共查询到20条相似文献,搜索用时 16 毫秒
1.
Ji XY Zhong ZJ Xue ST Meng S He WY Gao RM Li YH Li ZR 《Chemical & pharmaceutical bulletin》2010,58(11):1436-1441
A series of novel glutarimide compounds were synthesized and their antiviral activities were evaluated. The compounds displaying the strongest antiviral activities included 5, 6f, 7e and 9 against coxsackievirus B3 (Cox B3), 10 and 6f against influenza virus A (influenza A) and 7a against herpes simplex virus 2 (HSV-2). However, most of the synthetic glutarimides showed comparatively much weaker activity against influenza A, Cox B3 and HSV-2 than the natural glutarimide compounds tested. Based on the results, it seemed likely that a conjugated system at the β-substituted moiety provides stronger antiviral activity. 相似文献
2.
Mibu N Yokomizo K Oishi M Miyata T Sumoto K 《Chemical & pharmaceutical bulletin》2008,56(7):1052-1058
N-carbamoyl and N-acyl diamine derivatives were synthesized from symmetrical diamines by their addition to iso(thio)cyanates, cleavage reaction of acid anhydride, or N-acylation by acyl chloride. (1R,2R)-1,2-Diaminocyclohexane [(1R,2R)-1], meso-1,2-diaminocyclohexane (meso-1), (1R,2R)-1,2-diphenylethylenediamine [(1R,2R)-3], or meso-1,2-diphenylethylenediamine (meso-3) were used as the starting symmetrical diamines. The target compounds synthesized herein were evaluated for antiviral activity with herpes simplex virus type 1 (HSV-1). A few derivatives of 1,2-diaminocyclohexane [(1R,2R)-7aa and cis-7b] with adamantyl group(s) showed significant antiviral activity (EC(50)=16.0, 27.0 microg/ml). 相似文献
3.
Michel Legraverend Hassane Boumchita Emile Bisagni 《Journal of heterocyclic chemistry》1990,27(6):1801-1804
New acyclic purine nucleoside analogs lacking the C(3′)? C(4′) bond, have been prepared from 4-aminocyclohexene and evaluated for antiviral activity. A new synthesis of 4-aminocyclohexene from cyclohex-3-ene-1-carbonyl chloride is also reported via a Curtius reaction. None of the two compounds exhibited any antiviral activity in vitro against HSV-1, HCMV and HIV-1. 相似文献
4.
Victor E. Marquez Benjamin B. Lim John S. Driscoll Robert Snoek Jan Balzarini Satoru Ikeda Graciela Andrei Erick De Clercq 《Journal of heterocyclic chemistry》1993,30(5):1393-1398
Synthesis of the cyclopentene carbocyclic analogue of the naturally occurring nucleoside clitocine ( 1 ) is reported. Starting with racemic cyclopentenylamine ( 10 ), the heterocyclic moieties of the clitocine analogue 4 and related 1,6-dihydro-6-oxo, 5 , and 2-amino-1,6-dihydro-6-oxo, 6 , analogues were constructed. These compounds were respectively converted to 8-aza-neplanocin A (7) , 8-aza-neplanocin D ( 8 , the inosine analogue), and the corresponding 8-aza-guanosine analogue 9 after reduction of the nitro group followed by nitrous acid cyclization. Extensive antiviral evaluation revealed that only 8-aza-neplanocin A ( 7 ) had enough antiviral activity to warrant further studies. This compound showed weak antiviral activity against HSV-1, HSV-20 and the thymidine kinase deficient (TK-) HSV-1. However, it displayed good antiviral activity against human cytomegalovirus (HCMV) at a concentration of 0.40–2.50 μg/ml, well below the cytotoxicity threshold. This activity profile is consistent with a mechanism of action involving the inhibition of the enzyme adenosylhomo-cysteine hydrolase. 相似文献
5.
Mibu N Yokomizo K Uchida W Takemura S Zhou J Aki H Miyata T Sumoto K 《Chemical & pharmaceutical bulletin》2012,60(3):408-414
In terms of molecular symmetry and bioactivity, new C3- and CS-symmetrical derivatives based on the tris(2-aminoethyl)amine scaffold were designed and synthesized. The synthesized compounds were evaluated for antiviral activity with herpes simplex virus type 1 (HSV-1) by a plaque reduction assay and for cytotoxic activity with Vero cells. Most of the compounds showed no significant anti-HSV-1 activity, but some of the symmetrical derivatives showed high levels of cytotoxic activitiy. 相似文献
6.
Vesna Kunti? Maja Stanojevi? Ivanka Holclajtner-Antunovi? Sne?ana Uskokovi?-Markovi? Ubavka Mio? Marija Todorovi? Tanja Jovanovi? Vladana Vukojevi? 《Monatshefte für Chemie / Chemical Monthly》2006,43(9):803-810
Compounds of phosphotungstic acid (WPA) containing the amino acids alanine (WPA–Ala) or glycine (WPA–Gly) as counter cations were synthesized and characterized by elemental analysis, thermal analysis, and IR spectroscopy. Cellular
toxicity was assessed by the trypan blue exclusion method, and the antiviral activity of WPA and the modified WPA compounds was tested against herpes simplex viruses (HSV) type 1 and type 2. Biological assays indicate that the newly synthesized
compounds exhibit no evident cytotoxic effects on Vero cells and negligible antiviral activity against HSV-1 and HSV-2. 相似文献
7.
Vesna Kuntić Maja Stanojević Ivanka Holclajtner-Antunović Snežana Uskoković-Marković Ubavka Mioč Marija Todorović Tanja Jovanović Vladana Vukojević 《Monatshefte für Chemie / Chemical Monthly》2006,137(6):803-810
Summary. Compounds of phosphotungstic acid (WPA) containing the amino acids alanine (WPA–Ala) or glycine (WPA–Gly) as counter cations were synthesized and characterized by elemental analysis, thermal analysis, and IR spectroscopy. Cellular
toxicity was assessed by the trypan blue exclusion method, and the antiviral activity of WPA and the modified WPA compounds was tested against herpes simplex viruses (HSV) type 1 and type 2. Biological assays indicate that the newly synthesized
compounds exhibit no evident cytotoxic effects on Vero cells and negligible antiviral activity against HSV-1 and HSV-2. 相似文献
8.
T Hayashi K Hayashi K Uchida S Niwayama N Morita 《Chemical & pharmaceutical bulletin》1990,38(1):239-242
Scopadulcic acid B derivatives were synthesized and their antiviral activities against herpes simplex virus type 1 (HSV-1) were examined. All the derivatives synthesized showed lower inhibitory activities against HSV-1 than scopadulcic acid B (2). Five compounds, 7, 8, 15, 16, and 18, however, had in vitro therapeutic indexes larger than 7 and were considered to merit further investigation. 相似文献
9.
Hassane Boumchita Michel Legraverend Emile Bisagni Christiane Huel 《Journal of heterocyclic chemistry》1990,27(6):1815-1819
The synthesis of 1-amino-3,3-bis(benzyloxymethyl)cyclobutane has been performed from 3,3-bis(benzyloxymethyl)cyclobutanone, via the corresponding oxime which was reduced with lithium aluminum hydride. The amine thus obtained led to two new cyclobutyl analogs of adenosine and guanosine which were devoid of antiviral activity against HSV-1, HCMV and HIV in cell culture. 相似文献
10.
In vitro evaluation of secoiridoid glucosides from the fruits of Ligustrum lucidum as antiviral agents. 总被引:1,自引:0,他引:1
S C Ma Z D He X L Deng P P But V E Ooi H X Xu S H Lee S F Lee 《Chemical & pharmaceutical bulletin》2001,49(11):1471-1473
Six secoiridoid glucosides, lucidumoside C (1), oleoside dimethylester (2), neonuezhenide (3), oleuropein (4), ligustroside (5) and lucidumoside A (6), isolated from the fruits of Ligustrum lucidum (Oleaceae), were examined in vitro for their activities against four strains of pathogenic viruses, namely herpes simplex type I virus (HSV-1), influenza type A virus (Flu A), respiratory syncytial virus (RSV) and parainfluenza type 3 virus (Para 3). Antiviral activities were evaluated by the cytopathic effect (CPE) inhibitory assay. The purpose was to check if the antioxidative potency of these glucosides correlated with their antiviral potency. Results showed that none of the glucosides had any significant activity against HSV-1 and Flu A. Oleuropein, however, showed significant antiviral activities against RSV and Para 3 with IC50 value of 23.4 and 11.7 microg/ml, respectively. Lucidumoside C, oleoside dimethylester and ligustroside showed potent or moderate antiviral activities against Para 3 with IC50 values of 15.6-20.8 microg/ml. These results also documented that the anti-oxidative potency of these secoiriodoid glucosides was not directly related to their antiviral effects. 相似文献
11.
Abdel-Gawad H Mohamed HA Dawood KM Badria FA 《Chemical & pharmaceutical bulletin》2010,58(11):1529-1531
New 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine and 1,3-thiazole derivatives incorporating indole nucleus were prepared using 3-acetylindole as precursor and evaluated for their antiviral activity against herpes simplex type 1 (HSV-1). 相似文献
12.
Olga V. Andreeva Bulat F. Garifullin Vladimir V. Zarubaev Alexander V. Slita Iana L. Yesaulkova Alexandrina S. Volobueva Mayya G. Belenok Maria A. Mankova Liliya F. Saifina Marina M. Shulaeva Alexandra D. Voloshina Anna P. Lyubina Vyacheslav E. Semenov Vladimir E. Kataev 《Molecules (Basel, Switzerland)》2021,26(12)
A series of 1,2,3-triazolyl nucleoside analogues in which 1,2,3-triazol-4-yl-β-d-ribofuranosyl fragments are attached via polymethylene linkers to both nitrogen atoms of the heterocycle moiety (uracil, 6-methyluracil, thymine, quinazoline-2,4-dione, alloxazine) or to the C-5 and N-3 atoms of the 6-methyluracil moiety was synthesized. All compounds synthesized were evaluated for antiviral activity against influenza virus A/PR/8/34/(H1N1) and coxsackievirus B3. Antiviral assays revealed three compounds, 2i, 5i, 11c, which showed moderate activity against influenza virus A H1N1 with IC50 values of 57.5 µM, 24.3 µM, and 29.2 µM, respectively. In the first two nucleoside analogues, 1,2,3-triazol-4-yl-β-d-ribofuranosyl fragments are attached via butylene linkers to N-1 and N-3 atoms of the heterocycle moiety (6-methyluracil and alloxazine, respectively). In nucleoside analogue 11c, two 1,2,3-triazol-4-yl-2′,3′,5′-tri-O-acetyl-β-d-ribofuranose fragments are attached via propylene linkers to the C-5 and N-3 atoms of the 6-methyluracil moiety. Almost all synthesized 1,2,3-triazolyl nucleoside analogues showed no antiviral activity against the coxsackie B3 virus. Two exceptions are 1,2,3-triazolyl nucleoside analogs 2f and 5f, in which 1,2,3-triazol-4-yl-2′,3′,5′-tri-O-acetyl-β-d-ribofuranose fragments are attached to the C-5 and N-3 atoms of the heterocycle moiety (6-methyluracil and alloxazine respectively). These compounds exhibited high antiviral potency against the coxsackie B3 virus with IC50 values of 12.4 and 11.3 µM, respectively, although both were inactive against influenza virus A H1N1. According to theoretical calculations, the antiviral activity of the 1,2,3-triazolyl nucleoside analogues 2i, 5i, and 11c against the H1N1 (A/PR/8/34) influenza virus can be explained by their influence on the functioning of the polymerase acidic protein (PA) of RNA-dependent RNA polymerase (RdRp). As to the antiviral activity of nucleoside analogs 2f and 5f against coxsackievirus B3, it can be explained by their interaction with the coat proteins VP1 and VP2. 相似文献
13.
A series of 4-methylsulfanylpyrimidin-2(1H)-one peptide nucleic acid analogs were synthesized and tested for their antiviral
activity against hepatitis B virus. Plaque reduction infectivity assay was used to determine the virus count reduction as
a result of treatment with tested compounds. 相似文献
14.
L Grehn U Ragnarsson R Datema 《Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry》1986,40(2):145-151
Distamycin A analogues 5a-f (R = CnH2n+1, n = 0-5) were synthesized using our previous strategy with some improved modifications and screened for their effects on herpes simplex virus (HSV-1). Virus yield assays show that 5a-5d were potent antiviral agents whereas 5e and 5f had lower activity. Considerable cellular toxicity was however observed for 5a-5c. Thus 5d combining significant antiviral activity with moderate cellular toxicity seems to be the most promising derivative in this series. 相似文献
15.
Some 6-(1H-1,2,3-triazol-1-yl)pyrimidine-2,4(1H,3H)-dione derivatives were synthesized via the reaction of 6-azido-1,3-dimethyluracil
with ethyl acetoacetate in the presence of sodium ethoxide. The antiviral activities of these compounds against Hepatitis
A virus (HAV, MBB-cell culture adapted strain) and Herpes simples virus type-1 (HSV-1) were tested. 相似文献
16.
Samir Mohamed Awad Shima Mahmoud Ali Yara Essam Mansour Samar Said Fatahala 《Molecules (Basel, Switzerland)》2021,26(10)
Since herpes simplex virus type 1 (HSV-1) infection is so widespread, several antiviral drugs have been developed to treat it, among which are uracil nucleosides. However, there are major problems with the current medications such as severe side-effects and drug resistance. Here we present some newly synthesized cyclic and acyclic uracil nucleosides that showed very promising activity against HSV-1 compared to acyclovir. 相似文献
17.
Dan Bai Kai Chen Haitao Shi Xiao Peng Xiaoxiao Zhang Xuyang Zheng Hongtao Ren Junle Qu 《应用有机金属化学》2020,34(2):e5320
A novel Ir (III) complex (dfppy) 2 Ir(pic-TPA) containing fluorinated phenylpyridine and pyridine-2-carboxylate ancillary ligand was synthesized according to rational design, its photophysical properties and therapeutical activities examined. Radiosensitization SER values (1.63-1.65) were observed even in radio-resistant cell lines after treatment with this complex. Furthermore, the complexes have shown antiviral activity against HSV-2 DNA virus. Comply with sub-cellular distribution imaging results and molecular docking calculations and cell cytometry analysis, this Ir (III) complex demonstrated functions as promising microviscosiy and micropolarity imaging probe, also as a prodrug for combinatorial therapy of radiochemo and antiviral treatment. 相似文献
18.
Dóra Rédei Norbert Kúsz Tímea Rafai Anita Bogdanov Katalin Burián Attila Csorba Attila Mándi Tibor Kurtán Andrea Vasas Judit Hohmann 《Tetrahedron》2019,75(10):1364-1370
Two new 14-noreudesmane sesquiterpenes, one new phenylpropane heterodimer, caulilexin C, and uvaol were isolated from the 70% MeOH extract of the fruit peel of Elaeagnus rhamnoides. The structures of the compounds were elucidated by HRESIMS and advanced NMR methods. The absolute configuration of (R)-6,9-dihydroxy-1-oxo-14-noreudesm-5,7,9-triene was determined by the TDDFT-ECD method. The new compounds, together with structurally similar naphthalenes (musizin, musizin-8-O-glucoside, torachrysone-8-O-glucoside) and 1,4-naphthoquinone (2-methylstipandrone), isolated previously from Rumex aquaticus, were investigated for their antiviral activity against Herpes simplex virus type 2 (HSV-2) using two different methods. Applying the traditional virus yield reduction test, (R)-6,9-dihydroxy-1-oxo-14-noreudesm-5,7,9-triene, 1-[3-methoxy-4-(2-methoxy-4-(1E)-propenyl-phenoxy)-phenyl]-propane-1,2-diol, and musizin caused a 2.00 log10, 3.49 log10, and 2.33 log10 reduction of HSV-2 yield, respectively, at a concentration of 12.5?μM. 2-Hydroxy-1-methoxy-6,9-dioxo-14-noreudesm-1,3,5(10),7-tetraene exhibited an antiviral effect at concentration of 50?μM only. Similar results were obtained when the qPCR method was used to test the antiviral activity of the compounds. 相似文献
19.
Synthesis and antitumor activity of lipid A analogs having a phosphonooxyethyl group with alpha- or beta-configuration at position 1 总被引:2,自引:0,他引:2
T Kusama T Soga E Shioya K Nakayama H Nakajima Y Osada Y Ono S Kusumoto T Shiba 《Chemical & pharmaceutical bulletin》1990,38(12):3366-3372
Three novel lipid A analogs, which have an alpha- or beta-glycosidically bound phosphonooxyethyl group instead of the alpha-glycosyl phosphate group of natural lipid A, were synthesized. The first analog (2) had an alpha-phosphonooxyethyl group on the identical acylated disaccharide 4'-phosphate structure found in natural lipid A (from Escherichia coli) and hence differed from the latter only in the nature of the acidic group at position 1. The second one (3) had tetradecanoyl groups in place of the two (R)-3-hydroxytetradecanoyl groups bound to the 2- and 3-hydroxyl function of 2, retaining the alpha-phosphonooxyethyl group. The structure of the third analog (4) was the same as that of 3 except that the phosphonooxyethyl group of the former was beta-oriented. Compounds 2 and 3 exhibited potent activity against Meth A at the same level as natural lipid A, whereas 4 showed less activity. This fact revealed that the glycosidic phosphate is not a prerequisite for the antitumor activity of lipopolysaccharide. It can be replaced with a phosphonooxyethyl group without any loss of activity provided that the alpha-anomeric configuration at C-1 is retained. The replacement of the hydroxytetradecanoyl groups with tetradecanoyl groups does not change the activity either. 相似文献
20.
To assay antiviral effects of the polysaccharide and its separated products from Sargassumfusiforme on HSV-1 and CVB3 and their antiviral mechanism, the antiviral effects of all samples on HSV-1 and CVB3 and their cytotoxicity on vero cells were studied by CPE and MTT method. Antiviral mechanism of two samples was briefly studied by four different ways. The cytotoxicity of samples on vero cells was not detected (CC>5000 μg/mL). All samples except PSJ had obviously HSV-1 inhibitory effect. Antiviral activities of them were increasingly strengthened with raising their purities.Antiviral activities of F1, F2 and F4 were better than that of ACV, and antiviral activities of all samples on CVB3 were better than ribavirin injection. Fi, F2 and F4 had remarkable anti-CVB3 activity. The experiment showed that polysaccharide was able to not only kill the above viruses directly but also restrain them by getting into cell or absorbing on cells. 相似文献