Open Source Mycetoma (MycetOS) Meeting Apr 27 2021

[kym834]

Hi All, Our next meeting is on April 27 and we'll be meeting at Zoom ID: 992-8154-9497 https://uni-sydney.zoom.us/j/99281549497.

Times: Sydney - 9 PM, Amsterdam - 1 PM, London - 12 Noon, USA (New York) - 7 AM all on April 27

Recording of this meeting to go here

Previous meeting are here (#47)

Agenda

1. Update on SAR analysis

• Do we have some leads on chemical space to follow from our analysis?
• Collab with Kaitlin from Uni of Auckland (#49)

2. Science updates from each site

• UCL
• Sydney
• ErasmusMC

3. Series 2 update

• Resynth of MMV006357 (awaiting assignment of a MyOS number)

4. Outreach and Comms

• ISNTD Mycetoma event
• Newsletter

4. Set new meeting times

• see (#28)

@OpenSourceMycetoma/corecontrib, please add anything you wish to discuss to the agenda

[wwjvdsande]

@kym834 is emeritus ErasmusMC?

[kym834]

Yeah, sorry! I couldn't remember the name 100% and just googled it haha. I'll change above :)

[MFernflower]

@dmitrij176 @kym834 The oxime I proposed:

[drc007]

You will get double bond isomers of the ovine.

[MFernflower]

Will need to be noted once compound is made as being a racemate of cis/trans

@dmitrij176 @drc007 @kym834

[MFernflower]

@dmitrij176 @drc007 @wwjvdsande Was the Pyrifenox that was screened racemic or enantiopure?

[mattodd]

"Racemate" isn't the right word here @MFernflower (nor are cis and trans, if we're being correct). I imagine the isomer ratio is known for lab-prepared Pyrifenox, but I wonder if the isomers interconvert in vivo, and I'm sure that must be known too? I'm suddenly asking myself what the IUPAC word is for 1:1 mixture of E and Z isomers. Not that that would be a terribly common situation, but still.

[dmitrij176]

I think its a mix as well, though there is no direct indication on that.

[MFernflower]

@dmitrij176 Of course the compound I proposed depends on if @kym834 can/when get the O-methylhydroxylamine

I did find an interesting patent possibly allowing for conversion to a single isomer

[MFernflower]

https://patents.google.com/patent/EP0009865A1/en

[MFernflower]

@dmitrij176 @kym834 I also dug up a interesting synthesis route: http://www.asianjournalofchemistry.co.in/User/ViewFreeArticle.aspx?ArticleID=19_3_81

[dmitrij176]

@dmitrij176 @kym834 I also dug up a interesting synthesis route: http://www.asianjournalofchemistry.co.in/User/ViewFreeArticle.aspx?ArticleID=19_3_81

Thanks. I was also considering grinding option with bismuth (III) oxide catalyst, but since I currently dont have a lot of ketone intermediate, I did reflux instead. Preliminary, the product has been formed. More info to come out soon as I do purification etc.

[MFernflower]

@dmitrij176 Is this in refrence to pyrifenox or to the molecule I proposed?

[dmitrij176]

pyrifenox

[MFernflower]

Might be interesting to have @kym834 do the bismuth grinding route than for the compound I proposed

[dmitrij176]

@MFernflower agree. I mean, at the moment pyrifenox is only the starting molecule in the oxime series. For other novel oximes, I would be interested in grinding too. Apparently this method gives good yields, so its worth trying.

[MFernflower]

@dmitrij176

This ketone is cheap, available in the uk and is only one step away from a novel oxime

http://www.fluorochem.co.uk/Products/Search?searchType=N&searchText=3-(4-chlorobenzoyl)pyridine

[mattodd]

Hi, sorry to raise this again, @OpenSourceMycetoma/corecontrib, but when's the next meeting? I'd like to invite along @AndyBishopSevenoaks .

As is now traditional, I have two Outlook bookings.

Could we erase these and just sort the next meeting time immediately after each meeting?

I'm happy, though not delighted, with 10pm London Tue 25th.