148751-11-5Relevant academic research and scientific papers
Using stereoretention for the synthesis of e -macrocycles with ruthenium-based olefin metathesis catalysts
Ahmed, Tonia S.,Montgomery, T. Patrick,Grubbs, Robert H.
, p. 3580 - 3583 (2018/04/12)
The synthesis of E-macrocycles is achieved using stereoretentive, Ru-based olefin metathesis catalysts supported by dithiolate ligands. Kinetic studies elucidate marked differences in activity among the catalysts tested, with catalyst 4 providing meaningful yields of products in much shorter reaction times than stereoretentive catalysts 2 and 3. Macrocycles were generated with excellent selectivity (>99% E) and in moderate to high yields (47-80% yield) from diene starting materials bearing two E-configured olefins. A variety of rings were constructed, ranging from 12- to 18-membered macrocycles, including the antibiotic recifeiolide.
Structural requirements of dictyopyrones isolated from Dictyostelium spp. in the regulation of Dictyostelium development and in anti-leukemic activity
Kikuchi, Haruhisa,Sasaki, Kazunori,Sekiya, Jun'ichi,Maeda, Yasuo,Amagai, Aiko,Kubohara, Yuzuru,Oshima, Yoshiteru
, p. 3203 - 3214 (2007/10/03)
Cellular slime molds are fascinating to the field of developmental biology, and have long been used as excellent model organisms for the study of various aspects of multicellular development. We have recently isolated α-pyronoids, named dictyopyrones A-D (1-4), from various species of Dictyostelium cellular slime molds, and it was shown that compound 3 may regulate Dictyostelium development. In this study, we synthesized dictyopyrones A-D (1-4) and their analogues, investigated the physiological role of the molecules in cell growth and morphogenesis in D. discoideum, and further verified their effects on human leukemia K562 cells. Nitrogen-containing compounds 22 and 37 strongly inhibited cell growth in K562 leukemia cells, indicating that these compounds may be utilized as novel lead compounds for anti-leukemic agents.
Novel acyl α-pyronoids, dictyopyrone A, B, and C, from Dictyostelium cellular slime molds
Takaya, Yoshiaki,Kikuchi, Haruhisa,Terui, Yuichi,Komiya, Jun,Furukawa, Ken-Ichi,Seya, Kazuhiko,Motomura, Shigeru,Ito, Akira,Oshima, Yoshiteru
, p. 985 - 989 (2007/10/03)
For the elucidation of the diversity of secondary metabolites of Dictyostelium cellular slime molds, we investigate the constituent of three species of slime molds. From the methanol extract of their fruit bodies, we obtained three novel compounds, dictyopyrone A (1) and B (2) from D. discoideum and D. rhizoposium and dictyopyrone C (3) from D. longosporum. They possess a unique α-pyrone moiety with a side chain at the C-3 position. Their relative structures were elucidated by spectral means, and the absolute configuration was confirmed by asymmetric synthesis of 1. Since these compounds were obtained from different species of Dictyostelium slime molds, they may be a type of compound common to this genus.
