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4,5-MDO-N-alkyltryptamines appear to hold more promise than 4-OH-5-MeO-N-alkyltryptamines, especially if one looks at the parallels in the phenylethylamine world ;) But that becomes a different ball game unless one finds the enzyme and/or corresponding gene for the reverse of the MDO- ring-opening reaction that occurs in various metabolic systems.


Clearly, numerous plants are capable of forming benzodioxole ring systems and AFAIK this is usually from a methoxy group adjacent to a hydroxy group. Whether this would work for indoles ultimately depends on the enzyme(s) concerned.


What examples of 4,5-MDO- and 4-OH, 5-MeO-tryptamines are there in the plant world?


Apologies here for a bit of an off-the-top-of-the-head ramble!


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