Oxidation of four monoterpenoid indole alkaloid classes by three cytochrome P450 monooxygenases from Tabernaemontana litoralis. [PDF]
SUMMARY Cytochrome P450 monooxygenases (CYPs) are well known for their ability to catalyze diverse oxidation reactions, playing a significant role in the biosynthesis of various natural products. In the realm of monoterpenoid indole alkaloids (MIAs), one of the largest groups of alkaloids in nature, CYPs are integral to reactions such as hydroxylation,
Mai Z +10 more
europepmc +2 more sources
Discovery of a Plant Pictet–Spenglerase With R‐Stereoselectivity
Strictosidine synthases (STRs) are plant Pictet–Spenglerases catalyzing the coupling of a secoiridoid with tryptamine. All previously characterized strictosidine synthases are strictly S‐selective. Here, we report the discovery of Epi‐STR, an R‐selective STR ortholog from the medicinal plant Pogonopus speciosus.
Clara Morweiser +3 more
wiley +2 more sources
Quantitative analysis of metabolic pathways in Catharanthus roseus hairy roots metabolically engineered for terpenoid indole alkaloid overproduction [PDF]
The important anticancer pharmaceuticals, vinblastine and vincristine, are produced by Catharanthus roseus. Given their cytotoxicity, these valuable alkaloids are produced in very small quantities within the aerial parts of the plant.
Sander, Guy William
core +3 more sources
Directed biosynthesis of new to nature alkaloids in a heterologous Nicotiana benthamiana expression host [PDF]
Plants produce a wide variety of pharmacologically active molecules classified as natural products. Derivatization of these natural products can modulate or improve the bioactivity of the parent compound. Unfortunately, chemical derivatization of natural
Boccia, M. +4 more
core +1 more source
Studies towards the Total Asymmetric Synthesis of the Pentacyclic Indole Alkaloid Arboflorine: Asymmetric Synthesis of a Key Intermediate [PDF]
The synthesis of a plausible key intermediate for a biomimetic asymmetric synthesis of indole alkaloid arboflorine is described. The method featured the use of Ellman's sulfinamide chemistry for the establishment of the first chiral center, and the ...
Du, Yu +6 more
core +1 more source
Inverted binding of non-natural substrates in strictosidine synthase leads to a switch of stereochemical outcome in enzyme-catalyzed Pictet-Spengler reactions [PDF]
The Pictet-Spengler reaction is a valuable route to 1,2,3,4-tetrahydro-Β-carboline (THBC) and isoquinoline scaffolds found in many important pharmaceuticals.
Adam, Simon +7 more
core +3 more sources
Suspension cultured transgenic cells of Nicotiana tabacum expressing tryptophan decarboxylase and strictosidine synthase cDNAs from Catharanthus roseus produce strictosidine upon secologanin feeding [PDF]
A transgenic cell suspension culture of Nicotiana tabacum L. ‘Petit Havana’ SR1 was established expressing tryptophan decarboxylase and strictosidine synthase cDNA clones from Catharanthus roseus (L.) G.
Cardoso, M.I. Lopes +6 more
core +2 more sources
Indole Synthesis via Allenyl Ester; Enantioselective Total Synthesis of Geissoschizoline
An indole synthesis via an allenyl ester intermediate at ambient temperature has been developed. The mild reaction conditions allow the use of a broad range of substrates. Notably, the utility of this approach is demonstrated through the asymmetric total synthesis of geissoschizoline, a Strychnos‐type monoterpenoid indole alkaloid.
Sohsuke Moriue +5 more
wiley +1 more source
An assay for secologanin in plant tissues based on enzymatic conversion into strictosidine [PDF]
The secoiridoid glucoside secologanin is the terpenoid building block in the biosynthesis of terpenoid indole alkaloids. A method for its determination in plant tissues and in cell suspension cultures has been developed.
Cardoso, M. Inês Lopes +10 more
core
Stimulation of reserpine biosynthesis in the callus of Rauvolfia tetraphylla L. by precursor feeding [PDF]
Reserpine is an important indole alkaloid that is used to treat hypertension and various psychiatric diseases by acting as a tranquilizing agent. In pharmaceutical industries, reserpine is in great demand. Chemical synthesis of reserpine is costlier than
Anitha, S, Ranjitha, B D
core +2 more sources

