Literature DB >> 22970820

Comprehensive synthesis of photoreactive (3-trifluoromethyl)diazirinyl indole derivatives from 5- and 6- trifluoroacetylindoles for photoaffinity labeling.

Yuta Murai1, Katsuyoshi Masuda, Yasuko Sakihama, Yasuyuki Hashidoko, Yasumaru Hatanaka, Makoto Hashimoto.   

Abstract

5- and 6-trifluoromethyldiazirinyl indoles were synthesized from corresponding bromoindole derivatives for the first time. They acted as mother skeletons for the comprehensive synthesis of various bioactive indole metabolites. These can be used in biological functional analysis as diazirine-based photoaffinity labels.

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Year:  2012        PMID: 22970820     DOI: 10.1021/jo301552m

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

Review 1.  Current advances of carbene-mediated photoaffinity labeling in medicinal chemistry.

Authors:  Sha-Sha Ge; Biao Chen; Yuan-Yuan Wu; Qing-Su Long; Yong-Liang Zhao; Pei-Yi Wang; Song Yang
Journal:  RSC Adv       Date:  2018-08-20       Impact factor: 4.036

2.  A clickable photoaffinity probe of betulinic acid identifies tropomyosin as a target.

Authors:  Pedro Martín-Acosta; Qianli Meng; John Klimek; Ashok P Reddy; Larry David; Stefanie Kaech Petrie; Bingbing X Li; Xiangshu Xiao
Journal:  Acta Pharm Sin B       Date:  2021-12-22       Impact factor: 14.903

3.  Synthesis and biological evaluation of indole-2-carboxamides bearing photoactivatable functionalities as novel allosteric modulators for the cannabinoid CB1 receptor.

Authors:  Chang-Jiang Qiao; Hamed I Ali; Kwang H Ahn; Srikanth Kolluru; Debra A Kendall; Dai Lu
Journal:  Eur J Med Chem       Date:  2016-05-24       Impact factor: 6.514

4.  Asymmetric Synthesis of Photophore-Containing Lactisole Derivatives to Elucidate Sweet Taste Receptors.

Authors:  Tomoya Nakagita; Akiko Ishida; Zetryana Puteri Tachrim; Lei Wang; Takumi Misaka; Makoto Hashimoto
Journal:  Molecules       Date:  2020-06-17       Impact factor: 4.411

Review 5.  Recent progress in the use of diaziridine-based sweetener derivatives to elucidate the chemoreception mechanism of the sweet taste receptor.

Authors:  Makoto Hashimoto; Tomoya Nakagita; Takumi Misaka
Journal:  RSC Adv       Date:  2021-10-01       Impact factor: 3.361

  5 in total

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