Literature DB >> 24802664

Practical synthesis of natural plant-growth regulator 2-azahypoxanthine, its derivatives, and biotin-labeled probes.

Kazutada Ikeuchi1, Ryosuke Fujii, Shimpei Sugiyama, Tomohiro Asakawa, Makoto Inai, Yoshitaka Hamashima, Jae-Hoon Choi, Tomohiro Suzuki, Hirokazu Kawagishi, Toshiyuki Kan.   

Abstract

We describe a practical, large-scale synthesis of the "fairy-ring" plant-growth regulator 2-azahypoxanthine (AHX), and its biologically active hydroxyl metabolite (AOH) and riboside derivative (AHXr). AHXr, a biosynthetic intermediate, was synthesized from inosine via a biomimetic route. Biotinylated derivatives of AHX and AHXr were also synthesized as probes for mechanistic studies.

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Year:  2014        PMID: 24802664     DOI: 10.1039/c4ob00705k

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  A Fairy Chemical, Imidazole-4-carboxamide, is Produced on a Novel Purine Metabolic Pathway in Rice.

Authors:  Hirohide Takemura; Jae-Hoon Choi; Nobuo Matsuzaki; Yuki Taniguchi; Jing Wu; Hirofumi Hirai; Reiko Motohashi; Tomohiro Asakawa; Kazutada Ikeuchi; Makoto Inai; Toshiyuki Kan; Hirokazu Kawagishi
Journal:  Sci Rep       Date:  2019-07-09       Impact factor: 4.379

2.  The Fairy Chemical Imidazole-4-carboxamide Inhibits the Expression of Axl, PD-L1, and PD-L2 and Improves Response to Cisplatin in Melanoma.

Authors:  Chisa Inoue; Taro Yasuma; Corina N D'Alessandro-Gabazza; Masaaki Toda; Valeria Fridman D'Alessandro; Ryo Inoue; Hajime Fujimoto; Hajime Kobori; Suphachai Tharavecharak; Atsuro Takeshita; Kota Nishihama; Yuko Okano; Jing Wu; Tetsu Kobayashi; Yutaka Yano; Hirokazu Kawagishi; Esteban C Gabazza
Journal:  Cells       Date:  2022-01-22       Impact factor: 6.600

3.  Validated spectral manipulations for determination of an anti-neoplastic drug and its related impurities including its hazardous degradation product.

Authors:  Ibrahim A Naguib; Eglal A Abdelaleem; Eman S Hassan; Aml A Emam
Journal:  RSC Adv       Date:  2021-06-16       Impact factor: 3.361

4.  A Fairy Chemical Suppresses Retinal Angiogenesis as a HIF Inhibitor.

Authors:  Deokho Lee; Yukihiro Miwa; Jing Wu; Chiho Shoda; Heonuk Jeong; Hirokazu Kawagishi; Kazuo Tsubota; Toshihide Kurihara
Journal:  Biomolecules       Date:  2020-10-04
  4 in total

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