Conformational relations for protonated PEMPIDINE,TEMECHINE and TEMPETHOL.



ION CHANNEL and RECEPTOR LIGANDS
TOXINS & ALKALOIDS


Conformational relations for protonated PEMPIDINE,TEMECHINE and TEMPETHOL.





I "Chair-equatorial"I "Chair-axial"
(the most favourable conformer)
I "Boat-equatorial"
(the most unfavourable conformer)
 I "Boat-axial"
I fixed "Boat-equatorial" II flattened "twist"


Table 4. Conformational relations for protonated PEMPIDINE (I),TEMECHINE (II) and TEMPETHOL (III)

In the protonated PEMPIDINE, due to sterical hindrances, N+-H bond is predominantly in energetically favorable "equatorial" position, while in TEMECHINE rigid bicyclic cage fixes it in unusual "axial" position. In TEMPETHOL, endocyclic double bond acts in the opposite direction and flattens the cycle.



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