• 공업화학
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• 제25권6호
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• pp.648-653
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• 2014

크롬(VI)-헤테로고리 착물(2,4'-비피리디늄 클로로크로메이트)을 합성하여, 적외선 분광광도법(IR), 유도결합 플라즈마(ICP) 등으로 구조를 확인하였고, 여러 가지 용매 하에서, 2,4'-비피리디늄 클로로크로메이트를 이용하여 벤질알코올의 산화반응을 측정한 결과, 유전상수값의 증가에 따라 반응도 증가했다는 것을 보였다. 그 순서는 : N,N-디메 틸포름아미드(DMF) > 아세톤 > 클로로포름 > 시클로헥센산 촉매(HCl)를 이용한 DMF 용매 하에서, 2,4'-비피리디늄 클로로 크로메이트은 벤질 알코올(H)과 그의 유도체들(p-$CH_3$, m-Br, m-$NO_2$)을 효과적으로 산화시켰다. 전자받개 그룹들은 반응 속도가 감소한 반면에 전자주개 치환체들은 반응속도를 증가시켰고, Hammett 반응상수(${\rho}$) 값은 -0.67 (303 K)이었다. 속도결정단계에서 크로메이트 에스테르의 형성과정을 거친 후, 양성자 전이가 일어났다.

• Journal of Microbiology and Biotechnology
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• 제32권10호
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• pp.1299-1306
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• 2022

Six ansamycin derivatives were isolated from the culture broth of Streptomyces sp. KCB17JA11, including four new hygrolansamycins A-D (1-4) and known congeners divergolide O (5) and hygrocin C (6). Compounds 1-5 featured an unusual six-membered O-heterocyclic moiety. The isolation workflow was guided by a Molecular Networking-based dereplication strategy. The structures of 1-4 were elucidated using NMR and HRESIMS experiments, and the absolute configuration was established by the Mosher's method. Compound 2 exhibited mild cytotoxicity against five cancer cell lines with IC₅₀ values ranging from 24.60 ± 3.37 µM to 49.93 ± 4.52 µM.

• 공업화학
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• 제26권2호
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• pp.234-238
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• 2015

모델 콜타르 유분 중에 함유된 질소고리화합물(NHC)의 분리를 메탄올과 포름아마이드 추출에 의해 비교했다. 원료로서는 4종류의 NHC (NHCs : 퀴놀린, 이소퀴놀린, 인돌, 퀴날딘), 3종류의 2환 방향족 화합물(BACs : 1-메틸나프탈렌, 2-메틸나프탈렌, 디메틸나프탈렌), 비페닐과 페닐에테르로 제조한 모델 콜타르 유분을 사용했다. 용매로서는 메탄올과 포름아마이드 수용액을 사용했다. 원료와 용매의 접촉 장치로서는 회분 교반기를 사용했다. 사용한 용매와 무관하게, 초기 용매 함수율의 감소와 평형조작 온도의 상승은 NHCs의 분배계수를 급격히 증가시켰으나, 역으로 BACs를 기준한 NHCs의 선택도를 감소시켰다. 초기 용매/원료의 체적비가 감소함에 따라 NHCs의 분배계수는 감소했으나, BACs를 기준한 NHCs의 선택도는 거의 일정했다. 동일한 실험조건에서, NHCs의 분배계수는 메탄올 추출이 포름아마이드 추출에 비해 약 3~5배 높았으나, BACs를 기준한 NHCs의 선택도는 역으로 포름아마이드 추출이 메탄올 추출에 비해 3~7배 높았다. 또한, NHCs의 용해력과 선택도의 밸런스에 NHCs의 추출처리속도를 부가하여 두 용매 추출법을 비교했다.

• Bulletin of the Korean Chemical Society
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• 제33권5호
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• pp.1505-1508
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• 2012

Protein tyrosine phosphatase 1B (PTP1B) is a key factor in negative regulation of the insulin pathway, and is a promising target for the treatment of type-II diabetes, obesity and cancer. Herein, compound ($\mathbf{4}$) was first observed to have moderate inhibitory activity against PTP1B with an $IC_{50}$ value of $13.72{\pm}1.53{\mu}M$. To obtain more potent PTP1B inhibitors, we synthesized a series of chalcone derivatives using compound ($\mathbf{4}$) as the lead compound. Compound $\mathbf{4l}$ ($IC_{50}=3.12{\pm}0.18{\mu}M$) was 4.4-fold more potent than the lead compound $\mathbf{4}$ ($IC_{50}=13.72{\pm}1.53{\mu}M$), and more potent than the positive control, ursolic acid ($IC_{50}=3.40{\pm}0.21{\mu}M$). These results may help to provide suitable drug-like lead compounds for the design of inhibitors of PTP1B as well as other PTPs.

• 대한화학회지
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• 제54권4호
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• pp.414-418
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• 2010

Ethyl 1-aminotetrazole-5-carboxylate (1)를 hydrazine hydrate와 반응시켜서 대응하는aminohydrazide 2를 합성한 후에, 화합물 2를carbon disulfide와 반응시켜서 1,3,4-oxadiazole-5-thiol structure 3을 합성하였다. 얻어진 화합물 3을 either chloroacetone 또는 ethyl chloroacetate와 반응시켜서S-acyl 1,3,4-oxadiazole 유도체인 4 와 5를 합성하였으며, 또한 hydrazine hydrate와 반응시켜서 4-amino-1,2,4-triazole-5-thiol 유도체인 6을 합성하였으며, 화합물 6을 glacial acetic acid와 반응시켜서 6-methyl-1,3,4-triazolo[3,4-b]-1,3,4-thiadiazole (7)을 합성하였다. 한편, 알려진 방법에 따라서, 화합물 1로부터 tetrazolo[5,1-f]-1,2,4-triazine 9을 얻은 다음에, 화합물 9를 carbon disulfide와 반응시켜서 8-thione 유도체인 10을 합성한 후에, 대응하는 화합물 11, 12 및 13을 합성하였다. 얻어진 화합물13을 이용하여1,2,4-triazolo[4,3-d]tetrazolo[5,1-f]-1,2,4-triazines 14와 15를 합성하였다. 새롭게 합성한 화합물들의 화학구조를 확인하였으며, 합성한 화합물들에 대한 항균 활성시험을 수행하였다.

• Asian Pacific Journal of Cancer Prevention
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• 제17권4호
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• pp.1739-1744
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• 2016

We report herein an in vitro anticancer evaluation of a series of seven curcumin analogues (3a-g). The National Cancer Institute (NCI US) Protocol was followed and all the compounds were evaluated for their anticancer activity on nine different panels (leukemia, non small cell lung cancer, colon cancer, CNS cancer, melanoma, ovarian cancer, renal cancer, prostate cancer and breast cancer) represented by 60 NCI human cancer cell lines. All the compounds showed significant anticancer activity in one dose assay (drug concentration $10{\mu}M$) and hence were evaluated further in five dose assays (0.01, 0.1, 1, 10 and $100{\mu}M$) and three dose related parameters $GI_{50}$, TGI and $LC_{50}$ were calculated for each (3a-g) in micro molar drug concentrations (${\mu}M$). The compound 3d (NSC 757927) showed maximum mean percent growth inhibition (PGI) of 112.2%, while compound 3g (NSC 763374) showed less mean PGI of 40.1% in the one dose assay. The maximum anticancer activity was observed with the SR (leukemia) cell line with a $GI_{50}$ of $0.03{\mu}M$. The calculated average sensitivity of all cell lines of a particular subpanel toward the test agent showed that all the curcumin analogues showed maximum activity on leukemia cell lines with $GI_{50}$ values between 0.23 and $2.67{\mu}M$.

• 대한화학회지
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• 제55권2호
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• pp.218-229
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• 2011

Imine 화합물 1을 hydrazine hydrate와 같은 nitrogenous 시약과 반응시켜서 치환된 pyrimidines 화합물을 합성하였다. 얻어진 화합물 2를 다양한 반응조건, 즉 propionic acid, formic acid, ethyl chloroformate, acdetic anhydride, carbon disulphide, cyanogene bromide, triflauroacetic acid 및 ethyl chloroacetate와 반응시켜서 대응하는 화합물을 좋은 수율로 얻었으며, 반응은 Dimroth-type 자리옮김 반응을 통하여 진행되었다.

• 대한화학회지
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• 제55권6호
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• pp.994-999
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• 2011

Some novel heterocyclic derivatives of 1,1-bis(2-phenyl-5-arylidine-1,3-thiadiazolidin-4-one)cyclopropane 4(a-i) have been synthesized from cyclopropane dicarboxylic acid and substituted thiadiazole moieties. All the synthesized compounds have been characterized by elemental and spectral (I.R., $^1H$-NMR, Mass) analysis. Furthermore, above said compounds were screened for their antifungal and antibacterial activities. Compound 4c was found the most potent one which further evaluated for lesser toxicity test.

• Bulletin of the Korean Chemical Society
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• 제31권12호
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• pp.3530-3538
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• 2010

In this study 1-[4-(2-methoxy benzyl)-6-aryl-pyridazin-3(2H)-ylidene] hydrazines were used for the synthesis of new heterocyclic systems such as thiazolidine, phthalazine, pyrazolo, tetrazolo, hydrazide and new pyridazine derivatives to explore the effect of silver nanoparticles on their biological activity efficiency. Structures of the new heterocycles were characterized by the aid of several analytical techniques including; $^1H$-NMR, FTIR and mass spectra. Silver nanoparticles were synthesized by a simple methodology and the formation of silver nanoparticles was confirmed by transmission electron microscopy (TEM) and UV studies. Most of the new prepared heterocycles were evaluated in vitro as new antimicrobial agents. Combination effects of the silver nanoparticles on the antimicrobial activity of the new heterocycles were investigated using the disk diffusion method. Compound 10a exhibited the strongest enhancing effect of silver nanoparticles solution against Aspergillus flavus and Candida albicans.

• Bulletin of the Korean Chemical Society
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• 제11권2호
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• pp.140-143
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• 1990

Ethanolic tetra carbonylhydridoferrate solution combined with dialdehyde (no of carbon; 4,5,6) is very efficient for the selective transformation of amino group into N-heterocyclic compound. However, a large variety of both aliphatic and aromatic amines react with the ferrate-pimelaldehyde at room temperature under an atmospheric pressure of carbon monoxide to give the corresponding N-(cyclohexylmethyl)-N-alkyiamine derivatives in moderate yields instead of the corresponding N-substituted perhydroazocine derivatives.