15793-77-8Relevant articles and documents
Spectroscopic and physicochemical studies on nickel(II) complexes of isatin-3,2′-quinolyl-hydrazones and their adducts
Gupta, Lokesh Kumar,Bansal, Usha,Chandra, Sulekh
, p. 972 - 975 (2007)
Nickel(II) complexes of isatin-3,2′-quinolyl-hydrazones of the type [Ni(L)X] (where X = Cl-, Br-, NO3-, CH3COO- and ClO4-] and their adducts Ni(L)X·2Y [where Y = pyridine or dioxane and X = Cl-, Br-, NO3- and ClO4-] have been synthesized under controlled experimental conditions and characterized by using the modern spectroscopic and physicochemical techniques viz. mass, 1H NMR, IR, electronic, elemental analysis, magnetic moment susceptibility measurements and molar conductance, etc. On the basis of spectral studies a four coordinated tetrahedral geometry is assigned for Ni(L)X type complexes whereas the adducts (Ni(L)X·2Y) were found to have a six coordinated distorted octahedral geometry.
1H-[1,2,4]Triazolo[4,3-a]pyridin-4-ium and 3H-[1,2,4]triazolo[4,3-a]quinolin-10-ium derivatives as new intercalating agents for DNA
Hebenbrock, Marian,Müller, Jens
, p. 885 - 893 (2018)
Two new cationic DNA intercalators, 3-phenyl-1-(6-phenylpyridin-2-yl)-1H-[1,2,4]triazolo[4,3-a]pyridin-4-ium (1a)+ and 1-phenyl-3-(6-phenylpyridin-2-yl)-3H-[1,2,4]triazolo[4,3-a]quinolin-10-ium (1b)+, were synthesized from 2-chloropyridine and 2-chloroquinoline, respectively, in a four-step procedure. Generation of the hydrazine, followed by condensation with an aldehyde to give a hydrazone and subsequent Buchwald-Hartwig amination gave a mixture of E- and Z-configured N,N-functionalized hydrazones. Finally, oxidative cyclisation gave rise to the formation of the cationic DNA intercalators, whose molecular structures were determined by single-crystal X-ray diffraction analysis of the hexafluorophosphate and tribromide salt of (1a)+ and (1b)+, respectively. The intercalative binding of (1a)PF6 and (1b)PF6 to ctDNA was confirmed by means of UV, CD and luminescence spectroscopy, determination of the DNA melting temperature and by rheology measurements.
Hesperidin quinazoline hydrazone derivative with anti-tumor activity and preparation method and application thereof
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Paragraph 0020; 0032-0037, (2021/12/08)
The invention discloses an orange peel quinoline hydrazone derivative with anti-tumor activity and a preparation method and application thereof, and the molecular formula is C. 25 H21 N3 O5 MTT Shows the antitumor activity of the hesperidin -4 - quinazoline hydrazone derivative of the invention, and the experimental result shows that the derivative of the invention is BGC - 823 for human gastric cancer cells. The proliferation of human hepatoma cell BEL - 7402, human lung cancer cell A549 and human breast cancer cell MCF - 7 is inhibited, compared with hesperetin itself, activity is increased by 2-4 times, activity is greatly enhanced, and especially BEL - 7402 cells are more sensitive and IC. 50 The value is 10.97 μm . and the hesperidin -4 - quinoline hydrazone disclosed by the invention has a good inhibition effect on four tumor cells of the experiment, the inhibition activity is stronger than that of the corresponding crude drug hesperetin itself, and especially the inhibition activity of human liver cancer cells BEL - 7402 is nearly 4 times.
Synthesis, characterization and evaluation of anti-inflammatory and analgesic activity of some novel quinoline based thiazolidinone heterocycles
Amer, Atef M.,Deeb, Ali,El-Eraky, Wafaa I.,El Awdan, Sally A.,Mahgoub, Sebaey
, p. 67 - 77 (2019/03/28)
IN (13–22) this paper in a three-step we report process. the synthesis Condensation of some quinoline of 2-hydrazinylquinoline based thiazolidinone 2 with derivatives different aromatic aldehydes gave the corresponding Schiff bases 3-10 which in turn were reacted with thioglycolic acid to furnish the corresponding thiazolidinone derivatives 13-20. Reaction of compound 2 with isatin or methyl isatin gave 1-sustituted-3-(2-(quinolin-2-yl)hydrazono) indolin-2-ones 11 and 12, which were converted to 1-substituted 3'-(quinolin-2-ylamino) spiro[indoline-3,2'-thiazolidine]-2,4'-dione 21 and 22 by cyclocondensation with thioglycolic acid. All newly synthesized compounds have been characterized by means of elemental analyses, IR, 1H NMR and MS. Furthermore, all new thiazolidinone derivatives were evaluated for their anti-inflammatory and analgesic activity. The Study results revealed that the highest anti-inflammatory potency was gained by 6 derivatives according to the following order 22 > 17 >13 > 14 > 21 > 15, showing a good edema inhibition compared to the reference drug indomethacin. Compound 22 carrying indole ring system inhibited the edema volume significantly at the 1st h post administration, and the activity was enhanced up to the 4th h giving a promising edema volume inhibition compared to that produced by indomethacin. The longest duration of analgesic action up to 90 min post compounds administration was obtained by the compounds 13, 17 and 22, they exhibited potent analgesia compared to that obtained by aspirin.
Quinoline derivatives bearing pyrazole moiety: Synthesis and biological evaluation as possible antibacterial and antifungal agents
El Shehry, Mohamed F.,Ghorab, Mostafa M.,Abbas, Samir Y.,Fayed, Eman A.,Shedid, Said A.,Ammar, Yousry A.
, p. 1463 - 1473 (2017/11/10)
In an attempt for development of new antimicrobial agents, three series of quinoline derivatives bearing pyrazole moiety have been synthesized. The first series was synthesized through the synthesis of 4-(quinolin-2-yloxy)benzaldehyde and 4-(quinolin-2-yloxy)acetophenone and then treatment with ketone or aldehyde derivatives to afford the corresponding chalcones. Cyclization of the latter chalcones with hydrazine derivatives led to the formation of new pyrazoline derivatives. The second series was synthesized via the synthesis of 2-hydrazinylquinoline and then treatment with formylpyrazoles to afford the corresponding hydrazonyl pyrazole derivatives. The third series was synthesized through the treatment of 2-hydrazinylquinoline with ethoxyethylidene, dithioacetal and arylidene derivatives to afford the corresponding pyrazole derivatives. The synthesized compounds were evaluated for their expected antibacterial and antifungal activities; where, the majority of these compounds showed potent antibacterial and antifungal activities against the tested strains of bacteria and fungi. Pyrazole derivative 13b showed better results when compared with the reference drugs as revealed from their MIC values (0.12–0.98 μg/mL). The pyrazole derivative 13b showed fourfold potency of gentamycin in inhibiting the growth of S. flexneri (MIC 0.12 μg/mL). Also, compound 13b showed fourfold potency of amphotericin B in inhibiting the growth of A. clavatus (MIC 0.49 μg/mL) and C. albicans (MIC 0.12 μg/mL), respectively. The same compound showed twofold potency of gentamycin in inhibiting the growth of P. vulgaris (MIC 0.98 μg/mL), equipotent to the ampicillin and amphotericin B in inhibiting the growth of S. epidermidis (MIC 0.49 μg/mL), A. fumigatus (MIC 0.98 μg/mL), respectively. Thus, these studies suggest that quinoline derivatives bearing pyrazole moiety are interesting scaffolds for the development of novel antibacterial and antifungal agents.
