Review Article
Volume 10 Issue 2 - December 2020
DOI: 10.19080/OMCIJ.2020.09.555784
Organic & Medicinal Chem IJ
Copyright © All rights are reserved by Sandile B Simelane
Organic & Medicinal Chem IJ 10(2): OMCIJ.MS.ID.555784 (2020) 001
Organic and Medicinal Chemistry
International Journal
ISSN 2474-7610
Benzopyran-Core as an
Antimycobacterial Agent
Sandile B Simelane
1
*, Paseka T Moshapo
2
and Raban W Masuka
3
1
Department of Chemistry, Faculty of Science and Engineering, University of Eswatini, Eswatini
2
Department of Chemical Sciences, University of Johannesburg, South Africa
3
University of Zimbabwe, School of Pharmacy, Mt Pleasant Drive, Zimbabwe
Submission: October 18, 2020; Published: December 01, 2020
*
Corresponding author: Sandile B Simelane, Department of Chemistry, Faculty of Science and Engineering, University of Swaziland, Private Bag 4,
Kwaluseni, Swaziland
Introduction
Tuberculosis (TB) is a chronic and potentially fatal disease
caused by Mycobacterium tuberculosis (Mtb) complex. The Mtb
complex is made up of bacilli from M. tuberculosis, M. bovis, M.
mungi, M. caprae, M. canettii, M. africanum, M. microti and M.
pinnipedii [1-3]. Known as “white plague”, Mtb was first isolated
and identified by Robert Koch in 1882 [4]. In 2017, TB caused an
estimated 1.3 million deaths among HIV-negative people and there
were an additional 300 000 deaths from TB among HIV-positive
people [5]. One-third of the world’s population is affected with
Mtb and an estimated 10 million people developed TB in 2017,
with 488 000 of them affected by multi drug-resistant TB (MDR-
TB). Multi drug-resistant TB is defined as tuberculosis whose
bacteria are resistant to isoniazid (INH) and rifampicin (RIF). If
the bacterium is resistant to isoniazid and rifampicin as well as
any of the floroquinolones, it is called extensively drug resistant
TB (XDR-TB) [6].
Abstract
Tuberculosis (TB) is one of the world’s most deadly infectious diseases, causing 1.2 million deaths in 2018. TB is the leading cause of death
from a single infectious agent, ahead of HIV/AIDS. The African continent bears the highest global TB/HIV burden and over 50% of TB cases
in sub-Saharan Africa are co-infected with HIV. With an estimated 1.7 billion people (23% of the world’s population) with latent TB infection,
there is an urgent need to develop drugs that will eradicate or control the disease. Moreover, the emergence of multi-drug resistant tuberculosis
(MDR-TB) and extensively drug resistant tuberculosis (XDR-TB) have accelerated the need for new antitubercular agents with novel biological
targets and different mechanism of action. Among the wide spectra of heterocyclic compounds, benzopyran derivatives have displayed diverse
biological applications. Found in many natural products, this scaffold together with its synthetic analogs has intrigued medicinal chemists to
explore its applicability as anti-TB drugs. To further intensify research in this area, there is need to gather the latest information on benzopyrans
as antimycobacterial agents. This review presents an overview of recent developments (2000 -2018) in anti-TB applications of benzopyrans, both
the synthetic analogs and isolated natural products. The objective of this review is to focus on active benzopyran analogs and structure activity
relationship (SAR) analysis. We envisage that this review will be helpful in rational design of potent, less toxic benzopyran-based anti-TB drug
candidates.
Keywords: Mycobacterium tuberculosis; Anti-TB agents; Medicinal chemistry; Benzopyran
Abbreviations
TB: Tuberculosis; HIV/AIDS: Human immunodeficiency virus infection/acquired immune deficiency syndrome; MDR-TB: multi-drug
resistant tuberculosis; XDR-TB: extensively drug resistant tuberculosis; SAR: structure activity relationship; Mtb: Mycobacterium tuberculosis;
INH: isoniazid; RIF: rifampicin; ETB: ethambutol; PZA: pyrazinamide; SADC: Southern African Development Community; CYP1B1: Cytochrome
P450 Family 1 Subfamily B Member 1; MIC: minimum inhibitory concentration; FtsZ: filament temperature-sensitive mutant Z; MABA: micro-plate
alamar blue assay; SI: selectivity index; sm-DNA: salmon milt-Deoxyribonucleic acid; A-T: adeninethiamide; MmpL3: Mycobacterial membrane
protein Large; BCG: Bacillus Calmette-Guérin; MRA: microdilution resazurin assay; L-J: Lowenstein-Jensen; DprE1: decaprenylphosphoryl-
β-D-ribose 2′-epimerase; TAACF: tuberculosis antimicrobial acquisition and coordinating facility; ATP: Adenosine triphosphate; HadAB:
β-hydroxyacyl-ACP dehydratase