Benzyl Benzoate Isolation from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr Roots and Its Bioactivity on Human Prostate Smooth Muscle Contractions

<b>Background/Objectives:</b> This study is the first report on isolating a natural benzyl benzoate (nBB) from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr roots. <b>Methods</b>: The structure was verified using GC-MS, HPLC-UV-VIS, and two-dimensional...

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Main Authors: Oluwafemi Ezekiel Kale, Iskander Rauanov, Claudia Huber, Alexander Tamalunas, Christian G. Stief, Wolfgang Eisenreich, Martin Hennenberg
Format: Article
Language:English
Published: MDPI AG 2025-05-01
Series:Pharmaceuticals
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Online Access:https://www.mdpi.com/1424-8247/18/5/687
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author Oluwafemi Ezekiel Kale
Iskander Rauanov
Claudia Huber
Alexander Tamalunas
Christian G. Stief
Wolfgang Eisenreich
Martin Hennenberg
author_facet Oluwafemi Ezekiel Kale
Iskander Rauanov
Claudia Huber
Alexander Tamalunas
Christian G. Stief
Wolfgang Eisenreich
Martin Hennenberg
author_sort Oluwafemi Ezekiel Kale
collection DOAJ
description <b>Background/Objectives:</b> This study is the first report on isolating a natural benzyl benzoate (nBB) from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr roots. <b>Methods</b>: The structure was verified using GC-MS, HPLC-UV-VIS, and two-dimensional NMR. Since it is known for its vasodilatory and anti-spasmolytic actions, we investigated the biological effects of nBB on human prostate smooth tissue (rPx) obtained from a radical prostatectomy. For this purpose, rPx was incubated with nBB (0.05, 0.25, or 0.5 µM) in an organ bath, and then cumulative concentration–response curves were constructed for adrenergic agonists and electrical field stimulation (EFS). <b>Results</b>: Adding the various concentrations, nBB showed potential inhibition during agonist-induced contractions (0.1–100 µM). Also, neurogenic contractions of rPx by EFS (2–32 Hz) were reduced by up to 57%. <b>Conclusions</b>: Overall, this study reports on an efficient protocol of nBB isolation from <i>A. smeathmannii</i> and its contractility effects on human prostate smooth muscle. Potentially, this could contribute to the natural production of BB from <i>A. smeathmannii</i> species while giving it evolutionary recognition. However, since BB influences prostate smooth muscle contractility, caution in patients taking herbal supplements containing nBB is essential, as this may play a role in contributing to the symptoms of urinary tract conditions.
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spelling doaj-art-cb8a5abaae534be5a9cef48bf19b374b2025-08-20T03:14:29ZengMDPI AGPharmaceuticals1424-82472025-05-0118568710.3390/ph18050687Benzyl Benzoate Isolation from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr Roots and Its Bioactivity on Human Prostate Smooth Muscle ContractionsOluwafemi Ezekiel Kale0Iskander Rauanov1Claudia Huber2Alexander Tamalunas3Christian G. Stief4Wolfgang Eisenreich5Martin Hennenberg6Department of Pharmacology and Therapeutics, Faculty of Basic Medical Sciences, Olabisi Onabanjo University, Sagamu Campus, Ago-Iwoye 2001, Ogun State, NigeriaBavarian NMR Center—Structural Membrane Biochemistry, Department of Chemistry, Technical University of Munich, 85748 Garching, GermanyBavarian NMR Center—Structural Membrane Biochemistry, Department of Chemistry, Technical University of Munich, 85748 Garching, GermanyDepartment of Urology, LMU University Hospital, LMU Munich, 80336 Munich, GermanyDepartment of Urology, LMU University Hospital, LMU Munich, 80336 Munich, GermanyBavarian NMR Center—Structural Membrane Biochemistry, Department of Chemistry, Technical University of Munich, 85748 Garching, GermanyDepartment of Urology, LMU University Hospital, LMU Munich, 80336 Munich, Germany<b>Background/Objectives:</b> This study is the first report on isolating a natural benzyl benzoate (nBB) from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr roots. <b>Methods</b>: The structure was verified using GC-MS, HPLC-UV-VIS, and two-dimensional NMR. Since it is known for its vasodilatory and anti-spasmolytic actions, we investigated the biological effects of nBB on human prostate smooth tissue (rPx) obtained from a radical prostatectomy. For this purpose, rPx was incubated with nBB (0.05, 0.25, or 0.5 µM) in an organ bath, and then cumulative concentration–response curves were constructed for adrenergic agonists and electrical field stimulation (EFS). <b>Results</b>: Adding the various concentrations, nBB showed potential inhibition during agonist-induced contractions (0.1–100 µM). Also, neurogenic contractions of rPx by EFS (2–32 Hz) were reduced by up to 57%. <b>Conclusions</b>: Overall, this study reports on an efficient protocol of nBB isolation from <i>A. smeathmannii</i> and its contractility effects on human prostate smooth muscle. Potentially, this could contribute to the natural production of BB from <i>A. smeathmannii</i> species while giving it evolutionary recognition. However, since BB influences prostate smooth muscle contractility, caution in patients taking herbal supplements containing nBB is essential, as this may play a role in contributing to the symptoms of urinary tract conditions.https://www.mdpi.com/1424-8247/18/5/687bioactivity-guided studynatural benzyl benzoate<i>Acridocarpus smeathmannii</i>prostate smooth muscledrug discovery
spellingShingle Oluwafemi Ezekiel Kale
Iskander Rauanov
Claudia Huber
Alexander Tamalunas
Christian G. Stief
Wolfgang Eisenreich
Martin Hennenberg
Benzyl Benzoate Isolation from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr Roots and Its Bioactivity on Human Prostate Smooth Muscle Contractions
Pharmaceuticals
bioactivity-guided study
natural benzyl benzoate
<i>Acridocarpus smeathmannii</i>
prostate smooth muscle
drug discovery
title Benzyl Benzoate Isolation from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr Roots and Its Bioactivity on Human Prostate Smooth Muscle Contractions
title_full Benzyl Benzoate Isolation from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr Roots and Its Bioactivity on Human Prostate Smooth Muscle Contractions
title_fullStr Benzyl Benzoate Isolation from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr Roots and Its Bioactivity on Human Prostate Smooth Muscle Contractions
title_full_unstemmed Benzyl Benzoate Isolation from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr Roots and Its Bioactivity on Human Prostate Smooth Muscle Contractions
title_short Benzyl Benzoate Isolation from <i>Acridocarpus smeathmannii</i> (DC.) Guill. & Perr Roots and Its Bioactivity on Human Prostate Smooth Muscle Contractions
title_sort benzyl benzoate isolation from i acridocarpus smeathmannii i dc guill perr roots and its bioactivity on human prostate smooth muscle contractions
topic bioactivity-guided study
natural benzyl benzoate
<i>Acridocarpus smeathmannii</i>
prostate smooth muscle
drug discovery
url https://www.mdpi.com/1424-8247/18/5/687
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