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Review
Peer-Review Record

Sulfonamides with Heterocyclic Periphery as Antiviral Agents

by Mikhail Yu. Moskalik
Reviewer 1: Anonymous
Reviewer 2: Anonymous
Submission received: 25 November 2022 / Revised: 16 December 2022 / Accepted: 17 December 2022 / Published: 21 December 2022
(This article belongs to the Special Issue Biologically Active Heterocyclic Compounds)

Round 1

Reviewer 1 Report

This is potentially interesting and useful review with important topic. It can be published in Molecules.

However, I see some issues, which should be addressed before the publication.

First, the title should be more specific (e.g. “Sulfonamides with heterocyclic periphery as antiviral agents”.

Second, sulfonamides are well-known pharmacophore for many clinically validate targets, for example carbonic anhydrase. So the author should revise and re-write the introduction (and abstract). In the current form the introduction is not represents the state-of-art level of the sulfonamide-based medicinal chemistry.

I recommend familiarizing with works of Prof. Claudiu Supuran and Prof. Mikhail Krasavin. Several representative references, which can be useful for the introduction improvement: 10.1080/14756366.2021.1927007; 10.1016/j.ejmech.2019.111642; 10.3390/ijms222413405; 10.1016/j.ejmech.2015.06.022; 10.1080/14756366.2022.2056733.

Third, lines 29-31: the author should clarify the activity type and the relevant reference. For example, hypoglycemic [4], antileprotic [6] etc. Moreover, these two references should be included as relevant examples of the biological diversity of sulfonamides: 10.1016/j.bmcl.2019.126677; 10.1016/j.ejmech.2014.07.023.

 

Fourth, the author missed one relevant antivirus scaffold, which was investigated by several groups (10.1016/j.bioorg.2015.07.005; 10.1371/journal.pbio.3000281; 10.3390/life12111832). It must be mentioned. 

Author Response

Reviewer 1

This is potentially interesting and useful review with important topic. It can be published in Molecules.

However, I see some issues, which should be addressed before the publication.

First, the title should be more specific (e.g. “Sulfonamides with heterocyclic periphery as antiviral agents”.

DONE. The title were changed.

Second, sulfonamides are well-known pharmacophore for many clinically validate targets, for example carbonic anhydrase. So the author should revise and re-write the introduction (and abstract). In the current form the introduction is not represents the state-of-art level of the sulfonamide-based medicinal chemistry.

I recommend familiarizing with works of Prof. Claudiu Supuran and Prof. Mikhail Krasavin. Several representative references, which can be useful for the introduction improvement: 10.1080/14756366.2021.1927007; 10.1016/j.ejmech.2019.111642; 10.3390/ijms222413405; 10.1016/j.ejmech.2015.06.022; 10.1080/14756366.2022.2056733.

DONE. The abstract and introduction were improved. References and comments to works of Prof. Claudiu Supuran and Prof. Mikhail Krasavin (10.1080/14756366.2021.1927007; 10.1016/j.ejmech.2019.111642; 10.3390/ijms222413405; 10.1016/j.ejmech.2015.06.022; 10.1080/14756366.2022.2056733) (ref. [22-26]) were added. Thanks the reviewer for improvement!

Third, lines 29-31: the author should clarify the activity type and the relevant reference. For example, hypoglycemic [4], antileprotic [6] etc.

DONE. Activity types were clarified, references were added. (Ref. [1-21]).

Moreover, these two references should be included as relevant examples of the biological diversity of sulfonamides: 10.1016/j.bmcl.2019.126677; 10.1016/j.ejmech.2014.07.023.

DONE. Examples of the biological diversity of sulfonamides (10.1016/j.bmcl.2019.126677; 10.1016/j.ejmech.2014.07.023) (Ref. [20-21]) were added.

Fourth, the author missed one relevant antivirus scaffold, which was investigated by several groups (10.1016/j.bioorg.2015.07.005; 10.1371/journal.pbio.3000281; 10.3390/life12111832). It must be mentioned. 

DONE. References [77-79] and comments were added.

 

I thank the Reviewer for positive comments and careful review

Reviewer 2 Report

This short article reviews the preparations of new sulfonamide-containing compounds with notes about the viruses they are effective against.    The text is reasonably well structured so as to make following the developments easy.   This is accompanied by a bibliography containing 63 references.   The authors have an economical style and rarely mention the names of the scientists whose work they are quoting.   They just refer the reader to the bibliography.   I suppose this is their style.   The review really amounts to a list with few general principles noted.   The type of chemistry probably makes this inevitable.   In my opinion this area is very ‘hot.’   There is great interest in anti-viral reagents so the review is timely and will probably attract a good deal of attention.   I recommend publication subject to some minor points.

     

Lines 56 onwards.  These  IC50 and SI values should only be reported to 1 decimal place – the large error limits make the subsequent decimal places meaningless.

Line 111:  Change “functionalized to three-step reaction”  to  functionalized in a three-step sequence.

Line 165:   Change “In rhe work” to: In the work

Line 178:  Add  ‘to’ i. e.: up to 6 times more

Scheme 9:  Above the first arrow subscript the 3 of triethylamine.

Line 201:  Change “There is sulfonamide-containing”  to:   There are sulfonamide-containing

Scheme 11:  Compound 55 – there appears to be an NH group missing from the right-hand part of the structure.

Line 220:  Omit “is” i.e. ‘In the work [51] was presented’

Line 231-232:  Change “Compound 58 was further  undergoes to heterocyclization”  to: Compound 58 undergoes  further  heterocyclization

Line 261:   Change “newly”  to new

Scheme 15:  The cycloalkyl ring is missing from the final structure 71.

Line 285:  Change “heterocycles that widely in- volved in” to: heterocycles that are widely in-volved in

Carefully revise the English

Author Response

 

Reviewer 2

This short article reviews the preparations of new sulfonamide-containing compounds with notes about the viruses they are effective against.    The text is reasonably well structured so as to make following the developments easy.   This is accompanied by a bibliography containing 63 references.   The authors have an economical style and rarely mention the names of the scientists whose work they are quoting.   They just refer the reader to the bibliography.   I suppose this is their style.   The review really amounts to a list with few general principles noted.   The type of chemistry probably makes this inevitable.   In my opinion this area is very ‘hot.’   There is great interest in anti-viral reagents so the review is timely and will probably attract a good deal of attention.   I recommend publication subject to some minor points.

     

Lines 56 onwards.  These  IC50 and SI values should only be reported to 1 decimal place – the large error limits make the subsequent decimal places meaningless.

DONE

Line 111:  Change “functionalized to three-step reaction”  to  functionalized in a three-step sequence.

DONE. The word “reaction” were changed to “sequence”.

Line 165:   Change “In rhe work” to: In the work

CHANGED

Line 178:  Add  ‘to’ i. e.: up to 6 times more

DONE

Scheme 9:  Above the first arrow subscript the 3 of triethylamine.

DONE

Line 201:  Change “There is sulfonamide-containing”  to:   There are sulfonamide-containing

CHANGED

Scheme 11:  Compound 55 – there appears to be an NH group missing from the right-hand part of the structure.

NH-GROUP WERE ADDED

Line 220:  Omit “is” i.e. ‘In the work [51] was presented’

CHANGED

Line 231-232:  Change “Compound 58 was further  undergoes to heterocyclization”  to: Compound 58 undergoes  further  heterocyclization

CHANGED

Line 261:   Change “newly”  to new

CHANGED

Scheme 15:  The cycloalkyl ring is missing from the final structure 71.

The cycloalkyl ring were added to the final structure 71.

Line 285:  Change “heterocycles that widely in- volved in” to: heterocycles that are widely in-volved in

CHANGED

Carefully revise the English

English were revised as it possible

 

I thank the Reviewer for positive comments and careful review

 

Round 2

Reviewer 1 Report

page 12, line 346 "IC50" => IC50. Please correct it.

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