Faculty Profiles - ABE Takumi

Papers - ABE Takumi

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2‐Hydroxy‐3‐(Pyrrolidin‐1‐yl)‐Indolines: A Platform for Accessing Decorated Deaminokynurenines Enabled by a Double Tautomeric Control Reviewed

Keisuke Tokushige, Takumi Abe

Asian Journal of Organic Chemistry 2025.5

One-pot Stereoselective Synthesis of trans-2,3-Diaminoindolines through Differentiated 2,3-Diamination of Electrophilic Indolines

Yuito Kobori, Keisuke Tokushige, Takumi Abe

2025.4

Molecular Iodine-Catalyzed Synthesis of 3,3-Disubstituted Isatins: Total Synthesis of Indole Alkaloid, 3,3-Dimethoxy-2-oxindole Invited Reviewed

Keisuke Tokushige, Shota Asai, Takumi Abe

Chemistry 2025.3

Perspectives of traditional herbal medicines in treating retinitis pigmentosa Reviewed

Shihui Liu, Toshihiko Matsuo, Chie Matsuo, Takumi Abe, Jinghua Chen, Chi Sun, Qing Zhao

Frontiers in Medicine 2024.12

Authorship：Corresponding author Language：English Publishing type：Research paper (scientific journal)

<jats:p>Medicinal plants, also known as herbs, have been discovered and utilized in traditional medical practice since prehistoric times. Medicinal plants have been proven rich in thousands of natural products that hold great potential for the development of new drugs. Previously, we reviewed the types of Chinese traditional medicines that a Tang Dynasty monk Jianzhen (Japanese: Ganjin) brought to Japan from China in 742. This article aims to review the origin of Kampo (Japanese traditional medicine), and to present the overview of neurodegenerative diseases and retinitis pigmentosa as well as medicinal plants in some depth. Through the study of medical history of the origin of Kampo, we found that herbs medicines contain many neuroprotective ingredients. It provides us a new perspective on extracting neuroprotective components from herbs medicines to treat neurodegenerative diseases. Retinitis pigmentosa (one of the ophthalmic neurodegenerative diseases) is an incurable blinding disease and has become a popular research direction in global ophthalmology. To date, treatments for retinitis pigmentosa are very limited worldwide. Therefore, we intend to integrate the knowledge and skills from different disciplines, such as medical science, pharmaceutical science and plant science, to take a new therapeutic approach to treat neurodegenerative diseases. In the future, we will use specific active ingredients extracted from medicinal plants to treat retinitis pigmentosa. By exploring the potent bioactive ingredients present in medicinal plants, a valuable opportunity will be offered to uncover novel approaches for the development of drugs which target for retinitis pigmentosa.</jats:p>

DOI： 10.3389/fmed.2024.1468230

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Potassium tert‐Butoxide‐Mediated Ring‐Opening of Indolines: Concise Synthesis of 2‐Vinylanilines Invited Reviewed

Keisuke Tokushige, Shota Asai, Takumi Abe

Asian Journal of Organic Chemistry 2024.11

Authorship：Last author,　Corresponding author Language：English Publishing type：Research paper (scientific journal) Publisher：Wiley

A concise and metal‐free procedure has been developed for the synthesis of 2‐vinylanilines. Reactions of indolines with tert‐BuOK in DMSO afford the decorated 2‐vinylanilines in yields up to 92%. In addition, the 2, or 3‐substituted indolines could be converted to trisubstituted alkenes. Also, the protocol can be scaled to afford gram quantities of the decorated 2‐vinylanilines.

DOI： 10.1002/ajoc.202400552

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Azidoindolines—From Synthesis to Application: A Review Invited Reviewed

Takumi Abe

Chemistry 2024.7

Indoline hemiaminals: a platform for accessing anthranilic acid derivatives through oxidative deformylation Reviewed

Keisuke Tokushige, Yuito Kobori, Shota Asai, Takumi Abe

Organic & Biomolecular Chemistry 2024.7

Authorship：Last author,　Corresponding author Language：English Publishing type：Research paper (scientific journal)

<jats:p>Herein, we introduce a new synthetic protocol using 2-aminobenzoyl surrogates, allowing concise entry to decorated 2-aminobenzoyl derivatives in the absence of transition metals, acid chlorides, and specific reagents.</jats:p>

DOI： 10.1039/d4ob01218f

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Formal One Carbon Deletion of Indoline Hemiaminals under Tautomeric Control to Access 2-Aminobenzyl Compounds Reviewed

Keisuke Tokushige, Takumi Abe

The Journal of Organic Chemistry 2024.7

Switchable Synthesis of 3-Aminoindolines and 2’-Aminoarylacetic Acids Using Grignard Reagents and 3-Azido-2-hydroxyindolines Reviewed

Toshiki Yamashiro, Takumi Abe

Chemical Communications 2024.5

Authorship：Last author,　Corresponding author Language：English Publishing type：Research paper (scientific journal)

<jats:p>The switchable synthesis of 3-aminoindolines and 2’-aminoaryl acetic acids from the same substrates, 3-azido-2-hydroxyindolines, was developed through denitogenative electrophilic amination of Grignard reagents. The key to success is the serendipitous...</jats:p>

DOI： 10.1039/d4cc01448k

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Synthetic strategies for the construction of C3–N1′ bisindoles Reviewed

Takumi Abe

Organic & Biomolecular Chemistry 2024.1

Authorship：Lead author,　Last author,　Corresponding author Language：English Publishing type：Research paper (scientific journal)

<jats:p>Natural products having a C3–N1′ bisindole framework are unique structures with potential axial chirality. This minireview summarizes the recent progress of the methodology for constructing C3–N1′ bisindoles along with the possible mechanism.</jats:p>

DOI： 10.1039/d3ob02089d

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Concise Synthesis of Thiazolo[4,5‐b]indoles via Ring Switch/Cyclization Sequences Reviewed

Koji Yamada, Tetsu Tsubogo, Hikaru Kanazawa, Sayaka Ishizuka, Koutaro Ohyama, Masaki Kaida, Takumi Abe

European Journal of Organic Chemistry 2023.12

Total Synthesis of the Proposed Structure of Indolyl 1,2-Propanediol Alkaloid, 1-(1H-Indol-3-yloxy)propan-2-ol Invited Reviewed

Momoko Kimata, Takumi Abe

Chemistry 2023.12

On Demand Synthesis of C3-N1' Bisindoles by a Formal Umpolung Strategy: First Total Synthesis of (±)-Rivularin A. Reviewed International journal

Keisuke Tokushige, Takumi Abe

Chemistry (Weinheim an der Bergstrasse, Germany) e202302963 2023.11

Authorship：Last author,　Corresponding author Language：English Publishing type：Research paper (scientific journal)

In this work, a straightforward synthesis of C3-N1' bisindolines is achieved by a formal umpolung strategy. The protocols were tolerant of a wide variety of substituents on the indole and indoline ring. In addition, the C3-N1' bisindolines could be converted to C3-N1' indole-indolines and C3-N1'-bisindoles. Also, we have successfully synthesized (±)-rivularin A through a biomimetic late-stage tribromination as a key step.

DOI： 10.1002/chem.202302963

PubMed

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Oxytrofalcatin Puzzle: Total Synthesis and Structural Revision of Oxytrofalcatins B and C Reviewed

Kazuma Sugitate, Toshiki Yamashiro, Ibuki Takahashi, Koji Yamada, Takumi Abe

The Journal of Organic Chemistry 88 ( 14 ) 2023.7

One-Pot Synthesis of Core Structure of Shewanelline C Using an Azidoindoline Reviewed

Toshiki Yamashiro, Keisuke Tokushige, Takumi Abe

The Journal of Organic Chemistry 88 ( 6 ) 3992 - 3997 2023.3

Aluminum-Catalyzed Cross Selective C3–N1′ Coupling Reactions of N-Methoxyindoles with Indoles Invited Reviewed

Keisuke Tokushige, Toshiki Yamashiro, Seiya Hirao, Takumi Abe

Chemistry 5 ( 1 ) 452 - 462 2023.3

Authorship：Last author,　Corresponding author Language：English Publishing type：Research paper (scientific journal) Publisher：MDPI AG

C3–N1′ bond formation of bisindoles has been a great challenge due to the intrinsic reactivity of indoles as both C3 and N1-nucleophilic character. Herein, we demonstrate an C3–N1′ cross-coupling reaction of indoles using N-methoxyindoles as N-electrophilic indole reagents in the presence of Lewis acid. The bisindoles generated in this transformation are latent C3-nucleophile, allowing them to be used as strategic intermediates in sequential C3–N1′–C3′–N1″ triindole formations. The potential synthetic usefulness of this sequential transformation was highlighted upon application to the construction of C3–N1 looped polyindoles.

DOI： 10.3390/chemistry5010033

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Revisiting Cryptocyanine Dye, NK-4, as an Old and New Drug: Review and Future Perspectives Reviewed

Shihui Liu, Toshihiko Matsuo, Takumi Abe

International Journal of Molecular Sciences 24 ( 5 ) 2023.2

Synthesis of Spiro[indole-3,3′-pyrrolidine]-2′-(thi)ones Reviewed

Motohiro Yasui, Haruna Ohbu, Maho Ishikawa, Tatsuhito Yoshida, Norihiko Takeda, Seiya Hirao, Takumi Abe, Masafumi Ueda

The Journal of Organic Chemistry 88 ( 2 ) 1093 - 1106 2023.1

Outstanding Reviewers for RSC Advances in 2022

Takumi Abe

RSC Advances 2023

Traditional Chinese Medicines and Prescriptions Brought from China to Japan by a Monk (Jianzhen, Japanese: Ganjin): A Historical Review Invited Reviewed

Shihui Liu, Toshihiko Matsuo, Chie Matsuo, Takumi Abe

Compounds 2 ( 4 ) 267 - 284 2022.10

Authorship：Last author,　Corresponding author Language：English Publishing type：Research paper (scientific journal) Publisher：MDPI AG

(1) Background: Japanese Kampo medicine has its origin in ancient Chinese medicine. In 742, a Tang Dynasty monk named Jianzhen (Ganjin) was invited by Japanese clerics to visit Japan and teach commandments in Buddhism. Because of the dangers of the voyage and also other obstacles, he took 11 years to reach Japan on the sixth voyage and he was blind when he arrived in Japan. He was the first person in China to go to Japan to establish the Buddhism commandments, and he was also the first person in Japan to directly teach traditional Chinese medicine. Until now, there have been few reports in English about the details of the Chinese herbal medicines he brought to Japan, including the types of herbal medicines, pharmacological activities, and formulations. In the review, we systematically and comprehensively summarized Jianzhen’s life from the standpoint of his medical and pharmaceutical knowledge and the types and pharmacological activities of Chinese herbal medicines and prescriptions that were brought to Japan by Jianzhen; (2) Methods: A review was made on the relevant literature written by Chinese, Japanese, and English languages regarding the medical and pharmacological knowledge of Jianzhen, the 36 Chinese herbal medicines brought to Japan by Jianzhen, and the pharmacological and therapeutic effects of these 36 herbal medicines, as well as their formulations; (3) Results: The review of the literature proved that Jianzhen’s prescriptions served as a basis for current herbal medicines (Kampo) in Japan. In the process of the literature search, we found a book entitled Jianshangren (Holy Priest Jianzhen)’s Secret Prescription, which recorded the complete prescription of the 36 traditional Chinese medicines Jianzhen brought to Japan; (4) Conclusions: Jianzhen is one of the ancestors of traditional Chinese medicine/Kampo medicine, and he brought traditional Chinese medicine and medical books to Japan for patients. He made important contributions to the development of traditional Chinese medicine in Japan.

DOI： 10.3390/compounds2040022

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Papers - ABE Takumi