Synthesis and Biological Evaluation of Novel 1,3-Benzoxathiol-2-one Sulfonamides against Toxic Activities of the Venom of Bothrops jararaca and B. jararacussu Snakes

This work describes the synthesis of new 1,3-benzoxathiol-2-one sulfonamides and evaluation of their ability to inhibit some in vitro (coagulant, proteolytic and hemolytic) and in vivo (hemorrhagic, edematogenic and lethality) toxic activities of Bothrops jararaca and B. jararacussu venoms. Compounds have been synthesized from the coupling of intermediate 5-amino-6‑methoxybenzo[d] [1,3]oxathiol-2-one 4 with benzenesulfonyl chlorides. Characterization of the products was achieved by nuclear magnetic resonance (NMR) and electrospray ionization mass spectra (ESI-MS) techniques. Biological assay results have shown that most of compounds inhibited the main toxic activities of the venom of the two snake species. Compound 5b (N-(6‑methoxy-2‑oxobenzo[d] [1,3]oxathiol-5-yl)-4-nitrobenzenesulfonamide) was the most efficient in inhibiting hemolysis of B. jararaca, and coagulation and proteolysis induced by both venoms. For in vivo activities, all compounds inhibited the edema, from 35 to 72%, and most of them exhibited antihemorrhagic and antilethality activities. Thus, the results pointed to the biological potential of these compounds, being promising molecules to treat envenomation by these snakes as well as to aid the current antivenom serum therapy.

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Design, Synthesis and Biological Evaluation of Novel 1, 3, 4-Oxadiazole Bearing Pyridine Moiety

International Journal of Scientific Research in Science and Technology ◽

10.32628/ijsrst196535 ◽

2019 ◽

pp. 300-307

Author(s):

Asma D. Ambekari ◽

Shrinivas K. Mohite

Keyword(s):

Antimicrobial Activity ◽

Mass Spectra ◽

Biological Evaluation ◽

Design Synthesis ◽

Pyridine Moiety ◽

Anti Inflammatory ◽

Physicochemical Data ◽

Synthesis And Biological Evaluation

Series of novel substituted Synthesis of N-{[5-(substituted)-1,3,4-oxadiazole-2-yl] carbamothioyl} derivatives containing 1,3,4-oxadiazole moiety were synthesized by microwave as a green chemistry method and conventional method by using pyridine 3- carboxylic acid as a starting material. The structures of the synthesized compounds were characterized by physicochemical data, IR, Mass spectra and 1HNMR. All the newly synthesized compound screened for their antimicrobial and In-vivo and In-vitro Anti-inflammatory studies. Anti-inflammatory studies revealed that compound 4f showed significant in-vivo and in-vitro anti-inflammatory activity as well potent antimicrobial activity.

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Synthesis and biological evaluation of some novel pyrazolopyrimidines incorporating a benzothiazole ring system

Acta Pharmaceutica ◽

10.2478/acph-2013-0001 ◽

2013 ◽

Vol 63 (1) ◽

pp. 19-30 ◽

Cited By ~ 11

Author(s):

Mohammed Afzal Azam ◽

Loganathan Dharanya ◽

Charu Chandrakant Mehta ◽

Sumit Sachdeva

Keyword(s):

Antimicrobial Activity ◽

Diclofenac Sodium ◽

Biological Evaluation ◽

Ring System ◽

Standard Drug ◽

Anti Inflammatory ◽

Pyrimidine Moiety ◽

Synthesis And Biological Evaluation

In the present study, a series of benzothiazol derivatives 3a-l containing pyrazolo[3,4-d]pyrimidine moiety at the second position were synthesized and characterized by analytical and spectral data. The compounds were tested for their in vitro antimicrobial activity. Compounds 1-(1,3-benzothiazol-2- yl)-3-methyl-4-phenyl-1H-pyrazolo[3,4-d]pyrimidine (3a), 1- (1,3-benzothiazol-2-yl)-4-(4-chlorophenyl)-3-methyl-1H-pyrazolo[ 3,4-d]pyrimidine (3d) and 1-(1,3-benzothiazol-2-yl)- 3-methyl-4-substituted phenyl-1H-pyrazolo[3,4-d]pyrimidines (3h-j) showed significant inhibitory activity against P. aeruginosa whereas compounds 1-(1,3-benzothiazol-2-yl)-4- (2-chlorophenyl)-3-methyl-1H-pyrazolo[3,4-d]pyrimidine (3b), 2-[1-(1,3-benzothiazol-2-yl)-3-methyl-1H-pyrazolo[3,4-d]pyrimidin- 4-yl]phenol (3e), 1-(1,3-benzothiazol-2-yl)-4-(3,4-dimethoxyphenyl)- 3-methyl-1H-pyrazolo[3,4-d]pyrimidine (3h), 4-[1-(1,3-benzothiazol-2-yl)-3-methyl-1H-pyrazolo[3,4-d]pyri midin-4-yl]-N,N-dimethylaniline (3j) and 1-(1,3-benzothiazol- 2-yl)-3-methyl-4-[2-phenylvinyl]-1H-pyrazolo[3,4-d]pyrimidine (3k) were found to be active against C. albicans. Some of these synthesized compounds were evaluated for their in vivo acute toxicity, analgesic, anti-inflammatory, and ulcerogenic actions. The tested compound 4-[1-(1,3-benzothiazol- 2-yl)-3-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl]-N, N-dimethylaniline (3j) exhibited maximum analgesic and anti-inflammatory activities. Compounds 1-(1,3-benzothiazol- -2-yl)-3-methyl-4-(3-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidine (3i) and 3j showed a significant gastrointestinal protection compared to the standard drug diclofenac sodium.

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Synthesis, characterization and in vitro and in vivo anticancer activity of Pt(iv) derivatives of [Pt(1S,2S-DACH)(5,6-dimethyl-1,10-phenanthroline)]

Dalton Transactions ◽

10.1039/c7dt01054k ◽

2017 ◽

Vol 46 (21) ◽

pp. 7005-7019 ◽

Cited By ~ 25

Author(s):

Benjamin W. J. Harper ◽

Emanuele Petruzzella ◽

Roman Sirota ◽

Fernanda Fabiola Faccioli ◽

Janice R. Aldrich-Wright ◽

...

Keyword(s):

Anticancer Activity ◽

Biological Evaluation ◽

Synthesis And Biological Evaluation ◽

Derivatives Of

Synthesis and biological evaluation in vitro and in vivo of functionalized Pt(iv) derivatives of Pt56MeSS.

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Synthesis and Biological Evaluation of O-[3-18F-fluoropropyl]-α-methyl Tyrosine in Mesothelioma-Bearing Rodents

BioMed Research International ◽

10.1155/2013/460619 ◽

2013 ◽

Vol 2013 ◽

pp. 1-9 ◽

Cited By ~ 1

Author(s):

I-Hong Shih ◽

Fan-Lin Kong ◽

Mohammad S. Ali ◽

Yinhan Zhang ◽

Dong-Fang Yu ◽

...

Keyword(s):

Radiochemical Purity ◽

Biological Evaluation ◽

Synthesis Methods ◽

Automated Synthesis ◽

Imaging Studies ◽

Biodistribution Studies ◽

Synthesis And Biological Evaluation ◽

Automated Methods

Radiolabeled tyrosine analogs enter cancer cells via upregulated amino acid transporter system and have been shown to be superior to18F-fluoro-2-deoxy-D-glucose (18F-FDG) in differential diagnosis in cancers. In this study, we synthesized O-[3-19F-fluoropropyl]-α-methyl tyrosine (19F-FPAMT) and used manual and automated methods to synthesize O-[3-18F-fluoropropyl]-α-methyl tyrosine (18F-FPAMT) in three steps: nucleophilic substitution, deprotection of butoxycarbonyl, and deesterification. Manual and automated synthesis methods produced18F-FPAMT with a radiochemical purity >96%. The decay-corrected yield of18F-FPAMT by manual synthesis was 34% at end-of-synthesis (88 min). The decay-corrected yield of18F-FPAMT by automated synthesis was 15% at end-of-synthesis (110 min).18F-FDG and18F-FPAMT were used forin vitroandin vivostudies to evaluate the feasibility of18F-FPAMT for imaging rat mesothelioma (IL-45).In vitrostudies comparing18F-FPAMT with18F-FDG revealed that18F-FDG had higher uptake than that of18F-FPAMT, and the uptake ratio of18F-FPAMT reached the plateau after being incubated for 60 min. Biodistribution studies revealed that the accumulation of18F-FPAMT in the heart, lungs, thyroid, spleen, and brain was significantly lower than that of18F-FDG. There was poor bone uptake in18F-FPAMT for up to 3 hrs suggesting itsin vivostability. The imaging studies showed good visualization of tumors with18F-FPAMT. Together, these results suggest that18F-FPAMT can be successfully synthesized and has great potential in mesothelioma imaging.

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Synthesis and biological evaluation of clovamide analogues as potent anti-neuroinflammatory agents in vitro and in vivo

European Journal of Medicinal Chemistry ◽

10.1016/j.ejmech.2018.03.081 ◽

2018 ◽

Vol 151 ◽

pp. 261-271 ◽

Cited By ~ 12

Author(s):

Xiao-Long Hu ◽

Jun Lin ◽

Xian-Yu Lv ◽

Jia-Hao Feng ◽

Xiao-Qi Zhang ◽

...

Keyword(s):

Biological Evaluation ◽

Synthesis And Biological Evaluation

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Nitric oxide-donating derivatives of hederacolchiside A 1 : Synthesis and biological evaluation in vitro and in vivo as potential anticancer agents

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/j.bmcl.2016.11.021 ◽

2017 ◽

Vol 27 (1) ◽

pp. 98-101 ◽

Cited By ~ 11

Author(s):

Yuanying Fang ◽

Rikang Wang ◽

Mingzhen He ◽

Hesong Huang ◽

Qi Wang ◽

...

Keyword(s):

Nitric Oxide ◽

Anticancer Agents ◽

Biological Evaluation ◽

Synthesis And Biological Evaluation ◽

Derivatives Of

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Design, synthesis and biological evaluation of N-oxide derivatives with potent in vivo antileishmanial activity

PLoS ONE ◽

10.1371/journal.pone.0259008 ◽

2021 ◽

Vol 16 (11) ◽

pp. e0259008

Author(s):

Leandro da Costa Clementino ◽

Guilherme Felipe Santos Fernandes ◽

Igor Muccilo Prokopczyk ◽

Wilquer Castro Laurindo ◽

Danyelle Toyama ◽

...

Keyword(s):

Parasite Burden ◽

Peritoneal Macrophages ◽

Biological Evaluation ◽

Antileishmanial Activity ◽

Dual Effect ◽

Design Synthesis ◽

Murine Peritoneal Macrophages ◽

Synthesis And Biological Evaluation

Leishmaniasis is a neglected disease that affects 12 million people living mainly in developing countries. Herein, 24 new N-oxide-containing compounds were synthesized followed by in vitro and in vivo evaluation of their antileishmanial activity. Compound 4f, a furoxan derivative, was particularly remarkable in this regard, with EC50 value of 3.6 μM against L. infantum amastigote forms and CC50 value superior to 500 μM against murine peritoneal macrophages. In vitro studies suggested that 4f may act by a dual effect, by releasing nitric oxide after biotransformation and by inhibiting cysteine protease CPB (IC50: 4.5 μM). In vivo studies using an acute model of infection showed that compound 4f at 7.7 mg/Kg reduced ~90% of parasite burden in the liver and spleen of L. infantum-infected BALB/c mice. Altogether, these outcomes highlight furoxan 4f as a promising compound for further evaluation as an antileishmanial agent.

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Synthesis and Biological Evaluation of Polyfluoroalkylated Antipyrines and their Isomeric O-Methylpyrazoles

Medicinal Chemistry ◽

10.2174/1573406414666181106145435 ◽

2019 ◽

Vol 15 (5) ◽

pp. 521-536 ◽

Cited By ~ 6

Author(s):

Natalya Agafonova ◽

Evgeny Shchegolkov ◽

Yanina Burgart ◽

Victor Saloutin ◽

Alexandra Trefilova ◽

...

Keyword(s):

Biological Activities ◽

Biological Evaluation ◽

Antipyretic Activity ◽

Starting Point ◽

Anti Inflammatory ◽

Analgesic Activities ◽

Synthesis And Biological Evaluation ◽

Cox 1

Background: Formally belonging to the non-steroidal anti-inflammatory drug class pyrazolones have long been used in medical practices. Objective: Our goal is to synthesize N-methylated 1-aryl-3-polyfluoroalkylpyrazolones as fluorinated analogs of antipyrine, their isomeric O-methylated derivatives resembling celecoxib structure and evaluate biological activities of obtained compounds. Methods: In vitro (permeability) and in vivo (anti-inflammatory and analgesic activities, acute toxicity, hyperalgesia, antipyretic activity, “open field” test) experiments. To suggest the mechanism of biological activity, molecular docking of the synthesized compounds was carried out into the tyrosine site of COX-1/2. Conclusion: The trifluoromethyl antipyrine represents a valuable starting point in design of the lead series for discovery new antipyretic analgesics with anti-inflammatory properties.

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Synthesis and biological evaluation of (E)-4-(3-arylvinyl-1H-indazol-6-yl)pyrimidin-2-amine derivatives as PLK4 inhibitors for the treatment of breast cancer

RSC Advances ◽

10.1039/c7ra02518a ◽

2017 ◽

Vol 7 (44) ◽

pp. 27737-27746 ◽

Cited By ~ 4

Author(s):

Zhihao Liu ◽

Qian Lei ◽

Wei Wei ◽

Lu Xiong ◽

Yaojie Shi ◽

...

Keyword(s):

Breast Cancer ◽

Biological Evaluation ◽

Amine Derivative ◽

Synthesis And Biological Evaluation ◽

Cancer Activity

SAR explorations identified (E)-4-(3-arylvinyl-1H-indazol-6-yl)pyrimidin-2-amine derivative14ias a potential PLK4 inhibitor with significant anti-breast cancer activityin vitroandin vivo.

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