Evidence map›Paper›PMID 32863019›Full record

ArticleCarbohydrate research2020

Novel mannopyranoside esters as sterol 14α-demethylase inhibitors: Synthesis, PASS predication, molecular docking, and pharmacokinetic studies.

Mohammed M Matin, Priyanka Chakraborty, Muhammad S Alam, Mohammad M Islam, Umme Hanee

Open access · greenAbstract read
In one paragraph

Article in Carbohydrate research, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
2.5field-weighted citation impact, top 10% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

8 citing papers in PubMed, 38 citations in OpenAlex.

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  7. Journal of biomolecular structure & dynamics · 2022
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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

5 authors at 2 institutions in 1 country.

Mohammed M MatinBioorganic and Medicinal Chemistry Laboratory, Department of Chemistry, Faculty of Science, University of Chittagong, Chattogram, 4331, Bangladesh. Electronic address: mahbubchem@cu.ac.bd.
Priyanka ChakrabortyBioorganic and Medicinal Chemistry Laboratory, Department of Chemistry, Faculty of Science, University of Chittagong, Chattogram, 4331, Bangladesh.
Muhammad S AlamMolecular Modeling & Drug Design Laboratory, Bangladesh Council of Scientific & Industrial Research (BCSIR) Laboratories, Chattogram, 4220, Bangladesh.
Mohammad M IslamDepartment of Biochemistry and Molecular Biology, Faculty of Biological Science, University of Chittagong, Chattogram, 4331, Bangladesh.
Umme HaneeBioorganic and Medicinal Chemistry Laboratory, Department of Chemistry, Faculty of Science, University of Chittagong, Chattogram, 4331, Bangladesh.
University of Chittagong · BDBangladesh Council of Scientific and Industrial Research · BD

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Direct unimolar one-step valeroylation of methyl α-d-mannopyranoside (MDM) furnished mainly 6-O-valeroate. However, similar reaction catalyzed by DMAP resulted 3,6-di-O-valeroate (21%) and 6-O-valeroate (47%) indicating reactivity sequence as 6-OH>3-OH>2-OH,4-OH. To get potential antimicrobial agents, 6-O-valeroate was converted into four 2,3,4-di-O-acyl esters, and 3,6-di-O-valeroate was converted into 2,4-di-O-acetate. Direct tetra-O-valeroylation of MDM gave a mixture of 2,3,4,6-tetra-O-valeroate and 2,3,6-tri-O-valeroate indicating that the C2-OH is more reactive than the equatorial C4-OH. The activity spectra analysis along with in vitro antimicrobial evaluation clearly indicated that these novel MDM esters had better antifungal activities over antibacterial agents. In this connection, molecular docking indicated that these MDM esters acted as competitive inhibitors of sterol 14α-demethylase (CYP51), an essential enzyme for clinical target to cure several infectious diseases. Furthermore, pharmacokinetic studies revealed that these MDM esters may be worth considering as potent candidates for oral and topical administration. Structure activity relationship (SAR) affirmed that saturated valeric chain (C5) in combination with caprylic (C8) chains was more promising CYP51 inhibitor over conventional antifungal antibiotics.

Indexed as

Molecular Docking Simulation14-alpha Demethylase InhibitorsCaco-2 CellsChemistry Techniques, SyntheticEstersHumansMannoseProtein ConformationSterol 14-DemethylaseStructure-Activity Relationship14-alpha Demethylase InhibitorsEstersMannoseSterol 14-DemethylaseAcylationAntifungal agentsMethyl α-d-mannopyranoside estersMolecular dockingPharmacokinetic studiesSterol 14α-demethylase (CYP51) inhibitor

Identifiers

PMID32863019
PMCPMC7427576
OpenAlexW3049235994

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.