JOURNAL OF MOLECULAR STRUCTURE
·
2022
·
IF 3.841
Yuan-Yuan Feng,Chang-E Dong,Rui Li,Xiao-Qing Zhang,Wei Wang,Xing-Rui Zhang,Wei-Wei Liu,Da-Hua Shi
Summary A series of new hybrids of 1,2,4-triazine-quinoline were designed, synthesized and assessed as antimalarial agents. The structures of the 1,2,4-triazine-quinoline hybrids were confirmed by IR, NMR, HRMS and single-crystal X-ray diffraction studies. Compound 5f had the crystal system of monoclinic and Cc space group. Compound 5j possessed the monoclinic crystal system and C2/c space group. Compound 5n showed the monoclinic crystal system and P21 space group. Compounds 5a - 5m all exhibited good inhibitory activities associated with β -hematin formation. Compound 5c had the best inhibitory activity of β -hemotin formation with IC 50 values of 4.54 ± 0.16 µM.
研究领域:
药理学
·
有机化学
·
寄生虫学
✓ 已验证
DOI
高影响因子
RSC Advances
·
2023
·Vol. 13
·期 16
·10523-10541
·
IF 3.9
Delong Wang,Min Li,Jing Li,Yali Fang,Zhijia Zhang
In an effort to exploit the bioactive natural scaffold 3,4-dihydroisoquinolin-1(2H)-one for plant disease management, 59 derivatives of this scaffold were synthesized using the Castagnoli–Cushman reaction. The results of bioassay indicated that their antioomycete activity against Pythium recalcitrans was superior to the antifungal activity against the other 6 phytopathogens. Compound I23 showed the highest in vitro potency against P. recalcitrans with an EC50 value of 14 μM, which was higher than that of the commercial hymexazol (37.7 μM). Moreover, I23 exhibited in vivo preventive efficacy of 75.4% at the dose of 2.0 mg/pot, which did not show significant differences compared with those of hymexazol treatments (63.9%). When the dose was 5.0 mg per pot, I23 achieved a preventive efficacy of 96.5%. The results of the physiological and biochemical analysis, the ultrastructural observation and lipidomics analysis suggested that the mode of action of I23 might be the disruption of the biological membrane systems of P. recalcitrans. In addition, the established CoMFA and CoMSIA models with reasonable statistics in the three-dimensional quantitative structure–activity relationship (3D-QSAR) study revealed the necessity of the C4-carboxyl group and other structural requirements for activity. Overall, the above results would help us to better understand the mode of action and the SAR of these derivatives, and provide crucial information for further design and development of more potent 3,4-dihydroisoquinolin-1(2H)-one derivatives as antioomycete agents against P. recalcitrans.
研究领域:
植物病理学
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药物化学
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分子生物学
✓ 已验证
DOI
PubMed
高影响因子
JOURNAL OF HETEROCYCLIC CHEMISTRY
·
2014
·Vol. 52
·期 4
·1219-1225
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IF 0.873
Guang-Fan Han,Li-Jun Zhao,Li-Zhuang Chen,Jia-Wei Du,Zhong-Xia Wang
The 2-arylidene-3-oxobutanenitrile derivatives 2 were prepared by the Knoevenagel condensation between aldehydes and 3-oxobutanenitrile 1 , which was obtained by acid hydrolysis of β-aminocrotononitrile. 3-Acetyl-2-amino-4 H -chromen-5(6 H )-one derivatives 3 were synthesized by reaction of 2-arylidene-3-oxobutanenitrile 2 and 5-substituted-1,3-cyclohexanedione in ethylene glycol. The 11-methyl-3,8-disubstituted-12-aryl-3,4,7,8,9,12-hexahydro-1 H -chromeno[2,3- b ]quinoline-1,10(2 H )-dione derivatives 4 were obtained by Friedländer reaction of compounds 3 with 5-substituted-1,3-cyclohexanedione, using p -toluenesulfonic acid monohydrate as catalyst. The structures of all novel compounds were characterized by elemental analysis, IR, MS, and 1 H NMR spectra. The crystal and molecular structure of compound 4f has been determined by single crystal XRD analysis.
研究领域:
有机化学
·
药物化学
✓ 已验证
产品关联
DOI
高影响因子
TETRAHEDRON
·
2017
·
IF 2.651
Qiujie Tang,Ping Xie,Jin Wang,Jiajun Lin,Chunlai Feng,Charles U. Pittman,Aihua Zhou
Two cascade coupling reactions were developed between N -alkyl(aryl)- N -methacryloyl benzamides and readily available benzyl alcohols or sodium benzenesulfinates . Through a radical cyclization strategy, these one-pot sequential reactions provided two simple and efficient approaches to the synthesis of a variety of isoquinoline-1,3(2H,4H)-dione derivatives in high yields with a broad substrate scope. These compounds are valuable molecules in drug discovery .
研究领域:
有机化学
·
药物化学
✓ 已验证
DOI
高影响因子
MOLECULAR CARCINOGENESIS
·
2023
·
IF 4.6
Miao Deng,Jiaxin Guo,Zihang Ling,Chi Zhang,Lihong He,Zhaona Fan,Bin Cheng,Juan Xia
Gene mutations play an important role in head and neck squamous cell carcinoma (HNSCC) by not only promoting the occurrence and progression of HNSCC but also affecting sensitivity to treatment and prognosis. KRAS is one of the most frequently mutated oncogenes, which has been reported to have a mutation rate from 1.7% to 12.7% and may lead to poor prognosis in HNSCC, but its role remains unclear. Here, we found that the KRAS mutation can promote HNSCC generation through synergism with 4-Nitroquinoline-1-Oxide(4NQO). Mechanistically, KRAS mutations can significantly upregulate Runx1 to promote oral epithelial cell proliferation and migration and inhibit apoptosis. Runx1 inhibitor Ro 5-3335 can effectively inhibit KRAS -mutated HNSCC progression both in vitro and in vivo. These findings suggest that the KRAS mutation plays an important role in HNSCC and that Runx1 may be a novel therapeutic target for KRAS -mutated HNSCC.
研究领域:
肿瘤学
·
分子生物学
·
癌症遗传学
✓ 已验证
DOI
PubMed
高影响因子
BIODEGRADATION
·
2015
·Vol. 26
·期 3
·197-210
·
IF 2.336
Wang Hong-Wei,Zhang Wei,Su Chun-Lun,Zhu Hong,Dai Chuan-Chao
Phytoestrogens are plant-derived hormonally-active compounds known to cause varied reproductive, immunosuppressive and behavioral effects in vertebrates. In this study, biodegradation of luteolin, a common phytoestrogen, was investigated during incubation with endophytic fungus Phomopsis liquidambari . The optimum concentration of luteolin as sole carbon source supplied in culture was 200 mg L −1 , which allowed 97 and 99 % degradation of luteolin by P. liquidambari in liquid culture and soil conditions, respectively. The investigation of the fungal metabolic pathway showed that luteolin was first decomposed to caffeic acid and phloroglucinol. These intermediate products were degraded to protocatechuic acid and hydroxyquinol, respectively, and then rings were opened by ring-cleavage dioxygenases. Two novel genes encoding the protocatechuate 3,4-dioxygenase and hydroxyquinol 1,2-dioxygenase were successfully cloned. Reverse-transcription quantitative polymerase chain reaction demonstrated that expression levels of mRNA of these two genes increased significantly after P. liquidambari was induced by the intermediate products caffeic acid and phloroglucinol, respectively. These results revealed that P. liquidambari can biodegrade luteolin efficiently and could potentially be used to bioremediate phytoestrogen contamination.
研究领域:
环境科学
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微生物学
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分子生物学
✓ 已验证
DOI
PubMed
高影响因子
SYNTHESIS-STUTTGART
·
2022
·Vol. 54
·期 11
·2707-2723
·
IF 2.969
Jiahui Fu,Xingxing Cai,Yihuo Liu,Jinghua Li,Dongping Cheng,Xiaoliang Xu
An efficient visible-light-mediated tandem reaction of acryloylbenzamides with alkylboronic acids, arylsulfonyl hydrazides and oxime esters has been developed. The reaction proceeds via radical addition and cyclization to give various isoquinoline-1,3(2H,4H)-diones in satisfactory yields under mild conditions, which provides a good opportunity to discover new meaningful bioactive compounds.
研究领域:
有机化学
·
光化学
·
合成化学
✓ 已验证
DOI
高影响因子
危险品化学品经营许可证（带存储）