Question by March_Hare: Looking for resveratrol analogs? I am looking for a Resveratrol-like Pyridine (or piperidine, pyrone or lactone) that will bind/activate specific sirtuins with higher affinity by having a nitrogen (or oxygen) in one of the two rings (I’m
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Looking for resveratrol analogs?

by on January 28, 2012

Question by March_Hare: Looking for resveratrol analogs?
I am looking for a Resveratrol-like Pyridine (or piperidine, pyrone or lactone) that will bind/activate specific sirtuins with higher affinity by having a nitrogen (or oxygen) in one of the two rings (I’m assuming in the (3?) position opposite the ethylene group) so I can see if it also extends lifespan (& look at any HDAC interactions w/ butyric acid.)
The Kavalactone yangonin is close, but (like lobelia alkaloids) has this in position (1?)

I’ve looked at some others, variations on pyritinol or metal-binding ligands, some betalain & cyanine dyes, aroma/flavor compounds, (C6H6O2/3)-isonicotinates, even ICRF 193 or Diammonium EDTA, but since

this is start-up/free-lance work, I don’t even know where to get this kind of stuff (OTC would be better than a supplier) let alone how test the senescence of organisms in culture.
Any ideas on sources, or help with applicable organic synthesis, would be much appreciated.
Thanks Nathan, I definitely will look at that article. Here’s a related one.. http://www.nature.com/nature/journal/v450/n7170/fig_tab/nature06261_F1.html
Paxil has that conformation too, like isonicotinate another antidepressant.
Still trying to get my hands on that article…
Well, based on the success of SRT1720, I may just run with amide of kavalactone as a target, see where it gets me. It’s a start.

Best answer:

Answer by YA
Look up research papers that have dealt with similar conditions and contact them.

What do you think? Answer below!

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{ 1 comment… read it below or add one }

Nathan K January 28, 2012 at 8:54 am

This is a must read:

Brian C. Smith, William C. Hallows and John M. Denu,; Mechanisms and Molecular Probes of Sirtuins, Chemistry and Biology, 2008 ,10, 1002-1013

I’m sure there are analogous hetero cycles. Typically biochemists buy their stuff, especially when screening. The synthesis shouldn’t be an issue, but you have to have a specific target.

You can’t tell how happy bacteria are, you can just see how much they propagate and how long they live.

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