Computational 1 H and 13 C NMR of the trimeric monoterpenoid indole alkaloid strychnohexamine: selected spectral updates

2021 ◽  
Author(s):  
Valentin A. Semenov ◽  
Leonid B. Krivdin
Keyword(s):  
Indole Alkaloid ◽  
Monoterpenoid Indole Alkaloid ◽  
C Nmr

A new monoterpenoid indole alkaloid from Rauvolfia yunnanensis

2009 ◽  
Vol 20 (10) ◽  
pp. 1221-1223 ◽  
Author(s):  
Bao Hui Cheng ◽  
Jian Chao Chen ◽  
Ming Hua Qiu
Keyword(s):  
Indole Alkaloid ◽  
Monoterpenoid Indole Alkaloid

Bacterial biotransformation of 3α(S)-Strictosidine to the monoterpenoid indole alkaloid vallesiachotamine

1998 ◽  
Vol 48 (2) ◽  
pp. 293-296 ◽  
Author(s):  
Zhengwu Shen ◽  
Wolfgang Eisenreich ◽  
Toni M. Kutchan
Keyword(s):  
Indole Alkaloid ◽  
Monoterpenoid Indole Alkaloid

scholarly journals The bHLH transcription factor BIS1 controls the iridoid branch of the monoterpenoid indole alkaloid pathway in Catharanthus roseus

2015 ◽  
Vol 112 (26) ◽  
pp. 8130-8135 ◽  
Author(s):  
Alex Van Moerkercke ◽  
Priscille Steensma ◽  
Fabian Schweizer ◽  
Jacob Pollier ◽  
Ivo Gariboldi ◽  
...  
Keyword(s):  
Transcription Factor ◽  
Catharanthus Roseus ◽  
Transcriptional Activation ◽  
Indole Alkaloid ◽  
Bioactive Metabolites ◽  
Bhlh Transcription Factor ◽  
Ethylene Response Factor ◽  
Madagascar Periwinkle ◽  
Genes Encoding ◽  
Monoterpenoid Indole Alkaloid

Plants make specialized bioactive metabolites to defend themselves against attackers. The conserved control mechanisms are based on transcriptional activation of the respective plant species-specific biosynthetic pathways by the phytohormone jasmonate. Knowledge of the transcription factors involved, particularly in terpenoid biosynthesis, remains fragmentary. By transcriptome analysis and functional screens in the medicinal plant Catharanthus roseus (Madagascar periwinkle), the unique source of the monoterpenoid indole alkaloid (MIA)-type anticancer drugs vincristine and vinblastine, we identified a jasmonate-regulated basic helix–loop–helix (bHLH) transcription factor from clade IVa inducing the monoterpenoid branch of the MIA pathway. The bHLH iridoid synthesis 1 (BIS1) transcription factor transactivated the expression of all of the genes encoding the enzymes that catalyze the sequential conversion of the ubiquitous terpenoid precursor geranyl diphosphate to the iridoid loganic acid. BIS1 acted in a complementary manner to the previously characterized ethylene response factor Octadecanoid derivative-Responsive Catharanthus APETALA2-domain 3 (ORCA3) that transactivates the expression of several genes encoding the enzymes catalyzing the conversion of loganic acid to the downstream MIAs. In contrast to ORCA3, overexpression of BIS1 was sufficient to boost production of high-value iridoids and MIAs in C. roseus suspension cell cultures. Hence, BIS1 might be a metabolic engineering tool to produce sustainably high-value MIAs in C. roseus plants or cultures.

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