Stemmadenine
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Stemmadenine
Stemmadenine is a terpene indole alkaloid. Stemmadenine is believed to be formed from preakuammicine by a carbon-carbon bond cleavage. Cleavage of a second carbon-carbon bond is thought to form dehydrosecodine. The enzymes forming stemmadenine and using it as a substrate remain unknown to date. It is thought to be intermediate compound in many different biosynthetic pathways such as in Aspidosperma species. Many alkaloids are proposed to be produced through intermediate stemmadenine. Some of them are: * Catharanthine and Tabersonine in ''Catharanthus roseus'' * Subincanadines D-F in '' Aspidosperma subincanum'' It is also present as product in plant like in '' Tabernaemontana dichotoma'' seeds. Pharmacology It has hypotensive and weak muscle relaxant properties. See also *Secologanin *Strictosidine Strictosidine is a natural chemical compound and is classified as a glucoalkaloid and a vinca alkaloid. It is formed by the Pictet–Spengler condensation reaction of tr ...
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Catharanthine
Catharanthine is a terpene indole alkaloid produced by the medicinal plant ''Catharanthus roseus'' and '' Tabernaemontana divaricata''. Catharanthine is derived from strictosidine, but the exact mechanism by which this happens is currently unknown. Catharanthine is one of the two precursors that form vinblastine, the other being vindoline. Pharmacology (+)-Catharanthine competitively inhibits α9α10 nAChRs with potencies higher than that at α3β4 and α4β2 nAChRs and directly blocks CaV2.2. Catharanthine alkaloids are non competitive antagonist of muscle type nAChRs and this is thought to be the case due to presence of catharanthine moiety in those compounds. In ''in vitro'' study, it increased the levels of cAMP by inhibiting cAMP phosphodiesterase in brain. It is a potent inhibitor of TRPM8, similar to BCTC. Structural analysis of catharanthine shows activity on TRPM8, TRPA1, and butyrylcholinesterase. See also * Akuammicine * Conopharyngine * Stemmadenine St ...
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