Review of the Chemistry and Pharmacology of 7-Methyljugulone

Mbaveng, Armelle T.; Kuete, Victor

doi:10.4314/ahs.v14i1.31

Cited by 16 publications

(13 citation statements)

References 26 publications

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“…Thomson 204 and Hook et al 20 have reviewed the numerous bioactive properties of plant-derived NQs and discuss their cytotoxic, anticancer, antibacterial, antifungal, anti-inflammatory and anti-parasitic activities. These and other reviews on the pharmacological properties of individual 1,4-NQ-producing species, including Henna, 205–208 Plumbago seylanica 209 and Venus fly trap, 210 or individual 1,4-NQs of plant origin, such as the alkannins and shikonins, 90 , 211–214 plumbagin and its analogs, 215 7-methyljuglone, 216 and laphachol, 16 demonstrate the considerable pharmacological interest in this class of molecules in recent years.…”

Section: Biochemical Perspectives On the Functions Of Specialized 14mentioning

confidence: 93%

Biosynthesis and molecular actions of specialized 1,4-naphthoquinone natural products produced by horticultural plants

2016

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The 1,4-naphthoquinones (1,4-NQs) are a diverse group of natural products found in every kingdom of life. Plants, including many horticultural species, collectively synthesize hundreds of specialized 1,4-NQs with ecological roles in plant–plant (allelopathy), plant–insect and plant–microbe interactions. Numerous horticultural plants producing 1,4-NQs have also served as sources of traditional medicines for hundreds of years. As a result, horticultural species have been at the forefront of many basic studies conducted to understand the metabolism and function of specialized plant 1,4-NQs. Several 1,4-NQ natural products derived from horticultural plants have also emerged as promising scaffolds for developing new drugs. In this review, the current understanding of the core metabolic pathways leading to plant 1,4-NQs is provided with additional emphasis on downstream natural products originating from horticultural species. An overview on the biochemical mechanisms of action, both from an ecological and pharmacological perspective, of 1,4-NQs derived from horticultural plants is also provided. In addition, future directions for improving basic knowledge about plant 1,4-NQ metabolism are discussed.

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Section: Biochemical Perspectives On the Functions Of Specialized 14mentioning

confidence: 93%

Biosynthesis and molecular actions of specialized 1,4-naphthoquinone natural products produced by horticultural plants

2016

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“…Commelina benghalensis showed activity against M. tuberculosis with an MIC of 250 µg/ml. A known active compound against mycobacteria found in the Ebenaceae family is 7-methyljuglone (7-Mj) 35 . This compound is found in both the Diospyros and Euclea genus as well as in Diospyros lycioides, which may be the reason for the MIC values of 500 µg/ml and 250 µg/ml found against M. smegmatis and M. tuberculosis, respectively 36 .…”

Section: Antimycobacterial Activitymentioning

confidence: 99%

Antibacterial and Anticancer Activity of Ethnomedicinal Plants Used in the Jongilanga Community, Mpumalanga

Lall¹,

Mn²,

Reid³

et al. 2018

Phyto

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Seventy-four ethanolic extracts were prepared from traditionally used medicinal plants in the Jongilanga community in Mpumalanga South Africa. The aim was to determine the biological activity of the selected plants against cancer, mycobacteria species and acne. From the results, it was evident that Mundulea sericea was able to inhibit the proliferation of human melanoma cells (A375) with a fifty percent inhibitory concentration (IC50) ranging between 50 and 100 µg/ml as well as the ability to inhibit Mycobacterium tuberculosis, Mycobacterium smegmatis and Propionibacterium acnes with minimum inhibitory concentrations (MIC) of 125, 31.25 and 7.9 µg/ml respectively. This further led to the investigation of the antioxidant and anti-inflammatory activity as well as the influence of the extract on mycothiol disulphide reductase (Mtr) and glutathione reductase enzymes (Gtr) as potential targets against the above-mentioned diseases. M. sericea inhibited the COX-2 enzyme, responsible for inflammation, with an IC50 value of 10.70 ± 1.14 µg/ml, furthermore compounds previously isolated from M. sericea showed potential inhibition of COX-2 in molecular docking studies. Low radical scavenging capacity against the DPPH free radical with an IC50 value of 60.52 ± 2.40 µg/ml was obtained, however, M. sericea showed a higher affinity towards Mtr as compared to Gtr, which makes it an ideal plant for use as an antimycobacterial agent.

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“…In either case this compound through a series of unknown reaction is seen to produce plumbagin. Another compound juglone identified to be a structural analog of plumbagin is formed by the shikimate pathway [3]. The structural similarity seen in plumbagin and the analog juglone made by the juglone biosynthesis pathway is the naphthoquinone scaffold the central chemical structure of many natural compounds such as menadione, juglone, 7-methyl juglone, droserone, etc.…”

Section: Introductionmentioning

confidence: 99%

Identification of a Reaction Intermediate and Mechanism of Action of Intermediary Enzymes in Plumbagin Biosynthetic Pathway Using Molecular Dynamics Simulation

Muralidharan

Lalitha²,

Suja

et al. 2020

Catalysts

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The biosynthesis of plumbagin is known to occur via the acetate polymalonate pathway; however there are several intermediary steps that remain unidentified that leads to its synthesis. The study identifies enzyme naphthoate synthase to catalyze the cyclization of O-malonyl benzoyl CoA to form an intermediate that is acted upon by thioesterase before the reaction proceeds to form plumbagin. Two possible structures were predicted for this intermediate using quantum mechanics studies. A total of 60 ns molecular dynamics simulations revealed the most probable intermediate structure of the predicted two.

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Review of the Chemistry and Pharmacology of 7-Methyljugulone

Cited by 16 publications

References 26 publications

Biosynthesis and molecular actions of specialized 1,4-naphthoquinone natural products produced by horticultural plants

Biosynthesis and molecular actions of specialized 1,4-naphthoquinone natural products produced by horticultural plants

Antibacterial and Anticancer Activity of Ethnomedicinal Plants Used in the Jongilanga Community, Mpumalanga

Identification of a Reaction Intermediate and Mechanism of Action of Intermediary Enzymes in Plumbagin Biosynthetic Pathway Using Molecular Dynamics Simulation

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