Benzoxazine derivatives of phytophenols show anti-plasmodial activity via sodium homeostasis disruption

Sharma, Vijeta; Amarnath, Nagarjuna; Shukla, Swapnil; Ayana, Rajagopal; Kumar, Naveen; Yadav, Nisha; Kannan, Deepika; Sehrawat, Seema; Pati, Soumya; Lochab, Bimlesh; Singh, Shailja

doi:10.1016/j.bmcl.2018.03.047

Cited by 21 publications

(9 citation statements)

References 47 publications

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“…Ashimide B has been classified as an organic compound, namely, benzoxazine. Several studies have reported the biological activities of benzoxazine derivatives in various aspects, including antiinflammatory, antimicrobial, anticancer and antimalaria (Akhter et al, 2011;Foto et al, 2014;Sharma et al, 2018). This finding is consistent with the study of Xavier et al (2021) who analysed the genomic DNA of Streptomyces sp.…”

Section: Discussionsupporting

confidence: 76%

Bacterial Community of Klong Tub Mangrove Forest in Chonburi Province, Thailand

Ganjanasiripong

Neesanant

Taechowisan

et al. 2022

Environ. Nat. Resour. J.

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Mangrove forests are located in the transition zone of terrestrial and river/marine ecosystems, making these forests a unique environment harbouring diverse microbes. This study investigated the bacterial community of Klong Tub Mangrove Forest in Chonburi Province, Thailand. The distinct feature of this forest is its nearby location to a narrowleaf cattail wetland. Assessment of the abiotic parameters of the sediments from site#1 nearby the narrowleaf cattail wetland and site#2 in the mangrove forest revealed differences in pH and salinity values between these two sites. Biochemical identification of bacterial isolates (n=233) indicated that these species belonged to 16 families and 29 genera as follows: Moraxellaceae (17.60%) > Vibrionaceae (16.31%) > Paenibacillaceae (15.88%) > Staphylococcaceae and Bacillaceae (9.87% each) > Aeromonadaceae and Pseudomonadaceae (8.58% each) > Enterobacteriaceae (4.29%) > Lactobacillaceae (2.58%) > Moraxellaceae (2.15%) > Comamonadaceae (1.72%) > Alcaligenaceae (0.86%) > Morganellaceae, Burkholderiaceae, Pasteurellaceae and Streptococcaceae (0.43% each). Among the genera, 12 were commonly isolated from both sites. Bacterial strains from 7 and 10 genera were detected only in site#1 and site#2, respectively. Analysis of the partial 16s rRNA gene sequence of four filamentous gram-positive isolates showed their high sequence similarity to three genera, including three novel species, Streptomyces sp. NA03103, Micromonospora fluminis sp. nov. and Bacillus velezensis sp. nov. In conclusion, the Klong Tub Mangrove Forest possesses high microbial diversity, and the bacterial taxon in the sediments differ between the narrowleaf cattail wetland and mangrove forest. Several bacterial isolates from the forest show a high biotechnological potential.

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Section: Discussionsupporting

confidence: 76%

Bacterial Community of Klong Tub Mangrove Forest in Chonburi Province, Thailand

Ganjanasiripong

Neesanant

Taechowisan

et al. 2022

Environ. Nat. Resour. J.

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“…Benzoxazines are a class of singular thermosetting resins, which can be synthesized by a Mannich-type condensation of phenol, a primary amine, and formaldehyde in a 1:1:2 molar ratio, and the reaction mechanism is believed to proceed via an iminium intermediate. − While the first synthesis of benzoxazines was reported in 1944 by Holly and Cope, the extensive exploration of polybenzoxazines as an alternative low-cost resin with improved thermal performance compared to the ubiquitous epoxy resins started only recently. For instance, the field of bioactive polymers has shown increasing attention to such molecules. − Since then, research toward the discovery of novel polybenzoxazine precursors and their polymerization strategies has become increasingly relevant. , …”

Section: Introductionmentioning

confidence: 99%

Benzoxazine Formation Mechanism Evaluation by Direct Observation of Reaction Intermediates

2019

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Benzoxazine formation is a fundamental step in the preparation of polybenzoxazine resins, and a detailed description of the mechanism governing the formation of benzoxazine and side products is vital for improving the properties and performance of these resins. Determination of the nature and properties of reaction intermediates is not trivial. Therefore, a Mannich-type condensation of aniline, formaldehyde, and phenol was evaluated as a potential method to form benzoxazine. Coupling positive mode electrospray ionization mass spectrometry (ESI(+)-MS) with infrared multiple photon dissociation (IRMPD) spectroscopy allowed unambiguous determination of an iminium-based mechanism and the direct observation of iminium intermediates. The benzoxazine formation mechanism was indirectly confirmed by the observation of side products that are relevant to the polymerization step, and directly confirmed by the identification of four distinct reaction intermediates that were completely characterized by IRMPD spectroscopy. The benzoxazine monomer was also shown to undergo isomerization under standard ESI-MS analysis conditions, suggesting the presence of a mixture of three isomers during their usual ESI-MS analysis.

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“…The redocking acceptance parameter is the Root Mean Square Deviation (RMSD) value ≤ 2.0 Å 11,19 . This RMSD value shows the suitability of the ligand coordinates of the crystallographic results compared to the ligand coordinates which are redocked with MVD Ver.5.5.…”

Section: Receptor Validation and Docking Studymentioning

confidence: 99%

In-silico Studies and Synthesis of 1,3-benzoxazine Derivatives as Antimalarial Agent through PfATP4 Receptor Inhibition

2021

IJPR

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Benzoxazine derivatives of phytophenols show anti-plasmodial activity via sodium homeostasis disruption

Cited by 21 publications

References 47 publications

Bacterial Community of Klong Tub Mangrove Forest in Chonburi Province, Thailand

Bacterial Community of Klong Tub Mangrove Forest in Chonburi Province, Thailand

Benzoxazine Formation Mechanism Evaluation by Direct Observation of Reaction Intermediates

In-silico Studies and Synthesis of 1,3-benzoxazine Derivatives as Antimalarial Agent through PfATP4 Receptor Inhibition

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