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Comment · Tue, August 4, 2015 · Ceretropic

Has anyone attempted to extract bacopaside XII or synthesize it?

Original post in this thread

srubek · 14 points

Edit: changed bacopaside XII to bacopaside XI - my mistake

Excuse my naivete when it comes to reddit rules...I hope I don't mess something up. Please correct me if I'm wrong. Still learning.

Everyone seems to really like bacopa in the nootropic subreddit community...but all the extracts and powders that I can find seem to be standardized for bacosides, not bacopasides. And when I look at the wiki for brahmi, the only chemical reference that I can directly relate to its nootropic benefit seems to be bacopaside XI.

Again, please correct me if I'm wrong.

And I'm not suggesting that anyone should isolate and consume bacopaside XI in large amounts or anything, but I'm interested if anyone has tried to synthesize the molecule or knows of anyone who has. Or if that even makes sense...

Again, excuse my naivete.

I did find this, which I feel like...is maybe a step in the right direction:
http://www.nrcresearchpress.com/doi/abs/10.1139/v09-111?mobileUi=0&#.VcEWLJNViko

But alas, not much more.

I'm very intrigued by this Bacopaside, and by the mechanism & chemical constituents behind its nootropic & mood enhancing properties. Enlighten me, reddit?

What they were answering

srubek · 2 points

Look at that! The man to whom i wished to email this question in the first place. The problem is I worry the higher potency extracts are just mostly bacoside A, which has not been revealed to contain bacopaside XI (rather, a few others: bacoside A3, bacopacide II, bacopasaponin C, and a jujubogenin isomer of bacosaponin C [1]; and in another study: bacopaside I, bacoside A3, bacopaside II, bacopasaponin C isomer, and bacopasaponin C [2])....and I'm wondering if I would be just as well off consuming the plant matter raw rather than using an extract, if the extract is focused to standardize something in which I have no interest. But then I can't be doing that, because of my nasty kratom habit that has yet to disappear. Too much plant matter in me already. Sigh. Someone who is very complex needs to make this very complex molecule (Paaaaaaaaaul?)

edit: forgot to add reference footnotes:
1:
Deepak, M; Sangli, GK; Arun, PC; Amit, A (2005). "Quantitative determination of the major saponin mixture bacoside A in Bacopa monnieri by HPLC". Phytochem Anal 16: 24–29
2:
Rastogi, M; Ojha, R; Prabu, PC; Devi, DP; Agrawal, A; Dubey, GP (2012). "Amelioration of age associated neuroinflammation on long term bacosides treatment". Neurochem Res 37: 869–874.

u/MisterYouAreSoDumb · Ceretropic

You can isolate the bacopaside XII and XI.

Defatted powdered aerial parts of B. monnieri were extracted with methanol/water (50:50), concentrated, and kept overnight. The extract was filtered and frantionated with EtOAc and n-BuOH, successfully. The EtOAc extract was chromatographed over Diaion HP-20 resin, which resulted in the isolation of two new triterpenoid saponins.

If you read further in the study, they started with 2.2kg of air-dried aerial parts of bacopa, obtained from the Institute of Himalayan Bioresource Technology. After all the extraction, they yielded 20mg of pure bacosaponin powder. So it took them 2.2kg to get 20mg of pure active ingredient. That is fine for a study, but not really feasible for production amounts. However, I am sure those yields could be improved with some more research.

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