Microwave assisted facile synthesis of substituted 4,5-dihydro-2-pyrimidines as novel antimicrobial agents

By Harpreet Singh - 02/09/2009
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Emergence of resistance bacterial strains towards the existing antimicrobial agents is one of the major reason for research and development of newer molecules to defend them. Microwave assisted synthesis is less time consuming and environmental friendly as compared to the existing conventional method of synthesis which was a challenge for the organic chemist. Pyrimidine moiety play important role in antibiotic research. In view of these facts we have synthesized Substituted 4,5-Dihydro-2-Amino Pyrimidines i.e 2-Acetyl naphthalene on treating with various substituted aldehydes (Claisen Schmidt condensation) gave the chalcones which on treating with guanidine nitrate under solvent free microwave irradiation gave substituted,4-5-dihydro-2-aminopyrimidines. The structure of newly synthesized compounds have been established by means of spectral studies. All the newly synthesized compounds showed comparable antimicrobial activity by MIC method against various strains using ampicillin as a standard drug.

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Afsaneh Rezvan's picture

GOOD JOB

Submitted by Afsaneh Rezvan on Wed, 03/04/2009 - 14:44.
4

Nice research topic with good presentation

all the best
regards,
Afsaneh
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Thanks Madam

Submitted by Harpreet Singh on Sun, 03/08/2009 - 15:31.

Thanks Madam

Devyani's picture

Nice Presentation

Submitted by Devyani on Wed, 03/04/2009 - 14:04.
4

really good research topic..........
your presentation is also good ...........
I want to know why you chosen ampicillin as standard drug is there any special reason for this?

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Devyani
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Thanks for ur

Submitted by Harpreet Singh on Sun, 03/08/2009 - 15:33.

Thanks for ur complement
There is no special reason behind use of Ampicillin

Ayush A. Singhal's picture

no satisfactory answers sir

Submitted by Ayush A. Singhal on Sat, 02/21/2009 - 16:37.
1

no satisfactory answers sir i expected more....
1) y should i refer ijper's site if its your own resarch?
2) my 2nd question is left un answered?????????
i am not criticizing u or your research its an appreciable work....but the answers should be your own never ever ask the questioner to go to any reference site this under rates u and your work. may be the person might be your judge. your answers always depict what work u have done????

Ayush A. Singhal
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GUJARAT
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suhas's picture

hey i can't find anything

Submitted by suhas on Sat, 02/21/2009 - 14:27.
1

hey i can't find anything new about this research! ..it sounds as if it is ages old!! really!

Its ur thinking

Submitted by Harpreet Singh on Sat, 02/21/2009 - 15:10.

Its ur thinking

Ayush A. Singhal's picture

hi harpreet your ppt is a

Submitted by Ayush A. Singhal on Sat, 02/21/2009 - 13:45.
2

hi harpreet
your ppt is a good one and your work is also appresiable.
but you havent mentioned any pharmacological profile of this drug which is very imp. for any organic molecule to be used as a drug.
ok. but as you have just presented synthesis it is just on your part. no matter i am having few questions=
1) Is the drug being synthesized in market by some or the other way? and under what brand name is it available?
2) Why we will use the same molecule u synthesized as an antimicrobial agent? does ity have some benefits over other?
3) Is the same microwave assistance possible to synthesize other antimicrobial agents? if yes which ones & if no what are the reasons?
4) what r the factors that might lead to degradation during synthesis? you have not mentioned any drawbacks in your ppt?
overall GOOD job
keep it up and continue such jobs for the bettermebt of pharma industries.

Ayush A. Singhal
RPCP, CHANGA
GUJARAT
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Thanks dear 1. Drug is

Submitted by Harpreet Singh on Sat, 02/21/2009 - 15:09.

Thanks dear
1. Drug is not marketed since.
2. May be
3. yes it can be for more detail please refer http://www.ijperonline.com/latest.php and and check microwave organic synthesis article.
4.I have refered various articles ,If u want to know about more please refer http://www.ijperonline.com/latest.php and and check microwave organic synthesis article

Rishil Kathawala's picture

Hi..............

Submitted by Rishil Kathawala on Sat, 02/21/2009 - 08:09.
3

You have really presented your work in nice trimmed manner.
When can this be implemented practically and is this method completely flawless?

Thanks dear I cannot say

Submitted by Harpreet Singh on Sat, 02/21/2009 - 15:00.

Thanks dear
I cannot say about this thing ,

ks kumar upadhyayula's picture

Good Work!

Submitted by ks kumar upadhyayula on Fri, 02/20/2009 - 17:43.
4

Good Representation of the topic Mr.Harpreet.Can these antimicrobial agents affect the therapeutic activity or the efficiency or how way they are related in their applications?
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Thanks dear These titled

Submitted by Harpreet Singh on Sat, 02/21/2009 - 02:34.

Thanks dear
These titled compounds shows antibacterial activity against varios gram +ve and gram –ve bacteria .Various microorganisms used for evaluation are S.aureus S.pyogenes S.aibus E.coli.;

Rohit Saran's picture

wht kinda research do u

Submitted by Rohit Saran on Fri, 02/20/2009 - 17:28.
1

wht kinda research do u basically prefer?

Rohit Saran's picture

microwave..

Submitted by Rohit Saran on Fri, 02/20/2009 - 17:22.
2

by your replies ,i can tell you dont seem to know much!!

Santosh Kumar. JH's picture

Cool and short One!!!

Submitted by Santosh Kumar. JH on Fri, 02/20/2009 - 15:11.
5

Can you tell me about the Applicative areas of this novel Anti-microbial Agents and its pro-drug Relatives?
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these compounds can be used

Submitted by Harpreet Singh on Sat, 02/21/2009 - 02:40.

these compounds can be used ac antibacterial compounds .
These compounds are formed from chalcones

Jasmine Jose's picture

Nice ppt!

Submitted by Jasmine Jose on Fri, 02/20/2009 - 14:10.
4

Hie Mr.Harpreet!
The research work done by ur team is quite commendable!
What are the limitations and unwarranted effects of using pyrimidines as anti-microbial agents?
How advantageous are these drugs on par with da others available in the market?
TEAM- THE COGNITIVE MOLECULES

pulkitmodi's picture

to harpreet

Submitted by pulkitmodi on Fri, 02/20/2009 - 13:55.
1

hi harpreet paji, oye why have you given a poor or average rating to all your competitors..?? i am quite confused yaar!!

Dear I have given rating

Submitted by Harpreet Singh on Sat, 02/21/2009 - 02:20.

Dear I have given rating according to presentation I have also given good , great to some competents u can check alllll

Khushbu Hasmukh Patel's picture

Cogratulation for the

Submitted by Khushbu Hasmukh... on Fri, 02/20/2009 - 13:31.
4

Cogratulation for the excellent experiment
i heared that this method reduces the time as well as cost but i want know how & advantages over other
panacea group

K.H.Patel.
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Thanks Khushbu Over these

Submitted by Harpreet Singh on Sat, 02/21/2009 - 02:15.

Thanks Khushbu
Over these advantages this is enviornmental friendly and give more %age yield than conventional methods

Kishore Reddy's picture

Hi

Submitted by Kishore Reddy on Fri, 02/20/2009 - 04:43.
4

You have done a great work.
How effective it is in terms of economy???

Thanks dear for appreceation

Submitted by Harpreet Singh on Fri, 02/20/2009 - 13:19.

Thanks dear for appreceation

It is economical because of less electricity consumption due to less exposure time and there is little use of various solvents and is environmental friendly method of synthesis which is used for synthesis of titled compounds.

gangadhar hari's picture

Query

Submitted by gangadhar hari on Thu, 02/19/2009 - 18:25.
5

Sir ur research work is really very innovative.

Are these compounds chemically related to ampicillin?
What about their SAR?

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Thanks for ur

Submitted by Harpreet Singh on Fri, 02/20/2009 - 02:28.

Thanks for ur appericiatiobn,
Dear there is no link b/w structures and SAR of ampicillin and titled compound
But we have taken ampicicillin only as standard drug.

gangadhar hari's picture

Sir

Submitted by gangadhar hari on Sun, 02/22/2009 - 10:47.

Thank u for clarifying my doubt.

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pulkitmodi's picture

to harpreet

Submitted by pulkitmodi on Thu, 02/19/2009 - 17:31.
1

short and sweet...tell me where did u perform these research activities..?

Dear all work was performed

Submitted by Harpreet Singh on Fri, 02/20/2009 - 02:31.

Dear all work was performed in my college labs and some work in
Guru nanak dev universty labs have u any doubt ???????????

Dear all work was performed

Submitted by Harpreet Singh on Fri, 02/20/2009 - 02:31.

Dear all work was performed in my college labs and some work in
Guru nanak dev universty labs have u any doubt ???????????

Sirisha Pingali's picture

Hello mr.

Submitted by Sirisha Pingali on Thu, 02/19/2009 - 16:57.
3

Hello mr. harpreet,,,
Chalcones....are they compounds with ketone group??

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Answer

Submitted by Harpreet Singh on Fri, 02/20/2009 - 02:46.

Thanks for ur comment,
Yes mam Chalcone is an aromatic ketone that forms the central core for a variety of important biological compounds, which are known collectively as chalcones. They show antibacterial, antifungal, antitumor and anti-inflammatory properties. Some chalcones demonstrated the ability to block voltage-dependent potassium channels. [2] They are also intermediates in the biosynthesis of flavonoids, which are substances widespread in plants and with an array of biological activities. Chalcones are also intermediates in the Auwers synthesis of flavones.If u have any doubt please check slide show and slide containing synthesis scheme

Juhi Sharma's picture

great subject

Submitted by Juhi Sharma on Thu, 02/19/2009 - 13:39.
3

any other drug than ampicillin against bacterial microbes which is so effective?
Juhi Sharma
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We have used ampicillin as

Submitted by Harpreet Singh on Thu, 02/19/2009 - 13:59.

We have used ampicillin as standard drug .

Kaushal Pathak's picture

nice work...

Submitted by Kaushal Pathak on Thu, 02/19/2009 - 13:34.
3

A very good research, congratulations!!!!!
Sir, as you have given the spectrum of activity of 4,5-dihydro-2-pyrimidines, what was the concentration at which it exhibited antibacterial activity??? and how far it is better than the other antibacterials like cephalosporins???? and is there any idea about the chances of developing resistance aginst these compounds as baceterial resistance is the one of the major hurdle in antibiotic therapy.

Thanks for ur comment

Submitted by Harpreet Singh on Fri, 02/20/2009 - 13:17.

Thanks for ur comment dear
Suspensions of each organism were prepared to contain approximate 10raise to powere 6 colony –forming units .c/ml .Lowest concentration of a compound which inhibits the growth of the organism completely without visible growth was taken as minimum inhibitory concentration (MIC). u can check slide no. 14 for more information in my slide show .
It can be possible after regular use

V.V.N.Haritha's picture

Hi Sir, Can you please tell

Submitted by V.V.N.Haritha on Wed, 02/18/2009 - 15:15.
2

Hi Sir, Can you please tell me does it have other effects in drug discovery other than antimicrobial agent and how is it economically more effective?

V V N HARITHA

Nice question We r looking

Submitted by Harpreet Singh on Thu, 02/19/2009 - 13:20.

Nice question
We r looking for anti fungal activity in process

It is economical because of less electricity consumption due to less exposure time and there is little use of various solvents and is environmental friendly method of synthesis

Vedika Gulati's picture

Nice work!

Submitted by Vedika Gulati on Wed, 02/18/2009 - 13:16.
4

The entire concept is really novel. But what about its relative comparision with other equivalent criterion drugs available in the pharmaceutical market, as in its economical and other therapeutic aspects?

Vedika Gulati
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Thanks for ur comment My

Submitted by Harpreet Singh on Thu, 02/19/2009 - 13:24.

Thanks for ur comment

My answer is

It is economical because of less electricity consumption due to less exposure time and there is little use of various solvents and is environmental friendly method of synthesis which is used for synthesis of titled compounds.

Shiv Majumdar's picture

How to fix parameters

Submitted by Shiv Majumdar on Wed, 02/18/2009 - 09:18.
3

My Page : http://www.pharmainfo.net/majumdarshiv

Dear Harpreet,

Good Presentation,

My question is that, compared to conventional synthesis, how you decide the parameters like Microwave region, their exposure timing, etc. Is there any particular criteria for that or technical skill required for that.

Best of luck

Shiv

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Thanks for ur comment, I

Submitted by Harpreet Singh on Wed, 02/18/2009 - 12:09.

Thanks for ur comment,
I have refered various articles ,If u want to know about more please refer http://www.ijperonline.com/latest.php and and check microwave organic synthesis article

Himanshu saurabh's picture

hiii

Submitted by Himanshu saurabh on Tue, 02/17/2009 - 16:13.
3

Good work...
Can you tell me the advantages of using the microwave method over the conventional method (other than that it is a quicker method)?

Thanks for ur comment

Submitted by Harpreet Singh on Wed, 02/18/2009 - 02:20.

Thanks for ur comment Himanshu,

microwave method is less time consuming ,environmental friendly and %yield obtained is more as compare to other conventional methods ( more than 20% than conventional method used)

G Sudha Manohar's picture

OUT STANDING

Submitted by G Sudha Manohar on Tue, 02/17/2009 - 13:01.
5

Grateful to your work and for giving in detail its synthesis & their activity.i will be thankful if u can give me some drugs with pyramidine nucleus.

G Sudha Manohar's picture

OUT STANDING

Submitted by G Sudha Manohar on Tue, 02/17/2009 - 13:01.
5

Grateful to your work and for giving in detail its synthesis & their activity.i will be thankful if u can give me some drugs with pyramidine nucleus.

G Sudha Manohar's picture

OUT STANDING

Submitted by G Sudha Manohar on Tue, 02/17/2009 - 13:01.
5

Grateful to your work and for giving in detail its synthesis & their activity.i will be thankful if u can give me some drugs with pyramidine nucleus.

Thanks for ur comment

Submitted by Harpreet Singh on Thu, 02/19/2009 - 13:25.

Thanks for ur comment dear
Various anticancer , antibiotic and antimalarial (Trimehoprim , sulpharidazine, etc. )drugs contains this moiety, and various base pairs of DNA contains purine and pyrimidine nucleses in view of these we have synthesized titled compounds.

kanaka kumari's picture

thank you for your answer.

Submitted by kanaka kumari on Tue, 02/17/2009 - 12:41.
4

thank you for your answer.

Zarrin Faria's picture

Dear Harpeet...truely a chemistry man...

Submitted by Zarrin Faria on Tue, 02/17/2009 - 05:31.
3

Cogratulation for the excellent experiment that you and your team have conducted....you have mentioned that the substituted pyrimidine is effective against bacteria....i would like to know the extent of its effectiveness, can it be used for chronic therapy, and can the molecule be modified structurally to enhace the effectiveness???
Have a good day...:))

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