5399-02-0Relevant articles and documents
Structure-activity relationship studies of the lipophilic tail region of sphingosine kinase 2 inhibitors
Congdon, Molly D.,Childress, Elizabeth S.,Patwardhan, Neeraj N.,Gumkowski, James,Morris, Emily A.,Kharel, Yugesh,Lynch, Kevin R.,Santos, Webster L.
, p. 4956 - 4960 (2015/10/28)
Sphingosine-1-phosphate (S1P) is a ubiquitous, endogenous small molecule that is synthesized by two isoforms of sphingosine kinase (SphK1 and 2). Intervention of the S1P signaling pathway has attracted significant attention because alteration of S1P levels is linked to several disease states including cancer, fibrosis, and sickle cell disease. While intense investigations have focused on developing SphK1 inhibitors, only a limited number of SphK2-selective agents have been reported. Herein, we report our investigations on the structure-activity relationship studies of the lipophilic tail region of SLR080811, a SphK2-selective inhibitor. Our studies demonstrate that the internal phenyl ring is a key structural feature that is essential in the SLR080811 scaffold. Further, we show the dependence of SphK2 activity and selectivity on alkyl tail length, suggesting a larger lipid binding pocket in SphK2 compared to SphK1.
Iron-catalyzed alkyl-alkyl Suzuki-Miyaura coupling
Hatakeyama, Takuji,Hashimoto, Toru,Kathriarachchi, Kalum K. A. D. S.,Zenmyo, Takeshi,Seike, Hirofumi,Nakamura, Masaharu
supporting information; experimental part, p. 8834 - 8837 (2012/10/08)
Chemoselective Suzuki-Miyaura coupling of primary and secondary alkyl halides is realized by using an iron/Xantphos catalyst. Primary and secondary alkyl bromides undergo the reaction to give the coupling products in good yields. Application to the synthe
Ovipositional responses of Chilo partellus (Swinhoe) (Lepidoptera: Pyralidae) to natural products from leaves of two maize (Zea mays L.) cultivars
Varshney, Anupam K.,Babu, B. Ravindra,Singh, Ashok K.,Agarwal, Hari C.,Jain, Subhash C.
, p. 4008 - 4012 (2007/10/03)
Ovipositional responses of Chilo partellus (Swinhoe) (Lepidoptera: Pyralidae) to hexane extracts of leaves of two maize (Zea mays L.) cultivars, one resistant (Kisan) and one susceptible (Basilocal), were studied in two-choice bioassays. Gravid females laid a significantly higher percentage of eggs on substrates smeared with extract of Basilocal leaves (HEBL) (69%) than on those smeared with extracts of Kisan leaves (HEKL) (31%). Several chemicals were isolated from HEKL, three of which were characterized as dotriacontanol, heptadecanol, and nonadecanol. These chemicals were either absent or were present in very small amounts in HEBL, but in HEKL they were detected in much larger amounts. Each isolated chemical was tested for its effect on C. partellus oviposition in two-choice bioassays. Maximum ovipositional deterrence (90%) was observed for the compound MR-22a, followed in decreasing order by nonadecanol, MR-7, and heptadecanol. The identity of the remaining compounds is being investigated. The results indicate that the relative resistance of Kisan maize compared to Basilocal is partly due to the presence of certain ovipositional deterrents in its leaves.
