• Archives of Pharmacal Research
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• 제17권3호
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• pp.135-138
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• 1994

Acyclonucleoside homologues of 1-$(\omega$-cyabnoalkyl)-and 1, 3-bis $(\omega$-cyanoalkyl) uracils were synthesized by the series of alkylation reactions of uracil with the $\omega$-chloroalkyl nitrile ${(Cl-(CH}_2)_n$-CN;n=1, 2, 3, 4) in DMSO under $50-70^circ{C}$ temperature. The 1-$(\omega$-cyanoalkyl)-and 1, 3-bis$(\omega$-cyanoalkyl) uracils were separated either by the fractional crystallization or column chromatography. The antitumor activities for these synthesized compounds were determined against four cell lines (J-82 cell, P388 cell, FM-3A cell and U-937 cell lines). These compounds failed to exhibit any significant antitumor activity.

• 한국결정학회지
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• 제1권2호
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• pp.84-90
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• 1990

1,3-Diazatricyclo (5.2.1.O5.10) decade-2,4dione, C8H10N2O2의 단위세포 상수는a=6.585(7), b=9.089(4), c=12.937(10)A, β=95.72(5)˚, V=770.43, Dc=1.4391c0, 1=1.Ocm-1,7 =295 ˚K, 공간군은 P21/n이고 단사 정계이며 Z =4이 다. λ(Mo K u ) =0.7093A을 사용한 698개 의 회절 반점에 대한 최종 신뢰도 R값은 0.037이다. 본 화합물은 N1-(w-butenyl)uracil의 분자내 (2+2) 광고리화 반응 생성물이며, (5.1. 2.O5.10) tricyclic 계에 속한다. Inversion symmetry에 의해 관련된 한 쌍의 분자들은 uracil 부분의 02와H3간 의 강한 수소 결합을 하고있다

• 생약학회지
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• 제49권1호
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• pp.23-27
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• 2018

Five compounds were isolated from the water extract of Oplopanax elatus stem. On the basis of spectral data, the structure of isolated compounds were identified as scoparone (1), uracil (2), protocatechuic acid (3), syringin (4), and adenosine (5). Among the these compounds, scoparone (1), uracil (2), protocatechuic acid (3), and adenosine (5) were isolated for the first time from this plant.

• 임산에너지
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• 제21권1호
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• pp.16-24
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• 2002

저령의 균획으로부터 3개의 알카로이드와 2개의 스테로이드 화합물을 분리하였다. 단리된 물질들은 NMR, MS 등의 기기분석에 의해 9-β-D-ribofuranosyladenine (adenosine)을 비롯하여 1-β-D-ribofuranosyluracil (uridine), 그리고 2, 4-pyrimidinedione (uracil)과 ergosta-4, 6, 8 (14), 22-tetraen-3-one, ergosta-5, 7, 22-tritene-3β-ol (ergosterol)으로 각각 동정하였다.

• Journal of the Korean Wood Science and Technology
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• 제31권2호
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• pp.24-30
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• 2003

표고(Lentinula edodes) 자실체의 메탄올(methanol, MeOH) 조추출물로부터 활성성분을 탐색하는 과정에서 6개의 화합물을 분리하였으며, 단리물질은 nucleotide인 uracil(2, 4-pyrimidinedione)를 비롯하여 adenosine(9-𝛽-D-ribofuranosyladenine), uridine(1-𝛽-D-ribofuranosyluracil)과, amide 화합물인 nicotinamide, 그리고 p-hydroxybenzoic acid, ergosterol(ergosta-5, 7, 22-triene-3𝛽-ol)으로 각각 동정하였다.

• 한국식품영양과학회지
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• 제7권2호
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• pp.1-6
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• 1978

선도(鮮度)좋은 거제산(産) 양식(養殖)굴, Crassostrea gigas을 원료(原料)로 하여, 굴젓 숙성중(熟成中) 핵산관련물질(核酸關聯物質)의 변화(變化)를 high speed liquid chromatography로 분석(分析)한 결과(結果)를 요약(要約)하면 원료(原料)에는 5'-UMP가 $26.1{\mu}mole/g$(건물양기준(乾物量基準))로서 월등히 많았고, 다음이 uracil($5.2{\mu}mole/g$), hypoxanthine($3.8{\mu}mole/g$), 5'-IMP($2.8{\mu}mole/g$), 5'-GMP($2.7{\mu}mole/g$)의 순(順)이었다. 함량(含量)이 적은 것은 cytosine, 2',3'-CMP, 5'-AMP, 2',3'-GMP로서 이들은 모두 $1.0{\mu}mole/g$ 이하(以下)였고 guanine은 흔적량(痕跡量)에 불과(不過)하였다. 젓갈에는 원료(原料)에 많았던 5'-UMP, uracil, hypoxanthine, 5'-IMP, 5'-GMP가 숙성중(熟成中)에도 함량(含量)이 많았다. 그리고 숙성중(熟成中) 감소(減少)하는 것은 5'-UMP 및 5'-IMP, 증감(增減)이 불규칙(不規則)한 것은 5'-GMP 및 uracil, 그 외(外) 5'-AMP, 2',3',-CMP, cytosine 및 guanine은 숙성중(熟成中) 모두 증가(增加)하였다. 숙성중(熟成中) hypoxanthine은 특(特)히 많이 증가(增加)하여, 숙성(熟成) 19일(日) 후(後)에는 생시료(生試料)에 비(比)하여 약(約) 3.1배(倍), 숙성(熟成) 36일(日) 후(後)에는 약(約) 4.2배(倍), 그리고 숙성(熟成) 68일(日) 후(後)에 7.7배(倍) 증가(增加)하였다.

• Archives of Pharmacal Research
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• 제20권3호
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• pp.253-258
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• 1997

Ten, heretofore unreported, $ 5^I-methyl-5^I-[2-(5-substituted uracil-1-yl)ethyl)]-2^I-oxo-3^I$-methylenetetrahydrofurans (H, F, Cl, Br, I, $ CH_3$,$CF_3$,$CH_2CH_3$,$ CH=CH2$, SePh) (7a-j) were synthesized and evaluated against four cell lines (K-562, FM-3A, P-388 and U-937). For the preparation of ${\alpha}$-methylene-${\gamma}$-butyrolactone-linked to 5-substituted uracils (7a-j), the convenient Reformasky type reaction was employed which involves the treatment of ethyl ${\alpha}$-(bromomethyl)acrylate and zinc with the respective 1-(5-substituted uracil-1-yl)-3-butanone (6a-j). The 5-substituted uracil ketones (6a-j) were directly obtained by the respective Michael type reaction of vinyl methyl ketone with the $K_2CO_3$(or NaH)-treated 5-substituted uracils (5a-j) in the presence of acetic acid in the DMF solvent. The .alpha.-methylene-.gamma.-butyrolactone compounds showing the most significant antitumor activity are 7e, 7f, 7h and 7j (inhibitory concentration $(IC_50)$ ranging from 0.69 to $2.9 {\mu}g/ml$), while 7b, 7g and 7i have shown moderate to significant activity. The compounds 7a, 7c and 7d were found to be inactive. The synthetic intermediate compounds 6a-j were also screened and found marginal to moderate activity where compounds 6b and 6g showed significant activity $(IC_50:0.4~2.8 {\mu}g/ml)$.

• Archives of Pharmacal Research
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• 제21권4호
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• pp.465-469
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• 1998

The search for platinum (II)-based compounds with improved therapeutic properties was prompted to design and synthesize a new family of water-soluble, third generation cis-diaminedichloroplatinum (II) complexes linked to uracil and uridine. Six heretofore unreported uracil and uridine-platinum (II) complexes are; [N-(uracil-5-yl-methyl)ethane-1,2-di-amine]dichloroplatinum (II) (3a), [N-(uracil-6-yl-methyl)ethane-1,2-diaminel dichloroplatinum (II) (3b), t[N-($2^1$, $3^1$,$5^1$-tri-O-acetyl)uridine-5-yl-methyl] ethane-1,2-diamineldichloroplatinum (II) (6a), {[N-($2^1$,$3^1$, $5^1$-tri-O-acetyl) uridine-6-yl-methyl]ethane-1,2-diamine)dichloroplatinum (II) (6b),[N-(uridine- 5-yl-methyl)ethane-1,2-diamine]dichloroplatinum (II) (7a), [N-(uridine-6-yl- methyl)ethane-1,2-diamine]dichloroplatinum (II) (7b). These analogues were prepared from the key starting materials, 5-chloromethyluracil (1a) and 6-chloromethyluracil (1b) which were reacted with ethylenediamine to afford the respective 5-[(2-aminoethyl)aminol methyluracil (2a) and 6-[(2-aminoethyl)amino]methyluracil (2b). The cis-platin complexes 3a and 3b were obtained through the reaction of the respective 2a and 2b with potassium tetrachloroplatinate (II). The heterocyclic nucleic acid bases 1a and 1b were efficiently introduced on the .betha.-D-ribose ring via a Vorbruggen-type nucleoside coupling procedure with hexamethyldisilazane, trimethylchlorosilane and stannic chloride under anhydrous acetonitrile to yield the stereospecific .betha.-anomeric 5-chloromethyl- $2^1$,$3^1$,$5^1$-tri-O-acetyluridine (4a) and 6-chloromethyl-$2^1$,$3^1$,$5^1$-tri-O-acetyluridine (4b), respectively. The nucleosides 4a and 4b were coupled with ethylenediamine to provide the respective 5-[(amino-ethyl)aminolmethyl-$2^1$,$3^1$,$5^1$-tri-O-acetyluridine (5a) and 6-[(aminoethyl)amino] methyl-$2^1$,$3^1$,$5^1$-tri-O-acetyluridine (5b). The diamino-uridines 5a and 5b were reacted with potassium tetrachloroplatinate (II) to give the novel nucleoside complexes, 6a and 6b, respectively which were deacetylated into the free nucleosides, 7a and 7b by the treatment with CH$_{3}$ONa. The cytotoxic activities were evaluated against three cell lines (FM-3A, P-388 and J-82) and none of the synthesized compounds showed any significant activity.

• Parasites, Hosts and Diseases
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• 제33권3호
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• pp.173-178
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• 1995

톡소포자충(RH strain) tachyzoltes를 감마선에 조사하여 인체 백혈병 세포인 HL-60 세포와 정상 마우스의 복강 대식세포에 감염시킨 다음 충체 증식 능력에 어떠한 변화가 오는지 $^3H-uracil$ 흡수시험을 통하여 알아보았다 감마선 조사량은 30, 70, 100및 300 Gy로 하였고 tachyzoite감염은 시켰으나 감마선을 조사하지 않은 비조사군(NI군)과 tachyzoites를 넣지 않고 숙주세포만을 배양한 비감염군을 각각 두었다. 3H-uracil 흡수시험 결과 12-24시간 후 대식세포의 NI 군은 2,190-4,787(countperminute. 이하 같음), HL-60세포의 NI 군은 2,967-8,254의 높은 흡수량을 보였으나. 감마선 조사군은 대식세포 감염시 381-703(100 Gy조사군) 및 218-408(300 Gy조사군), HL-60 세포 감염시 1,911-2,618(30 Gy), 1,253-1,384(70 Gy), 1,013-1,090(100 Gy) 및 483-588(300 Gy)의 흡수량을 각각 보였다. 충체 증식에 대한 억제율은 300 Gy 조사시 12-24시간에 대식세포의 경우 90-92%. HL-60 세포의 경우 80-94%이었다. 이상과 같이 톡소포자충 RH tachyzoites가 감마선 조사 후 세포내 분열증식 능력에 치명적인 영향을 받는다는 것을 uracil 흡수 시험법으로 확인하였다.

• 생약학회지
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• 제23권4호
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• pp.225-228
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• 1992

From the BuOH soluble part of the roots of Anthriscus sylvestris Hoffm., two coumarin glycosides together with a nucleic acid have been isolated and identified as nodakenin and scopolin for coumarin glycoside and uracil for nucleic acid.