489-72-5Relevant academic research and scientific papers
Use of site-specified tritium labelling to confirm the formation of 17-oxosparteine as a minor urinary metabolite of sparteine in man
Ritchie,Mitchell,Smith,Zhang
, p. 977 - 982 (1996)
The synthesis of [17,17-3H2]-sparteine and its oral administration has enabled the specific identification of 17-oxosparteine as a minor urinary metabolite (~1% dose) in two healthy male volunteers.
Synthesis, antiproliferative activity and autophagic flux inhibition of new arylsparteine derivatives
Gabr, Moustafa T.,Abdel-Raziq, Mohammed S.
, p. 203 - 207 (2018)
New series of arylsparteine derivatives were synthesized and evaluated for their cytotoxic activity against four human cancer cell lines (cervical epithelial carcinoma cells Hela, breast cancer cells MCF-7, lung cancer cells A549, and glioma cells U87 MG) and one normal fibroblast cell line. Structure-activity relationship revealed that introduction of 4-quinolinyl moiety to sparteine afforded a hybrid compound 10 with considerable antiproliferative activity against all tested cancer cell lines. Compound 10, the most active agent in this study possessed IC50 values of 5.97 ± 1.1 and 9.52 ± 0.3 μM against A549 and Hela cancer cell lines, respectively. Inhibition of autophagic flux proved to be the underlying mechanism for the antiproliferative activity of 10 which was further validated by decreased levels of ATP in cancer cells treated with 10. In addition, co-treatment of 10 and rapamycin restored cell viability which comes in good agreement with the proposed autophagic flux inhibition for 10.
Visible-Light-Mediated Efficient Metal-Free Catalyst for α-Oxygenation of Tertiary Amines to Amides
Zhang, Yu,Riemer, Daniel,Schilling, Waldemar,Kollmann, Jiri,Das, Shoubhik
, p. 6659 - 6664 (2018/06/25)
A metal-free system has been discovered for the efficient α-oxygenation of tertiary amines to the corresponding amides using oxygen as an oxidant. This visible-light-mediated oxygenation reaction exhibited excellent substrates scope under mild reaction conditions and generated water as the only byproduct. The synthetic utility of this approach has been demonstrated by applying onto drug molecules. At the end, detailed mechanistic reactions clearly showed the role of oxygen and the photocatalyst.
Chiral tertiary amine N-oxides in asymmetric epoxidation of α,β-unsaturated ketones
Oh, Kyungsoo,Ryu, Jinhyang
, p. 1935 - 1938 (2008/09/19)
Chiral tertiary amine N-oxides have been shown to undergo stereoselective oxygen transfer reaction in the epoxidation of chalcone derivatives with modest to good enantioselectivity.
III. Thioanalogs of sparteine lactams. (+)-17-Thionosparteine and its perchlorate salt
Wysocka, Waleria,Kolano?, Renata,Borowiak, Teresa,Dutkiewicz, Grzegorz
, p. 563 - 570 (2007/10/03)
(+)-17-Thionosparteine and its perchlorate have been obtained and characterized by IR and NMR-spectroscopy as well as by X-ray diffraction analysis. Introduction of the thiolactam group into the cis-quinolizidine system causes conformational rigidity of t
Lactams of sparteine
Golebiewski, W. Marek,Spenser, Ian D.
, p. 716 - 719 (2007/10/02)
(2,2-2H2)Sparteine, (6-2H)sparteine, (10,10-2H2)sparteine, (15,15-2H2)sparteine, (17α-2H)sparteine, (17β-2H)sparteine, (17,17-2H2)sparteine, (17α-2H)lupanine, and (17β-2H)lupanine were prepared and employed to assign the 1H nmr spectrum of sparteine.Contrary to a published report, photochemical oxidation of sparteine does not lead to 15-oxosparteine but to 17-oxosparteine.
