Volatile constituents of the seed kernel and leaf of cultivated Moringa peregrina (Forssk.) Fiori, Agricolt collected after hydrolysis were analyzed by GC and GC/MS. Five glucosinolate degradation products which constituted almost the whole isolated oil of the seed kernel were identified to be: isobutyl isothiocyanate (94.0%), isopropyl isothiocyanate (4.9%), sec-butyl isothiocy...

Although isothiocyanate and indole compounds derived from cruciferous vegetables appear to be structurally unrelated, they are both derived from glucosinolates. These sulfur-containing glycosides are found in the order Capparales, which includes the large family Brassicaceae. The glucosinolate molecule comprises a common glucone moiety and a variable aglucone side-chain, derived from one of sev...

Isothiocyanates are a class of naturally occurring chemopreventive agents known to be effective at triggering apoptosis. In this study, we show that whereas overexpression of the oncoprotein Bcl-2 renders Jurkat T-lymphoma cells resistant to a range of cytotoxic agents, phenethyl isothiocyanate is able to overcome the inhibitory action of Bcl-2 and trigger apoptosis. A 50-fold increase in Bcl-2...

BACKGROUND Isothiocyanates, compounds found primarily in cruciferous vegetables, have been shown in laboratory studies to possess anticarcinogenic activity. Glutathione S-transferases (GSTs) are involved in the metabolism and elimination of isothiocyanates; thus, genetic variations in these enzymes may affect in vivo bioavailability and the activity of isothiocyanates. OBJECTIVE The objective...

The spirocyclic motif is present in natural products, chiral ligands, and compounds of pharmacological interest. Isothiocyanates as well isocyanides bearing electron-withdrawing groups the ?-position can be deprotonated react formal dipoles on account presence a nucleophilic carbanion an electrophilic atom isothiocyanate or isocyanide functional groups. In last years number procedures involving...

An efficient palladium-catalyzed tandem approach for the synthesis of highly functionalized tetrahydroquinazolines 4a–q, and 5a–f by the reaction of o-haloanilines 1a–g with acrylates 2a–d and isothiocyanates 3aa–3ah/isocyanates 3ba–3bfvia Heck-conjoined amidation/thioamidation and concomitant chemoselective Michael-addition is described. A competitive experiment showed that isothiocyanates wer...

The chemopreventive effect of sulforaphane and two of its analogues on human B-lymphocytes derived cells was evaluated in this study. Two cell lines used in the experiments were: human lymphoblastoid cells and human B-leukemia CCRF-SB. Both cell lines were treated with three structurally related isothiocyanates: sulforaphane, 2-oxohexyl isothiocyanate and alyssin. The viability of cells, induct...

Alkyl and aryl isothiocyanates and carbodiimides are effective substrates in (3+2) cycloadditions with N-sulfonyl-2-substituted aziridines and 2-phenylaziridine for the synthesis of iminothiazolidines and iminoimidazolidines. Additionally, the stereoselective (3+2) cycloaddition of N-H- and N-sulfonylaziridines with isothiocyanates can be accomplished, allowing for the synthesis of highly enant...