Issue 15, 2022
From the journal:

Organic Chemistry Frontiers

Total synthesis of the indolocarbazole alkaloid ZHD-0501 and its seven isomers†

Liping Wang,‡abc   Yapeng Zhang,‡a   Zhihong Xu,a   Jing Lia  and  Weiming Zhu ORCID logo *abd  

* Corresponding authors

a Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China
E-mail: weimingzhu@ouc.edu.cn

b State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China

c Key Laboratory of Chemistry for Natural Products of Guizhou Province, Chinese Academy of Sciences, Guiyang 550014, China

d Laboratory for Marine Drugs and Bioproducts, Pilot National Laboratory for Marine Science and Technology (Qingdao), Qingdao 266237, China

Abstract

An indolocarbazole alkaloid, ZHD-0501 (1), and its 7 stereoisomers (2–8) were totally synthesized from D/L-glucose and 2,3-dibromomaleimide in 22 step reactions, and the absolute configuration of ZHD-0501 was confirmed for the first time. Compounds 1–8 showed significant inhibition against PKC α/β and the proliferation of A549, HeLa, K562 and BEL-7402 tumor cell lines.

Graphical abstract: Total synthesis of the indolocarbazole alkaloid ZHD-0501 and its seven isomers

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Article information

DOI
https://doi.org/10.1039/D2QO00844K
Article type
Research Article
Submitted
24 May 2022
Accepted
20 Jun 2022
First published
21 Jun 2022

Org. Chem. Front., 2022,9, 4110-4117

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Total synthesis of the indolocarbazole alkaloid ZHD-0501 and its seven isomers

L. Wang, Y. Zhang, Z. Xu, J. Li and W. Zhu, Org. Chem. Front., 2022, 9, 4110 DOI: 10.1039/D2QO00844K

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