• Genomics & Informatics
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• 제20권1호
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• pp.7.1-7.13
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• 2022

2-Methoxy-1,4-naphthoquinone (MNQ) has been shown to cause cytotoxic towards various cancer cell lines. This study is designed to investigate the regulatory effect of MNQ on the key cancer genes in mitogen-activated protein kinase, phosphoinositide 3-kinase, and nuclear factor κB signaling pathways. The expression levels of the genes were compared at different time point using polymerase chain reaction arrays and Ingenuity Pathway Analysis was performed to identify gene networks that are most significant to key cancer genes. A total of 43 differentially expressed genes were identified with 21 up-regulated and 22 down-regulated genes. Up-regulated genes were involved in apoptosis, cell cycle and act as tumor suppressor while down-regulated genes were involved in anti-apoptosis, angiogenesis, cell cycle and act as transcription factor as well as proto-oncogenes. MNQ exhibited multiple regulatory effects on the cancer key genes that targeting at cell proliferation, cell differentiation, cell transformation, apoptosis, reduce inflammatory responses, inhibits angiogenesis and metastasis.

• Natural Product Sciences
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• 제14권4호
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• pp.269-273
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• 2008

Microbial transformation of isoxanthohumol (1), a prenylated flavanone from hops, has resulted in the production of a pair of glucosylated derivatives. The structures of these compounds were elucidated to be (2S)-5-methoxy-8-prenylnaringenin 7-O-${\beta}$-D-glucopyranoside (2) and (2R)-5-methoxy-8-prenylnaringenin 7-O-${\beta}$-Dglucopyranoside (3) based on the spectroscopic analyses.

• Applied Biological Chemistry
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• 제47권3호
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• pp.351-356
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• 2004

HQSAR 방법으로 일련의 새로운 1-(5-methyl-3-phenylisoxazolin-5-yl)methoxy-2-chloro-4-fluorobenzene 유도체들중 A = 3,4,5,6-tetrahydrophthalimino, B = 3-chloro-4,5,6,7-tetrahydro-2H-indazolyl 및 C = 3,4-dimethylmaleimino 치환체들의 구조 변화에 따른 벼(Orysa sativa L.)와 논피(Echinochloa crus-galli) 뿌리와 줄기부위 사이의 살초활성 관계를 연구하였다. 두 가지 초종의 뿌리와 줄기의 살초활성에 대하여 유도된 4개의 HQSAR 모델들은 예측성, cross-validated $r^2\;_{cv.}$값$(q^2\;=\;0.760{\sim}0.924)$, non-cross-validated 상관계수$(r^2\;_{cv.}\;=\;0.868{\sim}0.970)$ 및 PRESS 값$(0.123{\sim}0.261)$에 근거하여 매우 양호한 통계값들을 나타내었다. 유도된 HQSAR 모델들은 벼 보다는 논피에 대하여 양호한 경향을 나타내었으며 CoMFA 모델에 비하여 예측성은 좋았으나$(q^2\;=\;HQSAR\;>\;CoMFA)$ 저해활성과의 상관성은 약간 낮은$(r^2\;=\;HQSAR\;<\;CoMFA)$ 경향이었다. 또한, HQSAR 기여도로부터 논피에 대한 선택적인 살초활성은 2-fluoro-4-chloro-5-alkoxy anilino 및 C-phenyl 고리상 $R_3-$치환기에 의존적임을 알았다.

• Applied Biological Chemistry
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• 제46권3호
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• pp.268-270
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• 2003

굴피나무 지상부의 메탄을 추출물을 n-hexane, ethylacetate, n-butanol, $H_2O$으로 순차적으로 용매분획하였다. Ethylacetate 분획으로부터 silica gel chromatography를 반복하여 활성물질을 분리 정제하였다. 화합물은 NMR과 MS의 기기분석 결과 5-hydroxy-2-methoxy-1,4-naphthoquinone로 구조결정 되었다. 이 화합물은 in vivo 실험결과 토마토역병에 대하여 $100\;{\mu}g/ml$에서 76%의 방제효과를 나타내었다.

• Archives of Pharmacal Research
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• 제25권5호
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• pp.600-607
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• 2002

Two series of 2,3-diarylcyclopent-2-ene-1-ones including 2-aryl-3-(2,5-dihydroxyphenyl)cyclopent-2-ene-1-ones (2a∼2f) and 3-aryl-2-(3',4',5'-trimethoxyphenyl)cyclopent-2-ene-1-one (3a∼3j) were synthesized and evaluated for the cytotoxicity against three tumor cell lines; B16F10, HCT116 and A431. It was found that the 3,4,5-trimethoxy substituent was optimal for the bioactivity of compounds in series 2. Meanwhile, compounds in series 3 exhibited the most potent cytotoxicity with 3-aryl ring being 4-methoxyphenyl (compound 3f), (3-hydroxy-4-methoxy)phenyl (compound 3e), or (3-amino-4-methoxy)phenyl (compound 3j).

• 생약학회지
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• 제39권2호
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• pp.86-90
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• 2008

Two decursin derivatives were synthesized from decursinol. Compounds 1 and 2 were determined as 7-{3-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-propoxy}-8,8-dimethyl-7,8-dihydro-6H-pyranochromen-2-one (1) and decursinol 3'-O-E-pmethoxycinnamic acid ester (2), respectively and newly reported. Compounds 1 and 2 significantly inhibited AChE activity and ameliorated memory impairment induced in mice by scopolamine (1.0 mg/kg body weight s.c.) as measured in passive avoidance test. We suggest, therefore, that compounds 1 and 2 has both anti-AChE and anti-amnesic activities that may ultimately hold significant therapeutic value in alleviating certain memory impairment observed in Alzheimer's disease.

• 한방재활의학과학회지
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• 제18권1호
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• pp.95-110
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• 2008

목 적 : 급성 및 만성 염증 질환은 iNOS에 의해서 생성된 과량의 NO와 관련이 있다. 따라서 이러한 질병 치료를 목적으로 NO 생성 억제물질 또는 iNOS 발현 차단물질을 개발할 가치가 있다. 본 연구는 대사 안정성을 개선시킨 dimethoxycurcumin (DiMC)이 활성화된 대식세포에서 NO 생성 및 iNOS 발현을 제어할 수 있는지 조사하였다. 방 법 : RAW264.7 세포를 DiMC (양쪽 방향성 고리에 각각 2개의 methoxy group을 가짐), curcumin (양쪽 방향성 고리에 각각 1개의 methoxy group을 가짐), bis-demethoxycurcumin (양쪽 방향성 고리에 methoxy group이 없음; BDMC) 및 tetrahydrocurcumin (양쪽 방향성 고리에 각각 1개의 methoxy group을 가지고 있지만 중앙 7개 탄소 사슬에 이중결합이 없음; THC)로 각각 전처리한 후에 LPS로 자극하였다. 이들 전처리 물질의 효과를 비교하기 위하여, NO 생성, iNOS 발현, NF-kB p65 인산화 및 p65 DNA-binding 활성을 조사하였다. 결 과 : DiMC, curcumin 및 BDMC는 NO 생성, iNOS 발현 및 NF-kB 활성을 억제하였으며, 그 세기에 있어서 DiMC가 가장 크게 관찰되었고 그 다음 curcumin 그리고 BDMC 순으로 관찰되었다. THC는 어떠한 활성도 보이지 못했다. 결 론 :DiMC는 NO 생성 억제, iNOS 발현 차단 및 NF-kB 비활성을 유도할 수 있음을 알 수 있었다. 이러한 효과는 연속된 이중결합 및 methoxy group의 증가와 관련이 있는 것으로 판단된다.

• 통합자연과학논문집
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• 제11권1호
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• pp.1-8
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• 2018

HEMA, AA, MMA, and EGDMA as crosslinking agent and AIBN as an initiator, and 2,4-dihydroxybenzophenone, 2-ethylhexyl-trans-4-methoxy-cinnamate, 2-hydroxy-4-(methacryloyloxy)benzophenone as additives at 0.1-1.0% ratios were used to manufacture hydrophilic ophthalmic lenses through thermal polymerization before their physical properties were measured. The results showed that the samples containing of 2,4-dihydroxybenzophenone and 2-ethylhexyl-trans-4-methoxy-cinnamate resulted in a decrease of the UV blocking performance after high-pressure sterilization whereas the sample containing 2-hydroxy-4-(methacryloyloxy)benzophenone showed no change in the UV blocking performance. It is judged that this is induced by presence or absence of an acyl functional group in benzophenone.

• Natural Product Sciences
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• 제27권3호
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• pp.169-171
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• 2021

A new phenolic compound and three known flavonoids isolated from the MeOH extracts of Lespedeza tomentosa. Based on spectral data, the isolated compounds were identified as methyl 4,5-dihydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)benzoate (1), 1-methoxylespeflorin G₁₁ (2), farrerol (3) and 1-methoxylespeflorin I₂ (4). Methyl 4,5-dihydroxy-3-methoxy-2-(3-methylbut-2-en-1-yl)benzoate (1) is newly isolated from plant source.

• Archives of Pharmacal Research
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• 제24권4호
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• pp.312-315
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• 2001

Repeated column chromatographic separation of the $CH_{2}Cl_{2}$ extract of Artemisia stolonofera (Asteraceae) led to the isolation of a triterpene (I), a sesquiterpene (II), two aromatic compounds (III and IV) and a benzoquinone (V). Their structures were determined by spectroscopic means to be simiarenol (I), (1S,7S)-1 $\beta$-hydroxygermacra-4(15),5, 10(14)-triene (II), 3'-methoxy-4'-hydroxy-trans-cinnamaldehyde (III), vanillin(IV) and 2,6-dimethoxy-1,4-benzoquinone (V), respectively. Among these products, compound V showed significant cytotoxicity against five human tumor cell lines in vitro, A549 (non small cell lung adenocarcinoma), SK-OV-3 (ovarian), SK-MEL-2 (skin melanoma), XF498 (CNS) and HCT15 (colon) with ED_{50}$ values ranging from 1.33~4.22${\mu}g/ml$.