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1.
Chem Biodivers ; 20(9): e202201144, 2023 Sep.
Article in English | MEDLINE | ID: mdl-37471640

ABSTRACT

Mangroves are abundant in bioactive natural substances that fight off pathogenic diseases. Different parts of R. apiculata, an abundant mangrove found in Bhitarkanika National Park, India were extracted with methanol and a mixture of solvents methanol/ethanol/chloroform (60 : 20 : 20) to evaluate their antimicrobial properties. The combination solvent extract of bark had the highest zone of inhibition (ZOI) of 18.62 mm against Pseudomonas aeruginosa and a ZOI of 17.41 mm against Streptococcus mitis. Bark extracts had the highest DPPH (43 %) and FRAP (96 %) activities. The combination solvent bark extract of R. apiculata had the highest ZOI of 20.42 mm (lowest MIC of 2.12 µg/ml) against Candida albicans and ZOI of 15.33 mm (MIC of 3.02 µg/mL) against Penicillium chrysogenum. Combination bark extracts of R. apiculata contained flavanols than methanolic extracts. The crude extract of R. apiculata bark made with a mixture of solvents containing more active ingredients could be used in novel drug formulation.


Subject(s)
Anti-Infective Agents , Rhizophoraceae , Antioxidants/pharmacology , Antioxidants/chemistry , Plant Extracts/pharmacology , Plant Extracts/chemistry , Rhizophoraceae/chemistry , Methanol , Anti-Infective Agents/pharmacology , Solvents , Microbial Sensitivity Tests
2.
J Biomol Struct Dyn ; 41(4): 1424-1436, 2023 03.
Article in English | MEDLINE | ID: mdl-34963406

ABSTRACT

The main objective of the present study is to isolate and characterise the novel bioactive molecule, 2-methoxy mucic acid (4) from Rhizophora apiculate Blume under the Rhizophoraceae family. In this study, the 2-methoxy mucic acid (4) was isolated for the first time from the methanolic extract of the leaves of R. apiculata. Anticancer activity of 2-methoxy mucic acid (4) was evaluated against HeLa and MDA-MB-231 cancer cell lines and they displayed promising activity with IC50 values of 22.88283 ± 0.72 µg/ml in HeLa and 2.91925 ± 0.52 µg/ml in the case of MDA-MB-231, respectively. Furthermore, the antioxidant property of 2-methoxy mucic acid (4) was found to be (IC50) 21.361 ± 0.41 µg/ml. Apart from in vitro studies, we also performed extensive in silico studies (molecular docking and molecular dynamics simulation) on four critical antiapoptotic Bcl-2 family members (Bcl-2, Bcl-w, Bcl-xL and Bcl-B) towards 2-methoxy mucic acid (4). The results revealed that this molecule showed higher binding affinity towards Bcl-B protein (ΔG = -5.8 kcal/mol) and the structural stability of this protein was significantly improved upon binding of this molecule. The present study affords vital insights into the importance of 2-methoxy mucic acid (4) from R. apiculata. Furthermore, it opens the therapeutic route for the discovery of anticancer drugs. Research HighlightsThis is a first report on a bioactive compound identified and characterised; a novel 2-methoxy mucic acid derived from methanolic crude extract from the leaves of R. apiculata from ANI.Estimated binding free energy of 2-methoxy mucic acid is found to be -5.8 kcal/mol to the anti-apoptotic Bcl-B protein.2-methoxy mucic acid showed both significant anti-cancer and anti-oxidant activity.Communicated by Ramaswamy H. Sarma.


Subject(s)
Antioxidants , Rhizophoraceae , Antioxidants/pharmacology , Rhizophoraceae/chemistry , Rhizophoraceae/metabolism , Plant Extracts/pharmacology , Plant Extracts/chemistry , Molecular Docking Simulation , Proto-Oncogene Proteins c-bcl-2/metabolism , Apoptosis Regulatory Proteins/metabolism , Methanol
3.
Infect Disord Drug Targets ; 23(3): e031122210623, 2023.
Article in English | MEDLINE | ID: mdl-36330619

ABSTRACT

OBJECTIVE: Nonsteroidal anti-inflammatory drugs (NSAIDs) are a group of drugs widely used around the world for their analgesic, antipyretic and anti-inflammatory effect, but still have many limitations due to their side effects. So, these lead to the development of a new approach to search for a new product from natural plants that have similar therapeutic effects without common side effects like gastrointestinal ulcers. METHODS: The anti-inflammatory effect of ß-amyrin palmitate (1) as triterpene and 1,7-bis (4- hydroxyphenyl) hept-4-en-3-one (2) as diarylheptanoid, isolated from Pellacalyx axillaris was studied by molecular docking to find the probability of binding position and binding strength of new compounds with particular Prostaglandin G/H synthase 2 (PDB ID: 1CX2). In vivo acute anti-inflammatory activity of the isolated compounds (1 and 2) was evaluated in rats using the egg-white induced edema model of inflammation in a dose correspondent to 3 mg/Kg of Diclofenac Sodium. RESULTS: The tested isolated compounds showed a high activity to inhibit the swelling in paw edema and their anti-inflammatory effect began shortly after the injection of the egg white and continued to the end of the experiment in comparison to the reference and control. CONCLUSION: The isolated compounds show a rapid onset of action and a very potent effect, this may be related to their suitable acidity and may have perfect hydrophilic -lipophilic balance. This is the first study of anti-inflammatory effect using Paw edema model and molecular docking.


Subject(s)
Diarylheptanoids , Plant Preparations , Rhizophoraceae , Triterpenes , Animals , Rats , Anti-Inflammatory Agents/pharmacology , Anti-Inflammatory Agents/therapeutic use , Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Anti-Inflammatory Agents, Non-Steroidal/therapeutic use , Carrageenan/adverse effects , Diarylheptanoids/adverse effects , Edema/chemically induced , Edema/drug therapy , Molecular Docking Simulation , Triterpenes/adverse effects , Rhizophoraceae/chemistry , Plant Preparations/therapeutic use
4.
Injury ; 53(7): 2462-2469, 2022 Jul.
Article in English | MEDLINE | ID: mdl-35341596

ABSTRACT

INTRODUCTION: Necrosis in ischemic cutaneous flaps (ISF) is a type of surgical failure more feared among surgical complications. Currently, synthetic drugs are applied during the treatment of necrosis in ISF and although several substances show improvement in viability, some require application at high systemic doses, which can produce important side effects. Therefore, the search for natural substances with fewer side effects is constant. The use of medicinal plants that stimulate angiogenesis is commonly mentioned in previous studies and in this case Rhizophora mangle L. (R. mangle) highlights that among its main compounds have tannins and flavonoids that are very chemically reactive in various biological activities. This study aimed to associate a natural hydrogel to the 5% extract of R. mangle and to evaluate its potential in the prevention of tissue necrosis in distal portions of ISF in rats, using the model proposed by Macfarlane, et al. (1965). METHODS: Ischemic skin flaps were made in the thin dorsal skin area of 28 Wistar rats and divided into 4 groups, group A: received only saline, group B where the aqueous extract of R. mangle was applied, group C received the 1.5% hydrogel of xanthan gum (XG) + placebo and group D was applied the hydrogel associated with 5% R. mangle extract. Morphometric analyses of the areas of tissue necrosis were performed from photographic records using the software Photoshop® and ImageJ®. In addition, 5 photomicrographs were taken from each histological sample of each animal for histomorphometric analysis that obtained the count of fibroblasts and blood vessels. RESULTS: The mean percentage of necrotic areas was: group (A) - 50,66%, group (B) - 40,49%, group (C) - 37,44% and group (D) - 34,25%. The statistical analysis, using the Kruskal-Wallis test, showed a significant difference (p < 0.001).


Subject(s)
Rhizophoraceae , Animals , Humans , Hydrogels/pharmacology , Ischemia , Necrosis/prevention & control , Rats , Rats, Wistar , Rhizophoraceae/chemistry , Skin Transplantation
5.
J Biomol Struct Dyn ; 40(4): 1490-1502, 2022 03.
Article in English | MEDLINE | ID: mdl-32996435

ABSTRACT

Gallic acid (PubChem CID: 370) and quercetin (PubChem CID: 5280343) are major phenolic compounds in many mangrove plants that have been related to health cure. In the present study, the active fractions namely gallic acid (1) and quercetin (2) were isolated from the methanolic extract of leaves of Ceriops tagal in a Tropical mangrove ecosystem of Andaman and Nicobar Island (ANI), India. The chemical structures were determined by spectroscopic analysis: Fourier-Transform Infrared spectroscopy (FT-IR), 1H, 13C Nuclear Magnetic Resonance (NMR) spectroscopy, and High-resolution mass spectrometry (HRMS). The anticancer activity of isolated compounds (1) and (2) were evaluated by in vitro assays against two human cancer cell lines namely, HeLa (Cervical) and MDA-MB231 (Breast) cancer cells revealed that IC50 values of gallic acid (HeLa: 4.179197 ± 0.45 µg/ml; MDA-MB231: 80.0427 ± 0.19 µg/ml at 24 h) and quercetin (HeLa: 99.914 ± 0.18 µg/ml; MDA-MB231: 18.288382 ± 0.12 µg/ml at 24 h), respectively. Antioxidant properties of gallic acid (1) and quercetin (2) are found to be IC50 value of 0.77 ± 0.41 µg/ml and 1.897 ± 0.81 µg/ml, respectively. Molecular docking results explained that gallic acid (1) and quercetin (2) showed estimated binding free energy (ΔG) of -5.4 and -6.9 kcal/mol towards drug target Bcl-B protein, respectively. The estimated inhibition constant (Ki) for these two molecules are 110 and 8.75 µM, respectively. The MD simulation additionally supported that quercetin molecule is significantly improved the structural stability of Bcl-B protein. The present study provides key insights about the importance of polyphenols, and thus leads to open the therapeutic route for anti-cancer drug discovery process.Communicated by Ramaswamy H. Sarma.


Subject(s)
Quercetin , Rhizophoraceae , Antioxidants/pharmacology , Ecosystem , Gallic Acid/pharmacology , Humans , Molecular Docking Simulation , Plant Extracts/chemistry , Quercetin/pharmacology , Rhizophoraceae/chemistry , Spectroscopy, Fourier Transform Infrared
6.
Molecules ; 26(19)2021 Sep 23.
Article in English | MEDLINE | ID: mdl-34641314

ABSTRACT

The recent emergence of Zika virus (ZIKV) in Brazil and the increasing resistance developed by pathogenic bacteria to nearly all existing antibiotics should be taken as a wakeup call for the international authority as this represents a risk for global public health. The lack of antiviral drugs and effective antibiotics on the market triggers the need to search for safe therapeutics from medicinal plants to fight viral and microbial infections. In the present study, we investigated whether a mangrove plant, Bruguiera gymnorhiza (L.) Lam. (B. gymnorhiza) collected in Mauritius, possesses antimicrobial and antibiotic potentiating abilities and exerts anti-ZIKV activity at non-cytotoxic doses. Microorganisms Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, Klebsiella pneumoniae ATCC 70603, methicillin-resistant Staphylococcus aureus ATCC 43300 (MRSA), Salmonella enteritidis ATCC 13076, Sarcina lutea ATCC 9341, Proteus mirabilis ATCC 25933, Bacillus cereus ATCC 11778 and Candida albicans ATCC 26555 were used to evaluate the antimicrobial properties. Ciprofloxacin, chloramphenicol and streptomycin antibiotics were used for assessing antibiotic potentiating activity. ZIKVMC-MR766NIID (ZIKVGFP) was used for assessing anti-ZIKV activity. In silico docking (Autodock 4) and ADME (SwissADME) analyses were performed on collected data. Antimicrobial results revealed that Bruguiera twig ethyl acetate (BTE) was the most potent extract inhibiting the growth of all nine microbes tested, with minimum inhibitory concentrations ranging from 0.19-0.39 mg/mL. BTE showed partial synergy effects against MRSA and Pseudomonas aeruginosa when applied in combination with streptomycin and ciprofloxacin, respectively. By using a recombinant ZIKV-expressing reporter GFP protein, we identified both Bruguiera root aqueous and Bruguiera fruit aqueous extracts as potent inhibitors of ZIKV infection in human epithelial A549 cells. The mechanisms by which such extracts prevented ZIKV infection are linked to the inability of the virus to bind to the host cell surface. In silico docking showed that ZIKV E protein, which is involved in cell receptor binding, could be a target for cryptochlorogenic acid, a chemical compound identified in B. gymnorhiza. From ADME results, cryptochlorogenic acid is predicted to be not orally bioavailable because it is too polar. Scientific data collected in this present work can open a new avenue for the development of potential inhibitors from B. gymnorhiza to fight ZIKV and microbial infections in the future.


Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Antiviral Agents/pharmacology , Plant Extracts/pharmacology , Rhizophoraceae/chemistry , Zika Virus/growth & development , Anti-Bacterial Agents/chemistry , Antifungal Agents/chemistry , Antiviral Agents/chemistry , Brazil , Candida albicans/drug effects , Candida albicans/growth & development , Computer Simulation , Drug Synergism , Escherichia coli/drug effects , Escherichia coli/growth & development , Klebsiella pneumoniae/drug effects , Klebsiella pneumoniae/growth & development , Mauritius , Microbial Sensitivity Tests , Microbial Viability/drug effects , Plant Extracts/chemistry , Proteus mirabilis/drug effects , Proteus mirabilis/growth & development , Pseudomonas aeruginosa/drug effects , Pseudomonas aeruginosa/growth & development , Staphylococcus aureus/drug effects , Staphylococcus aureus/growth & development , Zika Virus/drug effects
7.
Steroids ; 172: 108860, 2021 08.
Article in English | MEDLINE | ID: mdl-33971207

ABSTRACT

Four biogenic ß-sitosterol analogues were identified from methanolic extract of the leaves of loop-root mangrove Rhizophora mucronata. These were characterized as 4, 14, 23-trimethyl-3ß-sitosterol (1), 7-ethyl-3ß-sitosterol (2), sitosteryl-3ß-(33E)-pent-33-enoate (3) and 12α-hydroxy-3ß-sitosterol (4) based on comprehensive spectroscopic techniques. Anti-inflammatory activities of ß-sitosterol 4 against pro-inflammatory enzymes 5-lipoxygenase and cyclooxygenase-2 were found to be significantly higher (IC50 1.85 and 1.92 mM, respectively) compared to those demonstrated by compounds of 1-3 (p < 0.05). These ß-sitosterol analogues disclosed superior selectivity indices (1.43-2.07) with regard to inducible cyclooxygenase-2 than its constitutive isoform cyclooxygenase-1, when compared to the standard, ibuprofen (0.44). Antioxidant properties of 12α-hydroxy-ß-sitosterol (4) were found to be significantly greater (IC50 1.43-1.67 mM) than those of other sitosterol analogues. Structure-activity correlation analyses put forward that the bioactive potencies of the titled ß-sitosterols were positively correlated to their electronic parameters. Molecular docking simulations were carried out in the active sites of 5-lipoxygenase/cyclooxygenase-2, and the docking scores and binding energies of the studied ß-sitosterol analogues were positively correlated with their attenuation properties against 5-lipoxygenase and cyclooxygenase-2.


Subject(s)
Anti-Inflammatory Agents/pharmacology , Antioxidants/pharmacology , Cyclooxygenase 2 Inhibitors/pharmacology , Lipoxygenase Inhibitors/pharmacology , Plant Extracts/pharmacology , Rhizophoraceae/chemistry , Sitosterols/pharmacology , Arachidonate 5-Lipoxygenase/chemistry , Cyclooxygenase 2/chemistry , Plant Roots/chemistry
8.
Molecules ; 26(5)2021 Mar 04.
Article in English | MEDLINE | ID: mdl-33806398

ABSTRACT

Bruguiera gymnorhiza (L.) Lam is a mangrove plant that spread in many parts of the world. Though mangrove plant polyphenols have been reported to exhibit many biological activities, little is known about mangrove plant tannins. To explore the application value of tannins from B. gymnorhiza, analyses on the structure and biological activity of condensed tannins (CTs) from Bruguiera gymnorhiza (L.) Lam were carried out. The results from 13C nuclear magnetic resonance (13C-NMR) and reversed-phase, high-performance liquid chromatography (RP-HPLC) showed that the CTs were dominated by procyanidins, with a small quantity of prodelphinidins and propelargonidins; and that the monomeric constituents of B. gymnorhiza tannins were catechin/epicatechin, gallocatechin/epigallocatechin and afzelechin/epiafzelechin. The CTs were reversible and mixed competitive inhibitors of tyrosinase and the 50% inhibiting concentration (IC50) was estimated to be 123.90 ± 0.140 µg/mL. The antioxidant activities of CTs from B. gymnorhiza leaves were evaluated, the IC50 for 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis (3-ethylbenzo-thiazoline-6-sulfonic acid diammonium salt) (ABTS) scavenging activities were 88.81 ± 0.135 and 105.03 ± 0.130 µg/mL, respectively, and the ferric ion reducing antioxidant power (FRAP) value was 1052.27 ± 4.17 mgAAE/g. In addition, the results from fresh-keeping assays on fresh-cut lotus root reveal that CTs from B. gymnorhiza had excellent effects on inhibiting the activities of polyphenol oxidase (PPO) and peroxidase (POD), protecting fresh-cut lotus root from the oxidation of total phenolics and malondialdehyde (MDA) content and slowing the increase in total phenol content (TPC) at 4 °C during the whole storage period. Therefore, CTs showed good effects against the browning of fresh-cut lotus root. Together, these results suggested that B. gymnorhiza CTs are promising antibrowning agents for fresh-cut fruits.


Subject(s)
Antioxidants/pharmacology , Lotus/drug effects , Monophenol Monooxygenase/antagonists & inhibitors , Plant Extracts/pharmacology , Plant Roots/drug effects , Rhizophoraceae/chemistry , Tannins/pharmacology , Agaricales/enzymology , Oxidation-Reduction , Proanthocyanidins/analysis , Tannins/isolation & purification
9.
Molecules ; 25(17)2020 Aug 24.
Article in English | MEDLINE | ID: mdl-32847069

ABSTRACT

The larvicidal potential of crude leaf extracts of Rhizophora mucronata, the red mangrove, using diverse solvent extracts of the plant against the early fourth instar larvae of Anopheles stephensi, Culex quinquefasciatus and Aedes aegypti mosquito vectors was analyzed. The acetone extract of R. mucronata showed the greatest efficacy: for Cx. quinquefasciatus (LC50 = 0.13 mg/mL; LC90 = 2.84 mg/mL), An. stephensi (LC50 = 0.34 mg/mL; LC90 = 6.03 mg/mL), and Ae. aegypti (LC50 = 0.11 mg/mL; LC90 = 1.35 mg/mL). The acetone extract was further fractionated into four fractions and tested for its larvicidal activity. Fraction 3 showed stronger larvicidal activity against all the three mosquito larvae. Chemical characterization of the acetone extract displayed the existence of several identifiable compounds like phytol, 3,7,11,15-tetramethyl-2-hexadecen-1-ol, 1-hexyl-2-nitrocyclohexane, eicosanoic acid etc. Enzyme assay displayed that R. mucronata active F3-fractions exert divergent effects on all three mosquitos' biochemical defensive mechanisms. The plant fractions displayed significant repellent activity against all the three mosquito vectors up to the maximum repellent time of 210 min. Thus, the bioactive molecules in the acetone extract of R. murconata leaves showed significant larvicidal and enzyme inhibitory activity and displayed novel eco-friendly tool for mosquito control.


Subject(s)
Culicidae/enzymology , Insect Repellents , Insecticides , Plant Extracts , Plant Leaves/chemistry , Rhizophoraceae/chemistry , Animals , Insect Repellents/chemistry , Insect Repellents/pharmacology , Insecticides/chemistry , Insecticides/pharmacology , Larva/enzymology , Mosquito Control , Plant Extracts/chemistry , Plant Extracts/pharmacology
10.
J Nat Prod ; 83(7): 2207-2211, 2020 07 24.
Article in English | MEDLINE | ID: mdl-32558565

ABSTRACT

Geosmin (1) is a microbial terpene metabolite that is responsible for the typical smell of soil and causes an off-odor of food and water. Eudesmane sesquiterpenes are commonly found in plant essential oils. Here we describe the discovery of four geosmin-type metabolites, 7R-hydroxygeosmin (2), 3-oxogeosmin (3), 2R-hydroxy-7-oxogeosmin (4), 5-deoxy-7ß,9ß-dihydroxygeosmin (5), the plant-like eudesmanes 4ß,10α-eudesmane-5ß,11-diol (6) and (1S,5S,6S,7S,10S)-10α-eudesm-4(15)-ene-1α,6α-diol (7), and the known 1(10)E,5E-germacradiene-2,11-diol (8) from a bacterial endophyte (Streptomyces sp. JMRC:ST027706) of the mangrove plant Bruguiera gymnorrhiza. By means of NMR, MS, and ECD spectroscopy, all chemical structures as well as the absolute configurations for the new compounds were elucidated. Compounds 2-5 represent the first geosmin-related metabolites directly as bacterial natural products. The plant-derived eudesmane-5ß,11-diol (6) and (1S,5S,6S,7S,10S)-10α-eudesm-4(15)-ene-1α,6α-diol (7) are also now reported as bacterial products. The broad antimicrobial activities of 6 against a suite of fungal and bacterial pathogens including methicillin-resistant Staphylococcus aureus suggest that this terpene could be an important active principle of the medicinal plant Cymbopogon distans. The discovery of geosmin metabolites from one actinomycete indicated that these bacteria could possess enzymes for modifying geosmin and offer a possibility for bioremediation.


Subject(s)
Anti-Bacterial Agents/isolation & purification , Endophytes/chemistry , Naphthols/isolation & purification , Oxygen/chemistry , Rhizophoraceae/chemistry , Sesquiterpenes, Eudesmane/isolation & purification , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Microbial Sensitivity Tests , Naphthols/chemistry , Naphthols/pharmacology , Sesquiterpenes, Eudesmane/chemistry , Sesquiterpenes, Eudesmane/pharmacology , Spectrum Analysis/methods
11.
Chin J Nat Med ; 18(4): 256-260, 2020 Apr.
Article in English | MEDLINE | ID: mdl-32402401

ABSTRACT

Three new isocoumarin derivatives, (S)-6,8-dihydroxy-5-(methoxymethyl)-3,7-dimethylisochroman-1-one (1), (S)-6,8-dihydroxy-3,5,7-trimethyl-isochroman-1-one (2) and (R)-2-chloro-3-(8-hydroxy-6-methoxy-1-oxo-1H-isochromen-3-yl) propyl acetate (3), along with four known compounds (4-7) were isolated from a mangrove endophytic fungus Penicillium sp. YYSJ-3. Their structures were established on the basis of the extensive spectroscopic data and HR-ESI-MS analysis. The absolute configurations of 1-3 were further determined by X-ray diffraction analysis and optical rotations. Compounds 3, 6 and 7 showed promising inhibitory activity against α-glucosidase, which were stronger than that of the positive control 1-deoxynojirimycin (IC50 141.2 µmol·L-1).


Subject(s)
Isocoumarins/chemistry , Isocoumarins/isolation & purification , Penicillium/chemistry , Rhizophoraceae/chemistry , Molecular Structure , Plant Stems
12.
Arch Microbiol ; 202(6): 1327-1340, 2020 Aug.
Article in English | MEDLINE | ID: mdl-32146497

ABSTRACT

Staphylococcus epidermidis is well recognized nosocomial pathogen in clinical settings for their implants associated infections. Biofilm and virulence production executes a S. epidermidis pathogenesis against host. Hence, interfering of biofilm formation has become an auspicious to control the pathogenesis of S. epidermidis. The present study evaluates antibiofilm potential of Rhizophora mucronata against S. epidermidis biofilms. Rhizophora mucronata leaves extract significantly inhibited the biofilm formation and quebrachitol was identified as an active compound responsible for the biofilm inhibition. Quebrachitol significantly inhibited biofilm formation at concentration dependent manner without exhibit non-bactericidal property. And, quebrachitol reduced the biofilm building components such as exopolysaccharides, lipase and proteins production. Confocal laser scanning microscopic studies obtained quebrachitol surface independent biofilm efficacy against S. epidermidis. Notably, quebrachitol significantly reduced S. epidermidis adherence on biotic (coated with type I collagen and fibrinogen) and abiotic (hydrophobic and hydrophilic) surfaces. Addition of quebrachitol inhibits autolysis mediated initial attachment and accumulation associated aggregation process. Moreover, quebrachitol significantly reduced the hydrolases virulence production which supports S. epidermidis invasion into the host. Furthermore, gene expression analysis revealed the ability of quebrachitol to downregulate the virulence genes expression which are mainly involved in biofilm formation and virulence production. The results obtained from the present study suggest that quebrachitol as an ideal candidate for the therapeutic action against S. epidermidis pathogenesis.


Subject(s)
Bacterial Adhesion/drug effects , Biofilms/drug effects , Inositol/analogs & derivatives , Plant Extracts/pharmacology , Staphylococcus epidermidis/drug effects , Inositol/pharmacology , Microscopy, Electron, Scanning , Rhizophoraceae/chemistry , Staphylococcus epidermidis/metabolism , Staphylococcus epidermidis/physiology , Staphylococcus epidermidis/ultrastructure , Virulence/drug effects
13.
Med Arch ; 74(6): 421-427, 2020 Dec.
Article in English | MEDLINE | ID: mdl-33603265

ABSTRACT

INTRODUCTION: Diabetes mellitus is a common disease worldwide. It is considered as the third leading cause of death, in the developed countries followed by heart diseases and cancer. AIM: The aim of this study was to assess the effectiveness of the aqueous fraction of R. mucronata and A. marina leaves grown in Saudi Arabia alone or in combination as antidiabetic agents and explore its effect on the antioxidants status. METHODS: One hundred and twenty male Wistar albino rats were divided into 8 groups were utilized in this study. Streptozotocin (STZ) was utilized for induction of diabetes. The effects of daily oral administration of aqueous extract from the leaves of R. mucronata (400 mg/kg BW), A. marina (400 mg/kg BW) and the combination of both plant extracts for 6 weeks were evaluated on blood glucose, insulin, tissues' antioxidants as well as pancreatic immunohistochemistry in normal, (STZ)-induced diabetic rats. RESULTS: Oral administration of the plants extracts significantly reduced (p ≤ 0.001) serum glucose, insulin and improved the antioxidants status in the liver compared to the untreated rats. Immunohistochemically, the pancreas of diabetic rats treated with R. mucronata revealed a few islets ß-cells (2-3%/ HPF) with positive caspase-3. CONCLUSION: The extract of R. mucronata exhibited a promising antidiabetic, antioxidant and tissue enhancing effects compared with A. marina alone or in combination.


Subject(s)
Antioxidants/therapeutic use , Apoptosis/drug effects , Diabetes Mellitus, Experimental/chemically induced , Diabetes Mellitus, Experimental/drug therapy , Hypoglycemic Agents/therapeutic use , Plant Extracts/therapeutic use , Streptozocin/adverse effects , Animals , Avicennia/chemistry , Humans , Male , Models, Animal , Phytotherapy , Rats , Rats, Wistar , Rhizophoraceae/chemistry , Saudi Arabia
14.
ScientificWorldJournal ; 2019: 6894714, 2019.
Article in English | MEDLINE | ID: mdl-31531001

ABSTRACT

This paper investigates anticorrosion behaviour of the bark-extract from Rhizophora mangle L. on steel-rebar in concrete slabs in 3.5% NaCl medium of immersion (for simulating saline/marine environment). Corrosion-rate, corrosion-current, and corrosion-potential were measured from the NaCl-immersed steel-reinforced concrete cast with admixture of different plant-extract concentrations and from positive control concrete immersed in distilled water. Analyses indicate excellent mathematical-correlation between the corrosion-rate, concentration of the bark-extract admixture, and electrochemical noise-resistance (ratio of the corrosion-potential standard deviation to that of corrosion-current). The 0.4667% Rhizophora mangle L. bark-extract admixture exhibited optimal corrosion-inhibition performance, η = 99.08±0.11% (experimental) or η = 97.89±0.24% (correlation), which outperformed the positive control specimens, experimentally. Both experimental and correlated results followed Langmuir adsorption isotherm which suggests prevalent physisorption mechanism by the plant-extract on the reinforcing-steel corrosion-protection. These findings support Rhizophora mangle L. bark-extract suitability for corrosion-protection of steel-rebar in concrete structure designed for immersion in the saline/marine environmental medium.


Subject(s)
Corrosion , Environment , Plant Bark/chemistry , Plant Extracts/pharmacology , Rhizophoraceae/chemistry , Steel/chemistry , Algorithms , Models, Theoretical , Plant Extracts/chemistry
15.
Int J Nanomedicine ; 14: 3517-3524, 2019.
Article in English | MEDLINE | ID: mdl-31190808

ABSTRACT

Background: Liver plays a vital role in the elimination of xenobiotics that can induce hepatotoxicity in living organisms.Silver nanoparticles have evolved recently as an alternative in various industries and are used for their biomedical applications.Rhizophora apiculata is a least studied mangrove-based plant that has been used in the traditional medicine of Southeast Asia for its healing properties. It is a well-known fact that the generation of free radicals has been associated with oxidative stress.  Methods: Hence, in this study we used carbon tetrachloride as a hepatotoxin to induce liver damage. The protective effects of silver nanoparticles synthesized using Rhizophora apiculata on hepatotoxin-induced liver damage in experimental mice were assessed.  Results: The results of the assessment indicate that silver nanoparticles were effective in protecting the liver from damages induced by carbon tetrachloride.  Conclusion: Among existing literature, this is the first ever approach for hepatoprotective effect of nanoparticles derived using plant extract from mangrove ecosystem.


Subject(s)
Metal Nanoparticles/chemistry , Plant Extracts/pharmacology , Plant Leaves/chemistry , Protective Agents/pharmacology , Rhizophoraceae/chemistry , Silver/pharmacology , Animals , Carbon Tetrachloride , Liver/drug effects , Liver/pathology , Male , Metal Nanoparticles/ultrastructure , Mice , Photoelectron Spectroscopy , Spectrometry, X-Ray Emission
16.
IET Nanobiotechnol ; 13(2): 120-123, 2019 Apr.
Article in English | MEDLINE | ID: mdl-31051441

ABSTRACT

Biosynthesis of nanoparticles through plant extracts is gaining attention due to the toxic free synthesis process. The environmental engineering applications of many metal oxide nanoparticles have been reported. In this study, iron oxide nanoparticles (Fe2O3-Nps) were synthesised using a simple biosynthetic method using a leaf extract of a mangrove plant Rhizophora mucronata through reduction of 0.01 M ferric chloride. Fe2O3-Np synthesis was revealed by a greenish colour formation with a surface plasmon band observed close to 368 nm. The stable Fe2O3-Np possessed excitation and emission wavelength of 368.0 and 370.5 nm, respectively. The Fourier-transform infrared spectral analysis revealed the changes in functional groups during formation of Fe2O3-Np. Agglomerations of nanoparticles were observed during scanning electron microscopic analysis and energy-dispersive X-ray spectroscopic analysis confirmed the ferric oxide nature. The average particle size of Fe2O3-Np based on dynamic light scattering was 65 nm. Based on transmission electron microscopic analysis, particles were spherical in shape and the crystalline size was confirmed by selected area electron diffraction pattern analysis. The synthesised Fe2O3-Np exhibited a good photodegradation efficiency with a reduction of 83 and 95% of phenol red and crystal violet under irradiation of sunlight and florescent light, respectively. This report is a facile synthesis method for Fe2O3-Np with high photodegradation efficiency.


Subject(s)
Coloring Agents/metabolism , Magnetite Nanoparticles/chemistry , Plant Extracts/metabolism , Rhizophoraceae/metabolism , Coloring Agents/chemistry , Coloring Agents/radiation effects , Photolysis , Plant Leaves/chemistry , Rhizophoraceae/chemistry
17.
Mar Drugs ; 17(4)2019 Apr 18.
Article in English | MEDLINE | ID: mdl-31003533

ABSTRACT

Mangroves are ecologically important plants in marine habitats that occupy the coastlines of many countries. In addition to their key ecological importance, various parts of mangroves are widely used in folklore medicine and claimed to effectively manage a panoply of human pathologies. To date, no comprehensive attempt has been made to compile and critically analyze the published literature in light of its ethnopharmacological uses. This review aims to provide a comprehensive account of the morphological characteristics, ethnobotany, global distribution, taxonomy, ethnopharmacology, phytochemical profiles, and pharmacological activities of traditionally used mangroves. Out of 84 mangrove species, only 27 species were found to be traditionally used, however not all of them are pharmacologically validated. The most common pharmacological activities reported were antioxidant, antimicrobial, and antidiabetic properties. Mangroves traditionally reported against ulcers have not been extensively validated for possible pharmacological properties. Terpenoids, tannins, steroids, alkaloids, flavonoids, and saponins were the main classes of phytochemicals isolated from mangroves. Given that mangroves have huge potential for a wide array of medicinal products and drug discovery to prevent and treat many diseases, there is a dire need for careful investigations substantiated with accurate scientific and clinical evidence to ensure safety and efficient use of these plants and validate their pharmacological properties and toxicity.


Subject(s)
Avicennia/chemistry , Phytochemicals/pharmacology , Plant Extracts/pharmacology , Rhizophoraceae/chemistry , Animals , Avicennia/classification , Ethnopharmacology , Humans , Phytochemicals/chemistry , Phytotherapy , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plants, Medicinal , Rhizophoraceae/classification
18.
Nat Prod Res ; 33(16): 2329-2337, 2019 Aug.
Article in English | MEDLINE | ID: mdl-29514515

ABSTRACT

Two unprecedented benzoxepins were obtained from the ethyl acetate fraction of the leaves of Rhizophora annamalayana Kathir, and characterized as 4-(11-(hydroxymethyl)-10-methylpentan-2-yl)-4, 5-dihydrobenzo[c]oxepin-1(3H)-one (1) and (E)-methyl-14-hydroxy-4-(11-(5-hydroxy-1-oxo-3,4,5-tetrahydrobenzo[c]oxepin-4-yl)ethyl)-10-methylhept-11-enoate (2). The benzoxepin 2 exhibited greater 1, 1-diphenyl-2-picrylhydrazyl and 2, 2'-azino-bis-3 ethylbenzothiozoline-6-sulfonic acid diammonium radical scavenging assays (IC50 0.68 and 0.84 mg/mL, respectively) than those recorded with 1 (IC50 0.70 and 0.89 mg/mL, respectively). The tetrahydrobenzo[c]oxepin analogue (2) exhibited significantly great cyclooxygenase-2 and 5-lipoxygenase inhibitory properties (IC50 0.87 and 0.94 mg/mL, respectively), while compared with its dihydrobenzo[c]oxepin-1(3H)-one isoform (1) (IC50 1.16 and 1.64 mg/mL, respectively). The dihydrobenzo[c]oxepin-1(3H)-one isoform (2) exhibited significantly greater selectivity index (~2) than synthetic ibuprofen (0.44) (p < 0.05), which attributed the higher anti-inflammatory selectivity of the former against inducible pro-inflammatory cyclooxygenase-2 than its constitutive isoform (cyclooxygenase-1). No significant difference in 5-lipoxygenase (5-LOX) inhibitory activities were apparent between compound 2 (IC50 0.94 mg/mL) and synthetic ibuprofen (IC50 0.93 mg/mL).


Subject(s)
Benzoxepins/isolation & purification , Cyclooxygenase 2 Inhibitors/isolation & purification , Lipoxygenase Inhibitors/isolation & purification , Rhizophoraceae/chemistry , Antioxidants/pharmacology , Benzoxepins/chemistry , Benzoxepins/pharmacology , Cyclooxygenase 2 Inhibitors/chemistry , Cyclooxygenase 2 Inhibitors/pharmacology , Lipoxygenase Inhibitors/chemistry , Lipoxygenase Inhibitors/pharmacology , Plant Extracts/analysis , Plant Leaves/chemistry
19.
J Nat Med ; 73(1): 289-296, 2019 Jan.
Article in English | MEDLINE | ID: mdl-30353358

ABSTRACT

Three aromatic compounds, 2α,3α-epoxyflavan-5,7,4'-triol-(4ß â†’ 8)-afzelechin (1), 2ß,3ß-epoxyflavan-5,7,4'-triol-(4α → 8)-epiafzelechin (2), and methyl 4-ethoxy-2-hydroxy-6-propylbenzoate (3), as well as eight known compounds (4-11) were isolated from the bark of Cassipourea malosana (Rhizophoraceae). Their structures were determined on the basis of an analysis of spectroscopic data. The in vitro cytotoxic activities of these compounds against human ovarian cancer cell line TOV21G were evaluated. Most compounds showed little activity; however, the methyl derivatives of flavan dimers (1a and 2a) showed higher activity (IC50 value of 30.3 and 75.4 µM) than parent compounds 1 and 2.


Subject(s)
Cytotoxins/therapeutic use , Drugs, Chinese Herbal/chemistry , Ovarian Neoplasms/drug therapy , Plant Bark/chemistry , Rhizophoraceae/chemistry , Cell Line, Tumor , Cytotoxins/pharmacology , Female , Humans
20.
Fitoterapia ; 130: 272-280, 2018 Oct.
Article in English | MEDLINE | ID: mdl-30244033

ABSTRACT

Nine new ent-abietanes, named decandrols A-I (1-9), which could be categorized into three groups (1, 2-6, 7-9), were isolated from the roots of an Indian mangrove, Ceriops decandra, collected in the swamp of Godavari estuary, Andhra Pradesh, together with six previously reported abietanes (10-15), of which the absolute configurations were first determined. The relative and absolute configurations of these compounds were unambiguously established by HR-ESIMS, extensive 1D and 2D NMR investigations, single-crystal X-ray diffraction analysis with Cu Kα radiation, and quantum-chemical electronic circular dichroism (ECD) calculations. Decandrol A (1) is a rare C9-spirofused 7,8-seco-ent-abietane, whereas 2-15 are typically tricyclic ent-abietanes. Decandrols C (3) and E (5) exhibited significant NF-κB inhibitory activity at the concentration of 100 µM.


Subject(s)
Abietanes/chemistry , NF-kappa B/antagonists & inhibitors , Rhizophoraceae/chemistry , Abietanes/isolation & purification , Animals , Circular Dichroism , Crystallography, X-Ray , India , Magnetic Resonance Spectroscopy , Mice , Molecular Structure , Phytochemicals/chemistry , Phytochemicals/isolation & purification , Plant Roots/chemistry , RAW 264.7 Cells
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