를 수행하여 가장 살초활성이 높았던 ECDA 분획물을 얻었다($GR_{50}$ 값, $53{\mu}g\;g^{-1}$). ECDA 분획물을 GC-MS, $^1H$-NMR, $^{13}C$-NMR로 분석한 결과 분자량 186.2, 화학구조식 $C_{11}H_6O_3$, furanocoumarin 골격구조를 하고 있는 2Hfuro[2,3-H]-[1]-benzopyran-2-one(angelicin)으로 밝혀졌다. Angelicin의 물피(Echinochloa crus-galli), 바랭이(Digitaria ciliaris), 자귀풀(Aeschynomene indica)에 대한 seed bioassay 결과 각 식물에 대한 $GR_{50}$값은 426, 66, $216{\mu}g\;g^{-1}$이었다. 본 연구의 결과는 소리쟁이 유래 신규 살초활성물질 angelicin은 향후 새로운 제초제 개발을 위한 선도물질로 이용될 수 있을 것이라 판단된다.

• Journal of Applied Biological Chemistry
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• 제64권3호
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• pp.317-322
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• 2021

Among the different cardiovascular disorders (CVDs), the activation of platelets is a necessary step. Based on this knowledge, therapeutic treatments for CVDs that target the disruption of platelet activation are proving to be worthwhile. One such substance, a bioactive 6,7-dihydroxy derived from coumarin, is 6,7-Dihydroxy-2H-1-benzopyran-2-one (esculetin). This compound has demonstrated several pharmacological effects on CVDS as well as various other disorders including diabetes, obesity, and renal failure. In various reports, esculetin and its effect has been explored in experimental mouse models, human platelet activation, esculetin-inhibited collagen, and washed human platelets exhibiting aggregation via arachidonic acid. Yet, esculetin affected aggregation with agonists like U46619 or thrombin in no way. This study investigated esculetin and how it affected human platelet aggregation activated through U46619. Ultimately, we confirmed that esculetin had an effect on the aggregation of human platelets when induced from U46619 and clarified the mechanism. Esculetin interacts with the downregulation of both phosphoinositide 3-kinase/Akt and mitogen-activated protein kinases, important phosphoproteins that are involved in activating platelets and their signaling process. The effects of esculetin reduced TXA₂ production, phospholipase A₂ activation, and platelet secretion of intracellular granules (ATP/serotonin), ultimately causing inhibition of overall platelet aggregation. These results clearly define the effect of esculetin in inhibiting platelet activity and thrombus formation in humans.