Tryp tamine

Scheme 8. Reagents and conditions (i) 2-ethylallyl bromide, LDA (ii) LiAlH4, THF (iii) MeOH-HCl (iv) NaI04, MeOH (v) HC(OMe)3, pTSA, MeOH (vi) mCPBA, CH2CI2 (vii) tryp-tamine, 160°C, MeOH, sealed tube (viii) aq. AcOH (ix) silica gel chromatography (x) MsCl, pyridine, 0°C (xi) Na, liq. NH3.

The superconductively charged psilocybin will pick up the ESR harmonic of the ayahuasca complex this energy will be instantly and completely absorbed by the higherdimensional tryp-tamine template. It will be transferred to the mushroom as vocal sound and condensed onto the psilocybin as a bonded complex of superconductive harmine-psilocybin-DNA. 

Tchibangensine (181) has been synthesized simply by condensation of tryp-tamine with geissoschizoic acid (182), followed by cyclization (by POCl3).lllc Reduction with sodium borohydride gives two C-17 epimers, which on hydrogenation afford the alio-isomers ochrolifuanine C and ochrolifuanine D. 

Dimethyltryptamine, commonly known as DMT, can be found as a liquid, colorless crystal or mixed with other substances. The most common method of use is when sprayed on tobacco, parsley or even marijuana. A drug designed originally for research purposes, it produces effects similar to other tryp-tamine derivatives, but comes on very strong and fast, and the trip is over in a couple of hours at most. 

Another newly introduced method generates the iminium ion intermediate by Michael addition of tryp-tamine to an activated alkyne in an acidic medium. Yields of the resulting 1-alkyltetrahydro-P-car-bolines range from good to excellent (Scheme 18). 

A stereorandom cyclization is reported to result from the reaction of tosyl aldehyde (46) with tryp-tamine. This outcome would be expected if Pictet-Spengler cyclization occurred prior to displacement of the tosylate by the Nb nitrogen. 

That the major condensation step of aldehyde CCLXVIII and tryp-tamine can in fact occur under physiological conditions has been amply demonstrated by Hahn (351) in a striking physiological synthesis of a base with the yohimbine skeleton (CCLXX). Hahn s demonstration of spontaneous condensation at the indole a-position, however, casts doubt on the facility of the jS-condensation required for the Strychnos alkaloids and leads us to consider a variation of the scheme in which the a-position is oxidized first to an oxindole, thus forcing condensation only at the (8-position. That the j8-position of oxindoles is an adequate anionoid source is shown by the recent demonstration... 

The essential starting material for the total synthesis of ( )-aku-ammigine (21) and (+ )-tetrahydroalstonine (22) was the tetracyclic unsaturated ketone 23 (3). This was prepared by condensation of tryp-tamine hydrochloride with oxalacetic acid monomethyl ester which gave the tetrahydro- 8-carboline 24. 

Tryptophan is among the most interesting aminoacids because its biologic role goes far beyond its participation in proteins structure. In mammals, tryptophan is the precursor in the synthesis of the neurotransmitters tryp-tamine and serotonine, as well as of other bioactive molecules such as kynurenic and quinolinic acids. Along with the usual catabolic pathway of the aminoacid, other essential compounds are found, such as nicotinic acid and melatonin [1-3]. 

The interim aim of this synthetic approach (244) was the synthesis of the nitrile 574 which could potentially be doubly alkylated to form the tryp-tamine bridge and the ethyl side chain. 

Tryptophan is converted to serotonin, more properly called 5-hy droxy tryp tamin e. 

BINOL-phosphoric acids have been used successfully with N-substimted tryp-tamines [345], The chiral acid catalysis of the Pictet-Spengler cyclization has been applied to alkaloid synthesis, as in the case of ( )-arboricine [346]. 

Songstad DD, De Luca V, Brisson N, Kurz WGW, Nessler CL. High levels of tryp-tamine accumulation in Transgenic tobacco expressing tryptophan decarboxylase. Plant Physiol 1990 94 1410-3. 

The formation of histamine, tyramine, hydroxytyramine and tryp-tamine (184) (as a result of tryptophan decarboxylase activity) is easily demonstrated pharmacologically through the action of these amines on blood pressure. Histamine lowers the blood pressure of cats, whereas the other... 

Gartland, G. L., G. R. Freeman, and C, E. Bugg Crystal Structures of Tryp-tamine Picrate and D,L-Tryptophan Picrate-Methanol, Two Indole Donor-Acceptor Complexes. Acta Cryst. B 30, 1841-1849 (1974). 

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