Effect of Drug Lipophilicity and Ionization on Permeability Across the Buccal Mucosa: A Technical Note

Kokate, Amit; Li, Xiaoling; Jasti, Bhaskara

doi:10.1208/s12249-008-9071-7

Cited by 57 publications

(31 citation statements)

References 18 publications

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“…The quality of drug and therapeutic success depends upon lipophilicity . Each and every drug should reach to the target site by passing through several biomembrance for its better in vitro action . Lipophilicity is one of the physicochemical property based on Log P/Clog P values.…”

Section: Resultsmentioning

confidence: 99%

Design and Synthesis of New Aryloxy‐linked Dimeric 1,2,3‐Triazoles via Click Chemistry Approach: Biological Evaluation and Molecular Docking Study

Deshmukh

Khare

Krishna

et al. 2019

Journal of Heterocyclic Chem

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A quest for more potent new antitubercular agents has prompted to design and synthesize aryloxy‐linked dimeric 1,2,3‐triazoles (4a–j), from azides (2a‐e) and bis(prop‐2‐yn‐1‐yloxy)benzene (3a–b) on 1,3‐dipolar cycloaddition reaction via copper (I)‐catalyzed click chemistry approach with good to better yields. The titled compounds (4a–j) were designed using molecular hybridization approach by assembling various bioactive pharmacophoric fragments in a single molecular framework. All the synthesized compounds have been screened for their in vitro antitubercular, antifungal, and antioxidant activities against their respective strains. Among them, 4h and 4i show the highest antifungal activity, whereas compounds 4h, 4i, and 4j have revealed promising antitubercular activity against their respective strains. In addition to this, most of the synthesized compounds were found as potent antifungal and antioxidant agents. A significant network of bonded and non‐bonded interactions stabilized these molecules into the active site of fungal CYP51 that is realized from the obtained well‐placed docking poses and the associated thermodynamic interactions with the enzyme. The synthesized compounds have also been analyzed for absorption, distribution, metabolism, and excretion properties.

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Section: Resultsmentioning

confidence: 99%

Design and Synthesis of New Aryloxy‐linked Dimeric 1,2,3‐Triazoles via Click Chemistry Approach: Biological Evaluation and Molecular Docking Study

Deshmukh

Khare

Krishna

et al. 2019

Journal of Heterocyclic Chem

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“…Furthermore, lipophilicity is an important physicochemical property which can improve therapeutic success and quality of drug . For better in vitro action, drug must reach to target site by passing several biomembrance . In drug discovery, an assessment of lipophilicity is based on log P (Clog P).…”

Section: Resultsmentioning

confidence: 99%

Design, Synthesis and Molecular Docking Studies of Novel Triazole‐Chromene Conjugates as Antitubercular, Antioxidant and Antifungal Agents

Khare

Deshmukh

Sangshetti³

et al. 2018

ChemistrySelect

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A green and efficient protocol has been developed for the synthesis of novel 1,2,3‐triazole‐chromene conjugates (7 a‐j) via ultrasound assisted and NaHCO3 catalyzed for the first time. Structures of all the new conjugates were deduced by various spectroscopic techniques. The newly synthesized triazole‐chromene conjugates were evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis (MTB) H37Rv strain. The conjugates 7 f and 7 h were found to be most active with MIC value 12.5 μg/mL. Furthermore, all the conjugates were screened for their antioxidant activity and are highly active (IC50=7.05‐14 μg/mL) than the reference drug BHT (16.47 μg/mL). The triazole‐chromene conjugates were also screened for their in vitro antifungal activity and some of the conjugates 7 a, 7 b, 7 d, 7 e, 7 f and 7 i were exhibited potent activity (MIC=6.25‐25 μg/mL) than the reference drug Miconazole. Docking studies showed significant binding affinity in the active site of Mycobacterium tuberculosis DprE1 enzyme.

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“…Bernareggi and Reinsford, 2005 reported a value of 4.8 x 10 -5 cm/s across colon rabbit mucosa in Ussing chambers. Kokate et al, (2008) reported the high permeability coefficient of NS (3x10 -5 cm/s) in buccal mucosa is partly contributed by the polar ionized acidic NS. This behavior has been previously shown for polar molecules by using the PAMPA model.…”

Section: Permeability Studiesmentioning

confidence: 97%

Nimesulide-loaded nanoparticles for the potential coadjuvant treatment of prostate cancer

Huerta¹,

Aberturas²,

Molpeceres³

2015

International Journal of Pharmaceutics

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Effect of Drug Lipophilicity and Ionization on Permeability Across the Buccal Mucosa: A Technical Note

Cited by 57 publications

References 18 publications

Design and Synthesis of New Aryloxy‐linked Dimeric 1,2,3‐Triazoles via Click Chemistry Approach: Biological Evaluation and Molecular Docking Study

Design and Synthesis of New Aryloxy‐linked Dimeric 1,2,3‐Triazoles via Click Chemistry Approach: Biological Evaluation and Molecular Docking Study

Design, Synthesis and Molecular Docking Studies of Novel Triazole‐Chromene Conjugates as Antitubercular, Antioxidant and Antifungal Agents

Nimesulide-loaded nanoparticles for the potential coadjuvant treatment of prostate cancer

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