(E)-2-(2-Allylidenehydrazinyl)thiazole derivatives: Design,
green synthesis, in silico and in vitro antimycobacterial and
radical scavenging studies

J 2020

(E)-2-(2-Allylidenehydrazinyl)thiazole derivatives: Design, green synthesis, in silico and in vitro antimycobacterial and radical scavenging studies

HUBLIKAR, M.; V. KADU; Jitender KUMAR; D. RAUT; S. SHIRAME et. al.

Základní údaje

Originální název

(E)-2-(2-Allylidenehydrazinyl)thiazole derivatives: Design, green synthesis, in silico and in vitro antimycobacterial and radical scavenging studies

Autoři

HUBLIKAR, M.; V. KADU; Jitender KUMAR (356 Indie, garant, domácí); D. RAUT; S. SHIRAME; P. MAKAM a R. BHOSALE

Vydání

Archiv der Pharmazie. Weinheim, Verlag Chemie, 2020, 0365-6233

Další údaje

Jazyk

angličtina

Typ výsledku

Článek v odborném periodiku

Obor

30104 Pharmacology and pharmacy

Stát vydavatele

Německo

Utajení

není předmětem státního či obchodního tajemství

Odkazy

URL

Impakt faktor

Impact factor: 3.751

Kód RIV

RIV/00216224:14740/20:00118399

Organizační jednotka

Středoevropský technologický institut

DOI

http://dx.doi.org/10.1002/ardp.202000003

UT WoS

000530383800001

EID Scopus

2-s2.0-85085090501

Klíčová slova anglicky

(E)-2-(2-allylidenehydrazinyl)thiazoles; anti-inflammatory; antituberculosis; radical scavenger; beta-ketoacyl-ACP synthase

Štítky

rivok

Příznaky

Mezinárodní význam, Recenzováno

Změněno: 16. 3. 2021 20:10, Mgr. Pavla Foltynová, Ph.D.

Anotace

V originále

By understanding the rampant infections of Mycobacterium tuberculosis (Mtb) and inflammations caused due to the generation of radical species during the Mtb infection, a series of (E)-2-(2-allylidenehydrazinyl)thiazole derivatives, with dual-action properties, was designed. The molecules were designed with a considerable variation in LogP, one of the critical parameters in physicochemical properties, and analyzed for their drug-likeness. For the synthesis, a simple, green, and multicomponent one-pot synthesis method was developed. The in vitro inhibition potentials were evaluated against Mtb H(37)Rv by the microplate Alamar Blue assay. The results reveal that compound 6 was potent, with a MIC value of 6.5 mu g/ml, and showed better interactions with the KasA protein with binding free energy (Delta G) of -9.4 kcal/mol. Also, the radical scavenging properties were studied to establish the dual-action properties of the molecules. Compound 9 exhibited promising antioxidant and nitric oxide radical scavenging activities, with 81.7% and 81.0%, respectively, at 1,000-mu g/ml concentration.

Citovat

HUBLIKAR, M.; V. KADU; Jitender KUMAR; D. RAUT; S. SHIRAME; P. MAKAM a R. BHOSALE. (E)-2-(2-Allylidenehydrazinyl)thiazole derivatives: Design, green synthesis, in silico and in vitro antimycobacterial and radical scavenging studies. Archiv der Pharmazie. Weinheim: Verlag Chemie, 2020, roč. 353, č. 7, s. 2000003-2000014. ISSN 0365-6233. Dostupné z: https://dx.doi.org/10.1002/ardp.202000003.

@article{1752816,
   author = {Hublikar, M. and Kadu, V. and Kumar, Jitender and Raut, D. and Shirame, S. and Makam, P. and Bhosale, R.},
   article_location = {Weinheim},
   article_number = {7},
   doi = {http://dx.doi.org/10.1002/ardp.202000003},
   keywords = {(E)-2-(2-allylidenehydrazinyl)thiazoles; anti-inflammatory; antituberculosis; radical scavenger; beta-ketoacyl-ACP synthase},
   language = {eng},
   issn = {0365-6233},
   journal = {Archiv der Pharmazie.},
   title = {(E)-2-(2-Allylidenehydrazinyl)thiazole derivatives: Design, green synthesis, in silico and in vitro antimycobacterial and radical scavenging studies},
   url = {https://onlinelibrary.wiley.com/doi/full/10.1002/ardp.202000003},
   volume = {353},
   year = {2020}
}

TY  - JOUR
ID  - 1752816
AU  - Hublikar, M. - Kadu, V. - Kumar, Jitender - Raut, D. - Shirame, S. - Makam, P. - Bhosale, R.
PY  - 2020
TI  - (E)-2-(2-Allylidenehydrazinyl)thiazole derivatives: Design, green synthesis, in silico and in vitro antimycobacterial and radical scavenging studies
JF  - Archiv der Pharmazie.
VL  - 353
IS  - 7
SP  - 2000003
EP  - 2000003
PB  - Verlag Chemie
SN  - 03656233
KW  - (E)-2-(2-allylidenehydrazinyl)thiazoles
KW  - anti-inflammatory
KW  - antituberculosis
KW  - radical scavenger
KW  - beta-ketoacyl-ACP synthase
UR  - https://onlinelibrary.wiley.com/doi/full/10.1002/ardp.202000003
N2  - By understanding the rampant infections of Mycobacterium tuberculosis (Mtb) and inflammations caused due to the generation of radical species during the Mtb infection, a series of (E)-2-(2-allylidenehydrazinyl)thiazole derivatives, with dual-action properties, was designed. The molecules were designed with a considerable variation in LogP, one of the critical parameters in physicochemical properties, and analyzed for their drug-likeness. For the synthesis, a simple, green, and multicomponent one-pot synthesis method was developed. The in vitro inhibition potentials were evaluated against Mtb H(37)Rv by the microplate Alamar Blue assay. The results reveal that compound 6 was potent, with a MIC value of 6.5 mu g/ml, and showed better interactions with the KasA protein with binding free energy (Delta G) of -9.4 kcal/mol. Also, the radical scavenging properties were studied to establish the dual-action properties of the molecules. Compound 9 exhibited promising antioxidant and nitric oxide radical scavenging activities, with 81.7% and 81.0%, respectively, at 1,000-mu g/ml concentration.
ER  -

HUBLIKAR, M.; V. KADU; Jitender KUMAR; D. RAUT; S. SHIRAME; P. MAKAM a R. BHOSALE. (E)-2-(2-Allylidenehydrazinyl)thiazole derivatives: Design, green synthesis, in silico and in vitro antimycobacterial and radical scavenging studies. \textit{Archiv der Pharmazie.}. Weinheim: Verlag Chemie, 2020, roč.~353, č.~7, s.~2000003-2000014. ISSN~0365-6233. Dostupné z: https://dx.doi.org/10.1002/ardp.202000003.

Přehled o publikaci