Anti-Staphylococcal Calopins from Fruiting Bodies of Caloboletus radicans

Article

Tareq, Fakir Shahidullah, Hasan, Choudhury Mahmood, Rahman, M., Hanafi, Mohd Murkish Mohd, Ciacchi, Lucio Colombi, Michaelis, Monika, Harder, Tilmann, Tebben, Jan, Islam, Md. Tofazzal and Spiteller, Peter 2018. Anti-Staphylococcal Calopins from Fruiting Bodies of Caloboletus radicans. Journal of Natural Products. 81 (2), pp. 400-404. https://doi.org/10.1021/acs.jnatprod.7b00525
AuthorsTareq, Fakir Shahidullah, Hasan, Choudhury Mahmood, Rahman, M., Hanafi, Mohd Murkish Mohd, Ciacchi, Lucio Colombi, Michaelis, Monika, Harder, Tilmann, Tebben, Jan, Islam, Md. Tofazzal and Spiteller, Peter
Abstract

Three new and seven known calopins were isolated from Caloboletus radicans. The structures of the new cyclocalopins, 8-deacetylcyclocalopin B (1), cyclocalopin A-15-ol (2), and 12,15-dimethoxycyclocalopin A (3), were mainly elucidated by NMR and MS data analysis. The stereochemistry of 1–3 was assigned based on ROE correlations, coupling constants and by comparison of their CD spectra with those of similar known calopins. While 1–10 were inactive against two cancer cell lines, they displayed antistaphylococcal activity against methicillin-resistant Staphylococcus aureus strains (MRSA) with MIC values of 16−256 μg/mL. Moreover, some calopins were active against the fish pathogen Enterococcus faecalis F1B1.

JournalJournal of Natural Products
Journal citation81 (2), pp. 400-404
ISSN0163-3864
Year2018
PublisherAmerican Chemical Society with American Society of Pharmacognosy
Accepted author manuscript
Digital Object Identifier (DOI)https://doi.org/10.1021/acs.jnatprod.7b00525
Web address (URL)https://doi.org/10.1021/acs.jnatprod.7b00525
Publication dates
Online30 Jan 2018
Publication process dates
Deposited25 Jan 2018
Accepted08 Jan 2018
Accepted08 Jan 2018
FunderDeutsche Forschungsgemeinschaft
Alexander von Humboldt Foundation
Copyright informationThis document is the unedited Author’s version of a Submitted work that was subsequently accepted for publication in Journal of Natural Products, © 2018 American Chemical Society after peer review. All Rights Reserved.
LicenseAll rights reserved (under embargo)
Permalink -

https://repository.uel.ac.uk/item/84910

Log in to edit

Download files

Accepted author manuscript
Calopins_ JNP.pdf

  • 156
    total views
  • 431
    total downloads
  • 1
    views this month
  • 2
    downloads this month

Export as

Related outputs

Antileprotic drugs
Shaik, A. B. and Rahman, M. 2023. Antileprotic drugs. in: Acharya, P. C. and Kurosu, M. (ed.) Medicinal Chemistry of Chemotherapeutic Agents: A Comprehensive Resource of Anti-Infective and Anti-cancer Drugs Academic Press. pp. 267-282
Antitubercular drugs
Shaik, A. B. and Rahman, M. 2023. Antitubercular drugs. in: Acharya, P. C. and Kurosu, M. (ed.) Medicinal Chemistry of Chemotherapeutic Agents: A Comprehensive Resource of Anti-Infective and Anti-cancer Drugs Academic Press. pp. 217-265
Bioactivity and In Silico Studies of Isoquinoline and Related Alkaloids as Promising Antiviral Agents: An Insight
Sharma, D., Sharma, N., Manchanda, N., Prasad, S. K., Sharma, P. C., Thakur, V. K., Rahman, M. and Dhobi, M. 2022. Bioactivity and In Silico Studies of Isoquinoline and Related Alkaloids as Promising Antiviral Agents: An Insight. Biomolecules. 13 (1), p. Art. 17. https://doi.org/10.3390/biom13010017
Editorial: Natural products as potential therapeutics to tackle life-threatening infections: From field to market
Rahman, M. 2022. Editorial: Natural products as potential therapeutics to tackle life-threatening infections: From field to market. Frontiers in Pharmacology. 13 (Art. 1099181). https://doi.org/10.3389/fphar.2022.1099181
Antitubercular activity assessment of fluorinated chalcones, 2-aminopyridine-3-carbonitrile and 2-amino-4H-pyran-3-carbonitrile derivatives: In vitro, molecular docking and in-silico drug likeliness studies
Lagu, S. B., Yejella, R. P., Nissankararao, S., Bhandare, R. R., Golla, V. S., Subrahmanya Lokesh, B. V., Rahman, M. and Shaik, A. B. 2022. Antitubercular activity assessment of fluorinated chalcones, 2-aminopyridine-3-carbonitrile and 2-amino-4H-pyran-3-carbonitrile derivatives: In vitro, molecular docking and in-silico drug likeliness studies. PLoS ONE. 17 (Art. e0265068). https://doi.org/10.1371/journal.pone.0265068
Antimicrobial Diterpenes: Recent Development From Natural Sources
Saha, P., Rahman, F. I., Hussain, F., Rahman, S. M. A. and Rahman, M. 2022. Antimicrobial Diterpenes: Recent Development From Natural Sources. Frontiers in Pharmacology. 12 (Art. 820312). https://doi.org/10.3389/fphar.2021.820312
Medicinal plants used to treat infectious diseases in the central part and a northern district of Bangladesh - an ethnopharmacological perception
Siddique, H., Pendry, B., Rashid, M. A. and Rahman, M. 2021. Medicinal plants used to treat infectious diseases in the central part and a northern district of Bangladesh - an ethnopharmacological perception. Journal of Herbal Medicine. 29 (Art. 100484). https://doi.org/10.1016/j.hermed.2021.100484
Anti-MRSA Constituents from Ruta chalepensis (Rutaceae) Grown in Iraq, and In Silico Studies on Two of Most Active Compounds, Chalepensin and 6-Hydroxy-rutin 3’,7-Dimethyl ether
Al-Majmaie, S., Nahar, L., Rahman, M., Nath, S., Saha, P., Talukdar, A. D., Sharples, G. P. and Sarker, S. D. 2021. Anti-MRSA Constituents from Ruta chalepensis (Rutaceae) Grown in Iraq, and In Silico Studies on Two of Most Active Compounds, Chalepensin and 6-Hydroxy-rutin 3’,7-Dimethyl ether. Molecules. 26 (Art. 1114). https://doi.org/10.3390/molecules26041114
Synthesis, and biological screening of chloropyrazine conjugated benzothiazepine derivatives as potential antimicrobial, antitubercular and cytotoxic agents
Shaik, A. B., Bhandare, R. R., Nissankararao, S., Lokesh, B. V. S., Shahanaaz, S. and Rahman, M. 2020. Synthesis, and biological screening of chloropyrazine conjugated benzothiazepine derivatives as potential antimicrobial, antitubercular and cytotoxic agents. Arabian Journal of Chemistry. 14 (Art. 102915). https://doi.org/10.1016/j.arabjc.2020.102915
Design, Facile Synthesis and Characterization of Dichloro Substituted Chalcones and Dihydropyrazole Derivatives for Their Antifungal, Antitubercular and Antiproliferative Activities
Shaik, A. B., Bhandare, R. R., Nissankararao, S., Edis, Z., Tangirala, N. R., Shahanaaz, S. and Rahman, M. 2020. Design, Facile Synthesis and Characterization of Dichloro Substituted Chalcones and Dihydropyrazole Derivatives for Their Antifungal, Antitubercular and Antiproliferative Activities. Molecules. 25 (Art. 3188). https://doi.org/10.3390/molecules25143188
Antimicrobial Natural Products
Rahman, M. and Sarker, S. 2020. Antimicrobial Natural Products. in: Sarker, S. and Nahar, L. (ed.) Medicinal Natural Products: A Disease-Focused Approach, Volume 55 Academic Press. pp. 77-113
Terpenes from Zingiber montanum and Their Screening against Multi-Drug Resistant and Methicillin Resistant Staphylococcus aureus
Siddique, H., Pendry, B. and Rahman, M. 2019. Terpenes from Zingiber montanum and Their Screening against Multi-Drug Resistant and Methicillin Resistant Staphylococcus aureus. Molecules. 24 (3), p. Art. 385. https://doi.org/10.3390/molecules24030385
Total synthesis of acylphloroglucinols and their antibacterial activities against clinical isolates of multi-drug resistant (MDR) and methicillin-resistant strains of Staphylococcus aureus
Rahman, M., Shiu, Winnie K.P., Gibbons, Simon and Malkinson, John P. 2018. Total synthesis of acylphloroglucinols and their antibacterial activities against clinical isolates of multi-drug resistant (MDR) and methicillin-resistant strains of Staphylococcus aureus. European Journal of Medicinal Chemistry. 155, pp. 255-262. https://doi.org/10.1016/j.ejmech.2018.05.038
Antimicrobial Secondary Metabolites—Extraction, Isolation, Identification, and Bioassay
Rahman, M. 2015. Antimicrobial Secondary Metabolites—Extraction, Isolation, Identification, and Bioassay. in: Evidence-Based Validation of Herbal Medicine Elsevier. pp. 495-513
Analogues of Disulfides from Allium stipitatum Demonstrate Potent Anti-tubercular Activities through Drug Efflux Pump and Biofilm Inhibition
Danquah, Cynthia A., Kakagianni, Eleftheria, Khondkar, Proma, Maitra, Arundhati, Rahman, M., Evangelopoulos, Dimitrios, McHugh, Timothy D., Stapleton, Paul, Malkinson, John, Bhakta, Sanjib and Gibbons, Simon 2018. Analogues of Disulfides from Allium stipitatum Demonstrate Potent Anti-tubercular Activities through Drug Efflux Pump and Biofilm Inhibition. Scientific Reports. 8 (1150). https://doi.org/10.1038/s41598-017-18948-w
Application of computational methods in isolation of plant secondary metabolites
Rahman, M. 2018. Application of computational methods in isolation of plant secondary metabolites. in: Sarker, Satyajit and Nahar, Lutfun (ed.) Computational Phytochemistry Elsevier.
Anti-MRSA Activity of Oxysporone and Xylitol from the Endophytic Fungus Pestalotia sp. Growing on the Sundarbans Mangrove Plant Heritiera fomes
Nurunnabi, Tauhidur Rahman, Nahar, Lutfun, Al-Majmaie, Shaymaa, Mahbubur Rahman, S. M., Sohrab, Md. Hossain, Billah, Md. Morsaline, Ismail, Fyaz M.D., Rahman, M., Sharples, George P. and Sarker, Satyajit D. 2017. Anti-MRSA Activity of Oxysporone and Xylitol from the Endophytic Fungus Pestalotia sp. Growing on the Sundarbans Mangrove Plant Heritiera fomes. Phytotherapy Research. 32 (2), pp. 348-354. https://doi.org/10.1002/ptr.5983
Antimicrobial resistance and synergy in herbal medicine
Mundy, Lorna, Pendry, Barbara and Rahman, M. 2016. Antimicrobial resistance and synergy in herbal medicine. Journal of Herbal Medicine. 6 (2), pp. 53-58. https://doi.org/10.1016/j.hermed.2016.03.001
Antibacterial constituents of Neohyptis paniculata
Rahman, M. and Gibbons, Simon 2015. Antibacterial constituents of Neohyptis paniculata. Fitoterapia. 105, pp. 269-272.
Conversion of salvianolic acid B into salvianolic acid A in tissues of Radix Salviae Miltiorrhizae using high temperature, high pressure and high humidity
Xia, Hongrui, Sun, Longru, Lou, Hongxiang and Rahman, M. 2014. Conversion of salvianolic acid B into salvianolic acid A in tissues of Radix Salviae Miltiorrhizae using high temperature, high pressure and high humidity. Phytomedicine.