76240-23-8Relevant academic research and scientific papers
Maackiain is a novel antiallergic compound that suppresses transcriptional upregulation of the histamine H1 receptor and interleukin-4 genes
Mizuguchi, Hiroyuki,Nariai, Yuki,Kato, Shuhei,Nakano, Tomohiro,Kanayama, Tomoyo,Kashiwada, Yoshiki,Nemoto, Hisao,Kawazoe, Kazuyoshi,Takaishi, Yoshihisa,Kitamura, Yoshiaki,Takeda, Noriaki,Fukui, Hiroyuki
, (2015)
Kujin contains antiallergic compounds that inhibit upregulation of histamine H1 receptor (H1R) and interleukin (IL)-4 gene expression. However, the underlying mechanism remains unknown. We sought to identify a Kujin-derived antiallergic compound and investigate its mechanism of action. The H1R and IL-4 mRNA levels were determined by real-time quantitative RT-PCR. To investigate the effects of maackiain in?vivo, toluene-2,4-diisocyanate (TDI)-sensitized rats were used as a nasal hypersensitivity animal model. We identified (?)-maackiain as the responsible component. Synthetic maackiain showed stereoselectivity for the suppression of IL-4 gene expression but not for H1R gene expression, suggesting distinct target proteins for transcriptional signaling. (?)-Maackiain inhibited of PKCδ translocation to the Golgi and phosphorylation of Tyr311 on PKCδ, which led to the suppression of H1R gene transcription. However, (?)-maackiain did not show any antioxidant activity or inhibition of PKCδ enzymatic activity per se. Pretreatment with maackiain alleviated nasal symptoms and suppressed TDI-induced upregulations of H1R and IL-4 gene expressions in TDI-sensitized rats. These data suggest that (?)-maackiain is a novel antiallergic compound that alleviates nasal symptoms in TDI-sensitized allergy model rats through the inhibition of H1R and IL-4 gene expression. The molecular mechanism underlying its suppressive effect for H1R gene expression is mediated by the inhibition of PKCδ activation.
Synthesis of Flavanones via Palladium(II)-Catalyzed One-Pot β-Arylation of Chromanones with Arylboronic Acids
Cho, Yang Yil,Jang, Hyu Jeong,Kim, Dong Hwan,Kim, Nam Yong,Kim, Nam-Jung,Kim, Young Min,Lee, Soo Jin,Lee, Yong Sup,Park, Boyoung Y.,Son, Seung Hwan,Yoo, Hyung-Seok
supporting information, p. 10012 - 10023 (2019/08/30)
A total of 47 flavanones were expediently synthesized via one-pot β-arylation of chromanones, a class of simple ketones possessing chemically unactivated β sites, with arylboronic acids via tandem palladium(II) catalysis. This reaction provides a novel route to various flavanones, including natural products such as naringenin trimethyl ether, in yields up to 92percent.
Total synthesis of (+) - Leiocarpin and (±) isohemileiocarpin
Narkhede,Iyer,Iyer
, p. 2031 - 2034 (2007/10/02)
(±)-Leiocarpin 11 has been synthesised by Heck arylation of the bischromene 10, with 2-chloromercurio-4,5- methylenedioxyphenol. Further, a new pterocarpan 12, an Isomer of the naturally occurring hemillelocarpin and named Isohemllelocarpin has also been synthesised by a similar arylation of the bischromene 10 with 3-methoxy-2-chloromercuriophenol. The formation of 11 and 12, Indicate the selective reactivity of one of the chromene rings in 10.
Structure and Synthesis of Isoflavonoid Analogues from Neorautanenia amboensis Schinz
Breytenbach, Jaco C.,Rall, Gerhardus J.H.
, p. 1804 - 1809 (2007/10/02)
The isolation and structural elucidation of six pterocarpans: neorautenane, neorautanol, edulenane, edulenanol, ambonane, and neorautenanol, as well as two new isoflavanones: ambonone and neoraunone, are reported.The structures of neorautenane and neoraut
