Derivatives of the tropane alkaloid convolvine with a series of iso(thio)cyanates were synthesized. The structures of the synthesized compounds were proved using IR and NMR spectroscopic data and X-ray crystal structure analyses (for 3b and 3c).
New amides of 3- O -acetyl-18 β - H -glycyrrhetic acid with several aromatic and heterocyclic amines were synthesized. The chemical structures of the synthesized compounds were elucidated by UV, IR and NMR spectroscopic and mass spectrometric methods.
The new alkaloid lindelofamine N-oxide (1) and the known 1-exo-carboxypyrrolizidine (2) and the quaternary salt of the isoquinoline alkaloid O-methylarmepavine methyliodide (3) were isolated from Lindelofia macrostyla (Bunge) Popov for the first time. The structures were established by NMR spectroscopy, the absolute configuration was determined using X-ray diffraction analysis of the chiral centers of the last two as 1R,4R,8S and 1S, respectively. The new carboxylic acid (2S,3R)-2-hydroxy-2-isopropyl-3-[(E)-2-methylbut-2-enoyl]oxybutanoic acid, the structure and absolute configuration (2S,3R) of which were proven by NMR spectroscopy and an XSA, was also isolated.
Nitriles of stereoisomeric cytisinylarylacetic acids were synthesized by reacting cytisine with aromatic aldehydes in the presence of acetone cyanohydrin. Nitriles of cytisinylphenylacetic acids with the R- and S-configuration of the arylacetonitrile fragment were shown to be formed regioselectively in basic solution. The absolute configurations of the synthesized products were established using NMR spectroscopy and X-ray crystal structure analyses.
The alkaloid composition of Rindera oblongifolia was studied, in which the pyrrolizidine alkaloids echinatine and trachelanthamine N-oxide, as well as two new quaternary salts namely rinderidine and the oblongifolidine were isolated. The structures of the isolated new alkaloids were elucidated by NMR spectroscopy. The absolute configuration of lindelofine, trachelanthamine N-oxide, rinderidine and oblongifolidine was established by single crystal X-ray diffraction as: 1 R, 4 R, 8 R, 2'S, 3'R; 1 R, 4S, 8S, 2'S, 3'R; 4 R, 7S, 8 R, 2'S, 3'S; 4 R, 7S, 8 R, 2'S, 3'S (7''S, 8''R) respectively. Both new pyrrolizidine alkaloids showed no cytotoxicity against four cancer cell lines such as HeLa, НEр-2, HBL-100 and CCRF-CEM.
The extract obtained from the aerial part of Datura stramonium by treatment with EtOH (90
The compositions of the essential oil and benzine fraction (F-1) of the EtOH extract of gum resin and starting gum resin of Ferula tadshikorum were studied using GC-MS and NMR spectroscopy. The main chemical constituents of these samples were shown to be a mixture of cis- and trans-1-propenyl 1-(methylthio)propyl disulfides with the cis-isomer quantitatively exceeding the trans-isomer in all samples. The results allowed GC-MS and NMR spectroscopy to be used to select the optimal method for extracting resins from F. tadshikorum to produce a giardicidal drug with reactive S-containing compounds and to standardize the resin extracted from F. tadshikorum collected in Uzbekistan.
The new sesquiterpene lactone 11-epi-dehydroisoleucomisin was isolated from the aerial part of Artemisia juncea Kar. & Kir. Its structure and the absolute configurations of the chiral centers were established as 7R,8S,11S using a combination of mass spectrometry; IR, UV, and NMR spectroscopy; and an X-ray crystal structure analysis.
This study reports the isolation of steroid glycosides and cycloartane glycosides from the aerial parts of Silene tomentella. Two cycloartans group of triterpenoids astrasieversianin II (1) and cycloastragenol (4), including two compounds belonging to steroid glycosides lokundjoside (2) and lineolon (3) are known, were isolated from the aerial part of S. tomentella by chromatographic techniques (CC, TLC, HPTLC). Their structures were established based on extensive spectroscopic analyses and chemical methods, including NMR (1D and 2D) and HR-ESI-MS data. All of these compounds were obtained for the first time for this plant. In addition, the antimicrobial activities of triterpene and steroid glycosides were evaluated against Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, Bacillus subtilis as well as fungi Candida albicans. There was no evidence of antimicrobial action in the isolated triterpene glycosides and steroid glycosides against used microorganisms
Целью исследования являлось изучение терпеноидов и фенольных соединений надземных частей Pe^vskija angustifolia и Perovskia botschantzevii. Изучены составы эфирных масел вышеуказанных растений, определены их доминирующие компоненты. Надземные части изученных растений предложены в качестве богатого природного источника 1,8-цинеола. Из этанольного экстракта Pe^vskija angustifolia выделены и идентифицированы две фенолкарбоновые кислоты и восемь флавоноидов.