Extraction, Purification and Structure Elucidation of Active Natural Compounds

A special issue of Separations (ISSN 2297-8739). This special issue belongs to the section "Analysis of Natural Products and Pharmaceuticals".

Deadline for manuscript submissions: closed (10 May 2023) | Viewed by 12423

Special Issue Editors


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Guest Editor
Department of Pharmacognosy, College of Pharmacy, Prince Sattam Bin Abdulaziz University, Al-Kharj 11942, Saudi Arabia
Interests: natural products chemistry; drug discovery from nature; spectroscopy; quality control of herbal drugs; chromatography

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Guest Editor
Department of Pharmacognosy, Faculty of Pharmacy, Alexandria University, Alexandria 21521, Egypt
Interests: phytochemistry; plant metabolomics; structures elucidation; network pharmacology; plant analysis

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Guest Editor
Bio-Screening and Preclinical Trial Lab, Biochemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt
Interests: biochemistry; medical biotechnology; preclinical study; molecular biology; in vitro pharmacology

Special Issue Information

Dear Colleagues,

Following recent advances in the treatment and control of diseases, nature has provided, and still is providing, humanity with unique bioactive inities. For decades, natural products represent an important section in drug discovery and developments. Natural products and or their semisynthetic derivatives have great impact in our struggle to fight against the various health conditions which threaten human life. A considerable part of the discovery of natural products was achieved via comprehensive phytochemical and biological studies of traditionally used plants. This Special Issue seeks to publish high-quality manuscripts which describe the extraction and purification of bioactive compounds from natural sources. The new biological activity discovery for known compounds will be considered. The application of new chromatographic and spectroscopic techniques in the field of natural products will always be helpful for obtaining lead natural compounds for drug development.

Prof. Dr. Maged Saad Abdel-Kader Youssef
Prof. Dr. Eman Shawky Anwar
Prof. Dr. Doaa Ahmad Ghareeb
Guest Editors

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Keywords

  • structure elucidation
  • biological activity
  • biologically active natural compounds
  • chromatography
  • biologically guided purification
  • scientific evidences for traditional medicine

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Published Papers (5 papers)

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Research

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15 pages, 1120 KiB  
Article
Flavonol-Glycoside and Rare Triterpenoid Derivatives Isolated from Leaves of Combretum glutinosum Perr. Ex Dc. with In Vitro Cytotoxic Activity
by Sherouk Hussein Sweilam, Maha B. O. Ebrahim, Mehnaz Kamal, El-Sayed Khafagy, Ashraf N. Abdalla, Mohamed E. Elzubier and Ehssan H. Moglad
Separations 2023, 10(3), 209; https://doi.org/10.3390/separations10030209 - 17 Mar 2023
Cited by 2 | Viewed by 2199
Abstract
Combretaceae plants are used traditionally by many cultures, especially in Sudanese patients for the treatment of diverse ailments such as anti-inflammatory, antimicrobial, antitumor, and antioxidant disorders. Of these plants, the genus Combretum are traditional medicinal plants. Thus, they are formed from the non-polar [...] Read more.
Combretaceae plants are used traditionally by many cultures, especially in Sudanese patients for the treatment of diverse ailments such as anti-inflammatory, antimicrobial, antitumor, and antioxidant disorders. Of these plants, the genus Combretum are traditional medicinal plants. Thus, they are formed from the non-polar or polar extracts of many isolated phytochemicals. Of these necessities, the use of Combretum extracts for their medicinal properties can be found in the earliest of myths and traditions used to document the plants’ ability to treat diseases. Combretum glutinosum Perr. Ex Dc. is a common shrub native to the African continent, especially Sudan. Currently, there are no published data regarding its cytotoxic activity. Additionally, there are few chemical and biological reports of C. glutinosum. Therefore, the current study aimed to isolate the chemical bioactive compounds (16) from the ethyl acetate (EtOAc) extract of C. glutinosum. A new flavonoid compound, namely, glutosinumoside (4), was afforded, and five known compounds were obtained: three oleanane-glycosides (13) and two phenolic acids (5,6). The structures of the six compounds were determined by spectroscopic analysis, including one- and two-dimensional (1D and 2D) NMR, mass spectrometry, and chromatographic analysis. Moreover, an in vitro cytotoxic evaluation of the successive extracts and the bioactive EtOAc fractions of C. glutinosum against MCF7 (breast), HT29 (colon), HepG2 (liver), and MRC5 (normal lung) cell lines was performed. The isolated compounds showed comparable cytotoxic activities with the crude EtOH extract and doxorubicin against the tested cell lines. Compounds (1) and (6) exhibited the highest cytotoxicity against MCF7 (1.37 ± 0.21 and 1.48 ± 0.34 µg/mL, respectively) and HepG2 (3.30 ± 0.02 and 2.10 ± 0.22 µg/mL, respectively) in the MTT assay. In addition, compounds (1) and (3) demonstrated a significant upregulation of cancer’s two important hallmarks (caspase 3 and bax genes) by inducing apoptosis and perturbing the MCF7 cell cycle. Full article
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12 pages, 1552 KiB  
Communication
Removal of Ni(II) from Aqueous Solution by Novel Lycopersicon esculentum Peel and Brassica botrytis Leaves Adsorbents
by Israf Ud Din, Qadeer Ullah Shah, Syed Tasleem, Abdul Naeem, Abdulrahman I. Alharthi and Mshari Ayad Alotaibi
Separations 2023, 10(2), 113; https://doi.org/10.3390/separations10020113 - 6 Feb 2023
Cited by 1 | Viewed by 1300
Abstract
The current work reports adsorption of Ni(II) using Brassica botrytis leaves (BBL), Brassica botrytis leaves-activated carbon (BBL-AC), Lycopersicon esculentum peel (LEP) and Lycopersicon esculentum peel-activated carbon (LEP-AC). The adsorption of Ni(II) was tested in batch experiments by varying different parameters such as pH, [...] Read more.
The current work reports adsorption of Ni(II) using Brassica botrytis leaves (BBL), Brassica botrytis leaves-activated carbon (BBL-AC), Lycopersicon esculentum peel (LEP) and Lycopersicon esculentum peel-activated carbon (LEP-AC). The adsorption of Ni(II) was tested in batch experiments by varying different parameters such as pH, initial metal ion concentration, temperature, adsorbent dosage, and contact time. Thermodynamics and kinetics investigations were performed for Ni removal. The adsorption of Ni(II) was improved by incorporation of activated carbon to the parental Brassica botrytis leaves and Lycopersicon esculentum peel adsorbents. The studies revealed 40 min of equilibrium time for Ni(II) adsorption by different adsorbents. Adsorption of Ni was drastically declined by temperature with a minimum adsorption of 53% observed for BBL. Similarly, solution pH also played a vital role in Ni(II) adsorption by different adsorbents. A 95% adsorption of Ni was recorded in the case of LEP-AC at pH 7. The study concluded with the application of Lycopersicon esculentum peel and Brassica botrytis leaves as active adsorbents for Ni(II) adsorption from aqueous solution. Full article
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14 pages, 2163 KiB  
Article
Galactolipids from Launaea capitata (Spreng.) Dandy with In Vitro Anti-Inflammatory and Neuroprotective Activities
by Fatma M. Abdel Bar, Asmaa E. Sherif and Mai H. ElNaggar
Separations 2023, 10(2), 83; https://doi.org/10.3390/separations10020083 - 25 Jan 2023
Cited by 2 | Viewed by 1981
Abstract
Plant secondary metabolites have a long history of potential use in managing human diseases by inhibiting enzymes that are highly expressed due to various pathogenic conditions. Prostaglandins (PGs) and leukotrienes (LTs) are proinflammatory mediators synthesized from arachidonic acid (AA) by the action of [...] Read more.
Plant secondary metabolites have a long history of potential use in managing human diseases by inhibiting enzymes that are highly expressed due to various pathogenic conditions. Prostaglandins (PGs) and leukotrienes (LTs) are proinflammatory mediators synthesized from arachidonic acid (AA) by the action of cyclooxygenases (COXs) and lipoxygenases (LOXs), respectively. Particularly, COX-2/5-LOX enzymes play a significant role in inflammatory processes and the pain associated with them. Butyrylcholinesterase (BchE) was recently suggested as a more reliable potential target for sustaining normal cholinergic function. In an attempt to identify new potential COX-2/5-LOX and BchE inhibitors, a phytochemical investigation of Launaea capitata (Spreng.) Dandy (Asteraceae) was executed. This investigation led to the isolation of a new digalactosyldiacylglycerol isomer, namely 1,2-dilinolenoyl-3-O-(α-galactopyranosyl-(1,6)-O-α-D-galactopyranosyl)-sn-glycerol (1) in addition to 1-myristoyl-2-palmitoyl-3-O-(α-galactopyranosyl-(1,6)-O-β-D-galactopyranosyl)-sn-glycerol (2), which was isolated herein for the first time from nature. The structures of the two isolates were elucidated by using 1D-, 2D-NMR, and ESI-MS spectroscopy. Compounds 1 and 2 exhibited good in vitro inhibitory activities against 5-LOX (59.01 and 21.67 μg/mL) and BchE (13.37 and 24.32 μg/mL), respectively. However, they exhibited weak inhibition of COX-2 (110.44 and 179.63 μg/mL, respectively). These inhibitory activities were explained in silico using a computational docking study. The docking results were consistent with the in vitro enzyme inhibitory activity. The lowest binding affinity for 1 and 2 was observed against COX-2 (−7.360 and −5.723 kcal/mol), whereas they exhibited greater binding affinity to 5-LOX (−8.124 and −8.634 kcal/mol), respectively, compared to its natural substrate, AA (−5.830 kcal/mol). Additionally, 1 and 2 exhibited remarkable binding affinity to BchE (−8.313 kcal/mol and −7.502 kcal/mol, respectively), which was comparable to the co-crystallized ligand, thioflavin T (−8.107 kcal/mol). This was related to the multiple and crucial hydrogen bonding interactions of these compounds with the amino acid residues in the active sites of the investigated enzymes. This study demonstrated the role of plant galactolipids as potential leads in the development of new drugs that alleviate the neuroinflammatory conditions associated with various diseases, such as Alzheimer’s disease and Type 2 diabetes mellitus. Full article
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11 pages, 956 KiB  
Article
Bronchodilator Secondary Metabolites from Rhazya stricta Decne Aerial Parts
by Maged S. Abdel-Kader, Najeeb U. Rehman, Abdullah F. Aldosari, Fahad S. Almutib, Ali I. Al Muwinea and Abdulaziz S. Saeedan
Separations 2022, 9(12), 412; https://doi.org/10.3390/separations9120412 - 6 Dec 2022
Cited by 1 | Viewed by 2327
Abstract
The plant kingdom comprises medicinally useful plants that have provided many new drugs used to treat various diseases. In our search for bronchodilator secondary metabolites from plants growing in Saudi Arabia, the total extract of Rhazya stricta showed activity against carbamylcholine- (CCh) induced [...] Read more.
The plant kingdom comprises medicinally useful plants that have provided many new drugs used to treat various diseases. In our search for bronchodilator secondary metabolites from plants growing in Saudi Arabia, the total extract of Rhazya stricta showed activity against carbamylcholine- (CCh) induced bronchoconstriction in guinea pig tracheal muscles used as an ex vivo model. The fractions obtained from liquid–liquid extraction process were tested for bronchodilator effects. The most active ethyl acetate fraction (RS-E) and aqueous fraction (RS-H) were subjected to biologically guided phytochemical study using different stationary phases and chromatographic techniques to isolate the pure secondary metabolites. Five known compounds were isolated from the active fractions. Three alkaloids namely; (-)-quebrachamine (1), (+)-eburenine (2), (+)-stemmadenine (3) as well as the two iridoid glycosides loganic acid (4) and loganine (5) were identified by various spectroscopic methods. Among the isolated compounds 1 and 5 were the only active as bronchodilators in the plant. It is worth to mention that iridoid glycosides are isolated for the first time from R. stricta. Full article
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Review

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24 pages, 3233 KiB  
Review
Strategies for Natural Product Discovery by Unlocking Cryptic Biosynthetic Gene Clusters in Fungi
by Ji Yun Hur, Eunju Jeong, Young Chan Kim and Seoung Rak Lee
Separations 2023, 10(6), 333; https://doi.org/10.3390/separations10060333 - 26 May 2023
Cited by 8 | Viewed by 3923
Abstract
Recent advancements in genome sequencing and bioinformatic analysis of fungal genomes have revealed that fungi possess cryptic or silent biosynthetic gene clusters (BGCs). This discovery suggests that our understanding of the universe of fungal secondary metabolomes is limited. In this review, we summarize [...] Read more.
Recent advancements in genome sequencing and bioinformatic analysis of fungal genomes have revealed that fungi possess cryptic or silent biosynthetic gene clusters (BGCs). This discovery suggests that our understanding of the universe of fungal secondary metabolomes is limited. In this review, we summarize recent strategies for activating cryptic BGCs in fungi, identify fungal secondary metabolites, and highlight their biological activities. We also briefly discuss the isolation and purification methods for these compounds. Our focus is on genetics-dependent and genetics-independent approaches for activating cryptic BGCs in fungi. Using the strategies discussed here, cryptic fungal natural products hold significant potential as a source for the discovery of new drug candidates. Full article
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