A novel epoxy-triterpene and nortriterpene from callus cultures of tripterygium wilfordii

Shin

Eur J Clin Investigation

et al. 2009

106

Section: Introductionmentioning

confidence: 99%

Suppression of inflammatory responses by celastrol, a quinone methide triterpenoid isolated fromCelastrus regelii

Shin

Eur J Clin Investigation

et al. 2009

106

“…Tissue cultures represent a promising alternative for the production of high-value plant metabolites. Early studies with T. wilfordii suspension cultures were designed to unravel the structures of small-molecule constituents (Kutney et al, 1981(Kutney et al, , 1992(Kutney et al, , 1993Kutney and Han, 1996;Nakano et al, 1997Nakano et al, , 1998. Similarly, hairy root cultures were initially employed for phytochemical investigations (Nakano et al, 1998).…”

mentioning

confidence: 99%

Biosynthesis of Diterpenoids in Tripterygium Adventitious Root Cultures

et al. 2017

ORCID IDs: 0000-0003-4828-958X (M.H.); 0000-0001-7934-7987 (N.S.); 0000-0002-4080-8608 (A.N.P.); 0000-0003-4691-8477 (R.J.P.); 0000-0001-6565-9584 (B.M.L.).Adventitious root cultures were developed from Tripterygium regelii, and growth conditions were optimized for the abundant production of diterpenoids, which can be collected directly from the medium. An analysis of publicly available transcriptome data sets collected with T. regelii roots and root cultures indicated the presence of a large gene family (with 20 members) for terpene synthases (TPSs). Nine candidate diterpene synthase genes were selected for follow-up functional evaluation, of which two belonged to the TPS-c, three to the TPS-e/f, and four to the TPS-b subfamilies. These genes were characterized by heterologous expression in a modular metabolic engineering system in Escherichia coli. Members of the TPS-c subfamily were characterized as copalyl diphosphate (diterpene) synthases, and those belonging to the TPS-e/f subfamily catalyzed the formation of precursors of kaurane diterpenoids. The TPS-b subfamily encompassed genes coding for enzymes involved in abietane diterpenoid biosynthesis and others with activities as monoterpene synthases. The structural characterization of diterpenoids accumulating in the medium of T. regelii adventitious root cultures, facilitated by searching the Spektraris online spectral database, enabled us to formulate a biosynthetic pathway for the biosynthesis of triptolide, a diterpenoid with pharmaceutical potential. Considering the significant enrichment of diterpenoids in the culture medium, fast-growing adventitious root cultures may hold promise as a sustainable resource for the large-scale production of triptolide.

“…In addition, the downfield shift of C-3 (δ 86.2 ppm with a downfield shift of about 6 ppm) indicated the presence of α-hydroxy group at C-2 in the 13 C-NMR spectrum (Mahatao and Kundu, 1994). This was confirmed from the downfield shift of C-2 (δ 64.2 ppm) also the downfield shift of C=O of the carboxylic acid group (δ 187.7 ppm) suggests its presence at C-29 (Mahatao and Kundu, 1994;Nakano et al, 1997). 1 H and 13 C-NMR spectra indicated that this compound was a ∆ 18 oleanane-type triterpene by the chemical shifts of the two olefinic carbons at δ 147.6 (C18) and 134 (C19).…”

Section: Resultsmentioning

confidence: 78%

Chemical and biological study of Mentha suaveolens Ehrh. cultivated in Egypt

El-Kashoury¹,

El‐Askary²,

Kandil³

et al. 2014

J. Med. Plants Res.

Investigation of the different fractions of the ethanolic extract of the aerial parts of M. suaveolens growing in Egypt yielded nine compounds; two new triterpenes [3β-acetyl -22α-hydroxy ursa-12,20-diene (compound 1) and 2α, 3β-dihydroxy-olean-18-en-29-oic acid (compound 7)] and nine known compounds: a sterol and its glucoside; β-sitosterol (compound 2) and β-sitosterol-3-O-β-D-glucoside (compound 4), a triterpene; oleanolic acid (compound 3), two monoterepenes; dihydrolimonene (compound 5) and 7-hydroxy-p-cymene (compound 6), two flavonoids; isoquercitrin (compound 8) and rutin (compound 9) which were isolated from M. suaveolens Ehrh. for the first time. The structures of the isolated compounds were identified by spectral data (UV, MS, 1D and 2D-NMR) and comparison with authentic samples. Moreover, the ethanolic extract showed potent analgesic activity as compared to indomethacin. The ethyl acetate fraction was the most potent as anti-inflammatory (88%), followed by the ethanolic extract (82.9%) as compared with indomethacin. The ethanolic extract and its four subfractions showed a moderate inhibitory activity against the tested human pathogenic bacteria.