A Detailed Review on the Synthesis and Mechanistic Study of Pyrrole Fused Quinone/Naphthoquinone

Author:

Manna Susanta Kumar1ORCID,Mondal Sampa2,Ghosh Tapas3,Bandyopadhyay Sumedha1

Affiliation:

1. Department of Chemistry Bidhannagar College Kolkata 700064 India

2. Department of Chemistry Indian Institute of Engineering Science and Technology Shibpur, Botanical garden Howrah 711103 India

3. Department of Chemistry Jadavpur University Kolkata 700032 India

Abstract

AbstractThis review article intends to explore the versatility in the formation of pyrrole‐fused quinone/naphthoquinone derivatives described in literature from 2008 to 2024. It deals with the multitude of paths to its synthesis from a variety of precursors using both metal‐ and metal‐free catalytic systems and their potential applications. This article also documented several bioactive cores accommodating indoloquinone and its analog. Noteworthy, mitomycin A acts as excellent medicine for variety of cancer treatment and its analog EO‐9 is under clinical trial. Here we present the synthesis of natural products zyzzyanone A, murrayaquinones B and murrayaquinones A, indolequinone‐based naloxone prodrugs exiguamine A and (NQO1)‐targeted prodrugs for hypoxia specific activation, antibiotic uthamycin B and its analog, indolequinone fused with ursolic acid (a triterpenoid rich in many Chinese medicines), which is a vital scaffold for the preparation of novel anticancer agent. Indoloquinone‐fused with ursolic acid (a triterpenoid rich in many Chinese medicines) is a vital scaffold for the preparation of novel anticancer agent. Recent synthesis of two cyanobacterial metabolites Calothrixins A and B has also been documented. This article also discusses the synthesis of intermediate, from where lymphostin alkaloid can be developed. Lamellarin D natural product can be easily prepared by the developed strategy.

Publisher

Wiley

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