Geographic Influence and Metabolomics-Driven Discovery of 5-Alpha Reductase Inhibitors in <i>Tectona grandis</i> L.f. (Teak) Leaves
The inhibition of steroid 5-alpha reductase (S5AR), a key mechanism for managing dihydrotestosterone-dependent conditions, has been demonstrated in teak (<i>Tectona grandis</i> L.f.) leaf extracts. Our recent clinical study confirmed the effectiveness of a hair growth formulation contain...
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2025-07-01
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| author | Nutchaninad Tanuphol Corine Girard Prapapan Temkitthawon Nungruthai Suphrom Nitra Nuengchamnong Tongchai Saesong Kamonlak Insumrong Abdulaziz Wadeng Wiyada Khangkhachit Andy Zedet Ratchadaree Intayot Siriporn Jungsuttiwong Anuchit Plubrukarn Francois Senejoux Kornkanok Ingkaninan |
| author_facet | Nutchaninad Tanuphol Corine Girard Prapapan Temkitthawon Nungruthai Suphrom Nitra Nuengchamnong Tongchai Saesong Kamonlak Insumrong Abdulaziz Wadeng Wiyada Khangkhachit Andy Zedet Ratchadaree Intayot Siriporn Jungsuttiwong Anuchit Plubrukarn Francois Senejoux Kornkanok Ingkaninan |
| author_sort | Nutchaninad Tanuphol |
| collection | DOAJ |
| description | The inhibition of steroid 5-alpha reductase (S5AR), a key mechanism for managing dihydrotestosterone-dependent conditions, has been demonstrated in teak (<i>Tectona grandis</i> L.f.) leaf extracts. Our recent clinical study confirmed the effectiveness of a hair growth formulation containing teak leaf extract in males with androgenic alopecia. However, significant variability in S5AR inhibitory activity among teak leaf samples from different regions underscores the need for quality control of raw materials. This study applied a metabolomics approach to investigate the influence of leaf age, harvesting period, and geographic origin on chemical composition and S5AR inhibitory activity, as well as to identify active S5AR inhibitors. Geographic origin emerged as the primary determinant of variations in chemical profiles and S5AR inhibitory activity. Using orthogonal partial least squares analysis, six diterpenoid S5AR inhibitors were identified, including four compounds reported for the first time as S5AR inhibitors: rhinocerotinoic acid, 7-oxo-8-labden-15-oic acid, 8-hydroxy-labd-13-en-15-oic acid, and a novel diterpene, 7-hydroxy-labd-8,13-dien-15-oic acid. These findings highlight the potential of metabolomics as a powerful tool for discovering bioactive compounds and optimizing raw material selection. By prioritizing proven geographic sources, consistent bioactivity can be achieved, supporting the therapeutic potential of teak leaves in managing S5AR-related conditions. |
| format | Article |
| id | doaj-art-4854a42b935a451eb1cead21b5f45f8d |
| institution | Matheson Library |
| issn | 1420-3049 |
| language | English |
| publishDate | 2025-07-01 |
| publisher | MDPI AG |
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| spelling | doaj-art-4854a42b935a451eb1cead21b5f45f8d2025-07-25T13:31:37ZengMDPI AGMolecules1420-30492025-07-013014289510.3390/molecules30142895Geographic Influence and Metabolomics-Driven Discovery of 5-Alpha Reductase Inhibitors in <i>Tectona grandis</i> L.f. (Teak) LeavesNutchaninad Tanuphol0Corine Girard1Prapapan Temkitthawon2Nungruthai Suphrom3Nitra Nuengchamnong4Tongchai Saesong5Kamonlak Insumrong6Abdulaziz Wadeng7Wiyada Khangkhachit8Andy Zedet9Ratchadaree Intayot10Siriporn Jungsuttiwong11Anuchit Plubrukarn12Francois Senejoux13Kornkanok Ingkaninan14Center of Excellence for Natural Health Product Innovation and Center of Excellence for Innovation in Chemistry, Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmaceutical Sciences, Naresuan University, Phitsanulok 65000, ThailandUniversité Marie et Louis Pasteur, EFS, INSERM RIGHT (UMR1098), F-25000 Besançon, FranceCenter of Excellence for Natural Health Product Innovation and Center of Excellence for Innovation in Chemistry, Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmaceutical Sciences, Naresuan University, Phitsanulok 65000, ThailandDepartment of Chemistry, Faculty of Sciences, Naresuan University, Phitsanulok 65000, ThailandScience Laboratory Center, Faculty of Science, Naresuan University, Phitsanulok 65000, ThailandCenter of Excellence for Natural Health Product Innovation and Center of Excellence for Innovation in Chemistry, Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmaceutical Sciences, Naresuan University, Phitsanulok 65000, ThailandDepartment of Chemistry, Faculty of Sciences, Naresuan University, Phitsanulok 65000, ThailandDepartment of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Prince of Songkla University, Hat-Yai, Songkhla 90112, ThailandCenter of Excellence for Natural Health Product Innovation and Center of Excellence for Innovation in Chemistry, Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmaceutical Sciences, Naresuan University, Phitsanulok 65000, ThailandUniversité Marie et Louis Pasteur, EFS, INSERM RIGHT (UMR1098), F-25000 Besançon, FranceCenter of Excellence for Innovation in Chemistry, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, ThailandCenter of Excellence for Innovation in Chemistry, Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani 34190, ThailandDepartment of Pharmacognosy and Pharmaceutical Botany, Faculty of Pharmaceutical Sciences, Prince of Songkla University, Hat-Yai, Songkhla 90112, ThailandUniversité Marie et Louis Pasteur, EFS, INSERM RIGHT (UMR1098), F-25000 Besançon, FranceCenter of Excellence for Natural Health Product Innovation and Center of Excellence for Innovation in Chemistry, Department of Pharmaceutical Chemistry and Pharmacognosy, Faculty of Pharmaceutical Sciences, Naresuan University, Phitsanulok 65000, ThailandThe inhibition of steroid 5-alpha reductase (S5AR), a key mechanism for managing dihydrotestosterone-dependent conditions, has been demonstrated in teak (<i>Tectona grandis</i> L.f.) leaf extracts. Our recent clinical study confirmed the effectiveness of a hair growth formulation containing teak leaf extract in males with androgenic alopecia. However, significant variability in S5AR inhibitory activity among teak leaf samples from different regions underscores the need for quality control of raw materials. This study applied a metabolomics approach to investigate the influence of leaf age, harvesting period, and geographic origin on chemical composition and S5AR inhibitory activity, as well as to identify active S5AR inhibitors. Geographic origin emerged as the primary determinant of variations in chemical profiles and S5AR inhibitory activity. Using orthogonal partial least squares analysis, six diterpenoid S5AR inhibitors were identified, including four compounds reported for the first time as S5AR inhibitors: rhinocerotinoic acid, 7-oxo-8-labden-15-oic acid, 8-hydroxy-labd-13-en-15-oic acid, and a novel diterpene, 7-hydroxy-labd-8,13-dien-15-oic acid. These findings highlight the potential of metabolomics as a powerful tool for discovering bioactive compounds and optimizing raw material selection. By prioritizing proven geographic sources, consistent bioactivity can be achieved, supporting the therapeutic potential of teak leaves in managing S5AR-related conditions.https://www.mdpi.com/1420-3049/30/14/2895<i>Tectona grandis</i> L.f.steroid 5-alpha reductase inhibitormetabolomicsstructure elucidation |
| spellingShingle | Nutchaninad Tanuphol Corine Girard Prapapan Temkitthawon Nungruthai Suphrom Nitra Nuengchamnong Tongchai Saesong Kamonlak Insumrong Abdulaziz Wadeng Wiyada Khangkhachit Andy Zedet Ratchadaree Intayot Siriporn Jungsuttiwong Anuchit Plubrukarn Francois Senejoux Kornkanok Ingkaninan Geographic Influence and Metabolomics-Driven Discovery of 5-Alpha Reductase Inhibitors in <i>Tectona grandis</i> L.f. (Teak) Leaves Molecules <i>Tectona grandis</i> L.f. steroid 5-alpha reductase inhibitor metabolomics structure elucidation |
| title | Geographic Influence and Metabolomics-Driven Discovery of 5-Alpha Reductase Inhibitors in <i>Tectona grandis</i> L.f. (Teak) Leaves |
| title_full | Geographic Influence and Metabolomics-Driven Discovery of 5-Alpha Reductase Inhibitors in <i>Tectona grandis</i> L.f. (Teak) Leaves |
| title_fullStr | Geographic Influence and Metabolomics-Driven Discovery of 5-Alpha Reductase Inhibitors in <i>Tectona grandis</i> L.f. (Teak) Leaves |
| title_full_unstemmed | Geographic Influence and Metabolomics-Driven Discovery of 5-Alpha Reductase Inhibitors in <i>Tectona grandis</i> L.f. (Teak) Leaves |
| title_short | Geographic Influence and Metabolomics-Driven Discovery of 5-Alpha Reductase Inhibitors in <i>Tectona grandis</i> L.f. (Teak) Leaves |
| title_sort | geographic influence and metabolomics driven discovery of 5 alpha reductase inhibitors in i tectona grandis i l f teak leaves |
| topic | <i>Tectona grandis</i> L.f. steroid 5-alpha reductase inhibitor metabolomics structure elucidation |
| url | https://www.mdpi.com/1420-3049/30/14/2895 |
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