Epigenetic Modifiers Induce Bioactive Phenolic Metabolites in the Marine-Derived Fungus Penicillium brevicompactum
Fungi usually contain gene clusters that are silent or cryptic under normal laboratory culture conditions. These cryptic genes could be expressed for a wide variety of bioactive compounds. One of the recent approaches to induce production of such cryptic fungal metabolites is to use histone deacetyl...
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| Format: | Article |
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MDPI AG
2018-07-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/16/8/253 |
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| author | Seham S. El-Hawary Ahmed M. Sayed Rabab Mohammed Hossam M. Hassan Mohamed A. Zaki Mostafa E. Rateb Tarek A. Mohammed Elham Amin Usama Ramadan Abdelmohsen |
| author_facet | Seham S. El-Hawary Ahmed M. Sayed Rabab Mohammed Hossam M. Hassan Mohamed A. Zaki Mostafa E. Rateb Tarek A. Mohammed Elham Amin Usama Ramadan Abdelmohsen |
| author_sort | Seham S. El-Hawary |
| collection | DOAJ |
| description | Fungi usually contain gene clusters that are silent or cryptic under normal laboratory culture conditions. These cryptic genes could be expressed for a wide variety of bioactive compounds. One of the recent approaches to induce production of such cryptic fungal metabolites is to use histone deacetylases (HDACs) inhibitors. In the present study, the cultures of the marine-derived fungus Penicillium brevicompactum treated with nicotinamide and sodium butyrate were found to produce a lot of phenolic compounds. Nicotinamide treatment resulted in the isolation and identification of nine compounds 1–9. Sodium butyrate also enhanced the productivity of anthranilic acid (10) and ergosterol peroxide (11). The antioxidant as well as the antiproliferative activities of each metabolite were determined. Syringic acid (4), sinapic acid (5), and acetosyringone (6) exhibited potent in vitro free radical scavenging, (IC50 20 to 30 µg/mL) and antiproliferative activities (IC50 1.14 to 1.71 µM) against HepG2 cancer cell line. Furthermore, a pharmacophore model of the active compounds was generated to build up a structure-activity relationship. |
| first_indexed | 2024-04-14T00:56:22Z |
| format | Article |
| id | doaj.art-86566162ba3a4131a1b2341727e52b01 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-14T00:56:22Z |
| publishDate | 2018-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-86566162ba3a4131a1b2341727e52b012022-12-22T02:21:35ZengMDPI AGMarine Drugs1660-33972018-07-0116825310.3390/md16080253md16080253Epigenetic Modifiers Induce Bioactive Phenolic Metabolites in the Marine-Derived Fungus Penicillium brevicompactumSeham S. El-Hawary0Ahmed M. Sayed1Rabab Mohammed2Hossam M. Hassan3Mohamed A. Zaki4Mostafa E. Rateb5Tarek A. Mohammed6Elham Amin7Usama Ramadan Abdelmohsen8Pharmacognosy Department, Faculty of Pharmacy, Cairo University, Cairo 11787, EgyptPharmacognosy Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptPharmacognosy Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptPharmacognosy Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptPharmacognosy Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptPharmacognosy Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptMarine Invertebrates, National Institute of Oceanography and Fisheries, Red Sea Branch, Hurghada 84511, EgyptPharmacognosy Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef 62514, EgyptDepartment of Pharmacognosy, Faculty of Pharmacy, Minia University, Minia 61519, EgyptFungi usually contain gene clusters that are silent or cryptic under normal laboratory culture conditions. These cryptic genes could be expressed for a wide variety of bioactive compounds. One of the recent approaches to induce production of such cryptic fungal metabolites is to use histone deacetylases (HDACs) inhibitors. In the present study, the cultures of the marine-derived fungus Penicillium brevicompactum treated with nicotinamide and sodium butyrate were found to produce a lot of phenolic compounds. Nicotinamide treatment resulted in the isolation and identification of nine compounds 1–9. Sodium butyrate also enhanced the productivity of anthranilic acid (10) and ergosterol peroxide (11). The antioxidant as well as the antiproliferative activities of each metabolite were determined. Syringic acid (4), sinapic acid (5), and acetosyringone (6) exhibited potent in vitro free radical scavenging, (IC50 20 to 30 µg/mL) and antiproliferative activities (IC50 1.14 to 1.71 µM) against HepG2 cancer cell line. Furthermore, a pharmacophore model of the active compounds was generated to build up a structure-activity relationship.http://www.mdpi.com/1660-3397/16/8/253HDACs inhibitorsPenicillium brevicompactumphenolic metabolitesnicotinamidesodium butyrateantiproliferativepharmacophore |
| spellingShingle | Seham S. El-Hawary Ahmed M. Sayed Rabab Mohammed Hossam M. Hassan Mohamed A. Zaki Mostafa E. Rateb Tarek A. Mohammed Elham Amin Usama Ramadan Abdelmohsen Epigenetic Modifiers Induce Bioactive Phenolic Metabolites in the Marine-Derived Fungus Penicillium brevicompactum Marine Drugs HDACs inhibitors Penicillium brevicompactum phenolic metabolites nicotinamide sodium butyrate antiproliferative pharmacophore |
| title | Epigenetic Modifiers Induce Bioactive Phenolic Metabolites in the Marine-Derived Fungus Penicillium brevicompactum |
| title_full | Epigenetic Modifiers Induce Bioactive Phenolic Metabolites in the Marine-Derived Fungus Penicillium brevicompactum |
| title_fullStr | Epigenetic Modifiers Induce Bioactive Phenolic Metabolites in the Marine-Derived Fungus Penicillium brevicompactum |
| title_full_unstemmed | Epigenetic Modifiers Induce Bioactive Phenolic Metabolites in the Marine-Derived Fungus Penicillium brevicompactum |
| title_short | Epigenetic Modifiers Induce Bioactive Phenolic Metabolites in the Marine-Derived Fungus Penicillium brevicompactum |
| title_sort | epigenetic modifiers induce bioactive phenolic metabolites in the marine derived fungus penicillium brevicompactum |
| topic | HDACs inhibitors Penicillium brevicompactum phenolic metabolites nicotinamide sodium butyrate antiproliferative pharmacophore |
| url | http://www.mdpi.com/1660-3397/16/8/253 |
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