Antibacterial and antioxidant activity of naphthofuranquinones from the twigs of tropical mangrove <i>Avicennia officinalis</i>

Assaw, Suvik; Amir, Muhammad Isyraq Hazim Mohd; Khaw, Tyng Tyng; Bakar, Kamariah; Radzi, Siti Aisha Mohd; Mazlan, Noor Wini

doi:10.1080/14786419.2018.1538220

Cited by 10 publications

(9 citation statements)

References 12 publications

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“…The minimum inhibitory concentrations (MICs) were evaluated according to the reported procedure [ 29 , 30 ] with minor modifications. Briefly, Stenotrophomonas maltophilia ATCC 13637 was cultured on 0002 medium (1% peptone, 0.3% beef extract, and 0.5% NaCl in distilled water with pH 7.0) at 30 °C and prepared for its suspension with a final concentration of 5 × 10 5 CFU/mL.…”

Section: Methodsmentioning

confidence: 99%

New Meroterpenoid and Isocoumarins from the Fungus Talaromyces amestolkiae MST1-15 Collected from Coal Area

Zhu

et al. 2022

Molecules

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Three new compounds including a meroterpenoid (1) and two isocoumarins (8 and 9), together with thirteen known compounds (2–7, 10–16) were isolated from the metabolites of Talaromyces amestolkiae MST1-15. Their structures were identified by a combination of spectroscopic analysis. The absolute configuration of compound 1 was elucidated on the basis of experimental and electronic circular dichroism calculation, and compounds 8 and 9 were determined by Mo2(OAc)4-induced circular dichroism experiments. Compounds 7–16 showed weak antibacterial activities against Stenotrophomonas maltophilia with MIC values ranging from 128 to 512 μg/mL (MICs of ceftriaxone sodium and levofloxacin were 128 and 0.25 μg/mL, respectively).

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Section: Methodsmentioning

confidence: 99%

New Meroterpenoid and Isocoumarins from the Fungus Talaromyces amestolkiae MST1-15 Collected from Coal Area

Zhu

et al. 2022

Molecules

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“…[46,47] Naphthofuranquinones reported in the twigs of the plant include avicenol C and stenocarpoquinone B. [48,49] Aviridoid (1S,5R,8S,9R)-2'-(Ecoumaroyl) mussaenosidic acid, velutin, α-tocopherol, a mixture of 6-methoxynaphtho(2,3-b)-furan-4,9-quinone, and 7-methoxynaphtho(2,3-b)-furan-4,9-quinone, Avicequinone C, along with iridoids, avicennioside, 7-cinnamoyl-8-epiloganic acid, geniposidic acid, and 2'-cinnamoylmussaenosidic acid have also been isolated and characterized from the A. officinalis leaves. [11,50,51] The leaves are also reported to contain 8-O-cinnamoylmussaenosidic acid, officinosidic acid [5-hydroxy-10-O-(p-methoxycinnamoyl) adoxosidic acid], known iridoids loganin, and 10-O-(5phenyl-2,4-pentadienoyl) and geniposidic acid along with a disaccharide acteoside as peracetates.…”

Section: Phytochemistrymentioning

confidence: 99%

“…Two naphthofuranquinones, avicenol C, and stenocarpoquinone B, isolated from the active fractions using chromatographic techniques, were suggested to be responsible for the antibacterial action. [48] Fruit extracts of A. officinalis in ethyl acetate, acetone, ethanol and methanol solvents, and the bioactive principles isolated thereof, namely, 1,2,3-benzenetriol and 4,4'-(1-methylethyldiene)bis2-methyl, also exhibited antibacterial activity against Enterobacter cloacae, Proteus vulgaris, Bacillus cereus, and Enterococcus faecalis. [68] Various extracts of A. officinalis leaf in different solvents showed promising effects when examined for antimicrobial activity against pathogenic organisms such as Agrobacterium tumefaciens, Streptococcus mutans, Staphylococcus aureus, Trichophyton rubrum, Aspergillus flavus, Klebsiella pneumoniae, Pseudomonas aeruginosa, Bacillus subtilis, Escherichia coli, and Serratia marcescens.…”

Section: Antimicrobial Activitymentioning

confidence: 99%

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Shah¹

2021

IJGP

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Introduction:The genus of Avicennia consists of total eight species which survive at intertidal zones from tropical and temperate regions of world, the foremost species being Avicennia officinalis and Avicennia marina. The plants belonging to this genus have both therapeutic and economic (industrial) benefits. Among all the species, A. officinalis is an important Indian mangrove differentiated greatly by its antibacterial and anticancer activities. This article is an effort to compile all the essential information of A. officinalis in a comprehensive manner, including pharmacognostic features, traditional and ethnomedicinal uses, phytochemistry, and pharmacological activities of the plant. Materials and Methods: All the information regarding traditional aspects and modern studies of A. officinalis were gathered through a massive literature survey of traditional and Ayurvedic books along with scientific resources. Results and Discussion: Different parts of A. officinalis have traditional medicinal applications for the treatment of various diseases such as cancer, rheumatism, diarrhea, ulcer, Alzheimer and bacterial, fungal, and viral infections. Laboratory investigations so far have resulted in isolation and identification of more than fifty bioactive compounds from different parts of the plant majorly targeting antibacterial activity. The phytochemicals reported as characteristic constituents of this plant are flavanoids, steroids, terpenoids with polyisoprenoids, and tannins. Further, records appertaining pharmacological evaluation have revealed significant activities such as antioxidant, anticarcinogenic, antidiabetic, antiviral, and many more. Conclusion: The article summarizes the diversity and distribution of A. officinalis, in addition to in-depth coverage of traditional medicinal usage and phyto-pharmacological investigations done on this medicinal plant so far, highlighting the need for further studies on the phytoconstituents responsible for the validated traditional and folklore claims of its enormous medicinal usage.

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“…Drugs 2020, 18, 661 2 of 21 lapachol, a naphthofuranquinone compound which has been isolated from Indian and West African A. tomentosa [6]. Later, various classes of chemical components have been isolated from the Avicennia genus, including naphthoquinones [7][8][9][10][11], iridoid glucosides [12][13][14][15][16][17], sterols [18,19], flavones [16,20], diterpenes [21] and triterpenes [18,19,22,23] from leaves, roots, twigs and stem bark.…”

Section: Introductionmentioning

confidence: 99%

Targeted Isolation of Anti-Trypanosomal Naphthofuran-Quinone Compounds from the Mangrove Plant Avicennia lanata

2020

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The discovery of new secondary metabolites from natural origins has become more challenging in natural products research. Different approaches have been applied to target the isolation of new bioactive metabolites from plant extracts. In this study, bioactive natural products were isolated from the crude organic extract of the mangrove plant Avicennia lanata collected from the east coast of Peninsular Malaysia in the Setiu Wetlands, Terengganu, using HRESI-LCMS-based metabolomics-guided isolation and fractionation. Isolation work on the crude extract A. lanata used high-throughput chromatographic techniques to give two new naphthofuranquinone derivatives, hydroxyavicenol C (1) and glycosemiquinone (2), along with the known compounds avicenol C (3), avicequinone C (4), glycoquinone (5), taraxerone (6), taraxerol (7), β-sitosterol (8) and stigmasterol (9). The elucidation and identification of the targeted bioactive compounds used 1D and 2D-NMR and mass spectrometry. Except for 6–9, all isolated naphthoquinone compounds (1–5) from the mangrove plant A. lanata showed significant anti-trypanosomal activity on Trypanosoma brucei brucei with MIC values of 3.12–12.5 μM. Preliminary cytotoxicity screening against normal prostate cells (PNT2A) was also performed. All compounds exhibited low cytotoxicity, with compounds 3 and 4 showing moderate cytotoxicity of 78.3% and 68.6% of the control values at 100 μg/mL, respectively.

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Antibacterial and antioxidant activity of naphthofuranquinones from the twigs of tropical mangrove Avicennia officinalis

Cited by 10 publications

References 12 publications

New Meroterpenoid and Isocoumarins from the Fungus Talaromyces amestolkiae MST1-15 Collected from Coal Area

New Meroterpenoid and Isocoumarins from the Fungus Talaromyces amestolkiae MST1-15 Collected from Coal Area

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Targeted Isolation of Anti-Trypanosomal Naphthofuran-Quinone Compounds from the Mangrove Plant Avicennia lanata

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