Epimeric Mixtures of Brassinosteroid Analogs: Synthesis, Plant Growth, and Germination Effects in Tomato (<i>Lycopersicum esculentum</i> Mill.)
Brassinosteroids (BRs) play an important role in the growth and development of plants. Herein, we describe the synthesis of epimeric mixtures of BR analogs with 24-norcholane type side chains, S/R configuration at C22 and A/B ring cis-type fusion. All epimeric mixtures were synthetized from hyodeoxy...
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| Format: | Article |
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MDPI AG
2020-06-01
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| Series: | Agronomy |
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| Online Access: | https://www.mdpi.com/2073-4395/10/6/808 |
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| author | Nitza Soto César González Marco Mellado Andrés F. Olea Yamilet Coll Katy Díaz Luis Espinoza |
| author_facet | Nitza Soto César González Marco Mellado Andrés F. Olea Yamilet Coll Katy Díaz Luis Espinoza |
| author_sort | Nitza Soto |
| collection | DOAJ |
| description | Brassinosteroids (BRs) play an important role in the growth and development of plants. Herein, we describe the synthesis of epimeric mixtures of BR analogs with 24-norcholane type side chains, S/R configuration at C22 and A/B ring cis-type fusion. All epimeric mixtures were synthetized from hyodeoxycholic acid. The biological activity of mixtures was evaluated by using rice lamina inclination test and germination of tomato (<i>Lycopersicum esculentum</i>) seeds. The results show that these epimeric mixtures exhibit similar bioactivity to brassinolide in both bioassays. Thus, our results corroborate that the A/B junction has almost no effect on bioactivity and open the possibility of using epimeric mixtures instead of pure compounds. In this approach, the synthesized BR analogs maintain a good level of bioactivity, whereas the synthesis is shorter, cheaper and with higher yields. All these factors make this alternative very interesting for potential application. |
| first_indexed | 2024-03-10T19:21:01Z |
| format | Article |
| id | doaj.art-8ed2b8be4bfd4e37b76fd82461b1ab79 |
| institution | Directory Open Access Journal |
| issn | 2073-4395 |
| language | English |
| last_indexed | 2024-03-10T19:21:01Z |
| publishDate | 2020-06-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Agronomy |
| spelling | doaj.art-8ed2b8be4bfd4e37b76fd82461b1ab792023-11-20T03:00:20ZengMDPI AGAgronomy2073-43952020-06-0110680810.3390/agronomy10060808Epimeric Mixtures of Brassinosteroid Analogs: Synthesis, Plant Growth, and Germination Effects in Tomato (<i>Lycopersicum esculentum</i> Mill.)Nitza Soto0César González1Marco Mellado2Andrés F. Olea3Yamilet Coll4Katy Díaz5Luis Espinoza6Departamento de Química, Universidad Técnica Federico Santa María, Av. España No. 1680, Valparaíso 2390123, ChileDepartamento de Química, Universidad Técnica Federico Santa María, Av. España No. 1680, Valparaíso 2390123, ChileInstituto de Química, Facultad de Ciencias, Pontificia Universidad Católica de Valparaíso, Av. Universidad #330, Curauma, Valparaíso 2340000, ChileInstituto de Ciencias Químicas Aplicadas, Facultad de Ingeniería, Universidad Autónoma de Chile, Santiago 8910339, ChileCenter for Natural Products Research, Faculty of Chemistry, University of Havana, Zapata y G, La Habana 10400, CubaDepartamento de Química, Universidad Técnica Federico Santa María, Av. España No. 1680, Valparaíso 2390123, ChileDepartamento de Química, Universidad Técnica Federico Santa María, Av. España No. 1680, Valparaíso 2390123, ChileBrassinosteroids (BRs) play an important role in the growth and development of plants. Herein, we describe the synthesis of epimeric mixtures of BR analogs with 24-norcholane type side chains, S/R configuration at C22 and A/B ring cis-type fusion. All epimeric mixtures were synthetized from hyodeoxycholic acid. The biological activity of mixtures was evaluated by using rice lamina inclination test and germination of tomato (<i>Lycopersicum esculentum</i>) seeds. The results show that these epimeric mixtures exhibit similar bioactivity to brassinolide in both bioassays. Thus, our results corroborate that the A/B junction has almost no effect on bioactivity and open the possibility of using epimeric mixtures instead of pure compounds. In this approach, the synthesized BR analogs maintain a good level of bioactivity, whereas the synthesis is shorter, cheaper and with higher yields. All these factors make this alternative very interesting for potential application.https://www.mdpi.com/2073-4395/10/6/808brassinosteroid analogsRice Lamina Inclination Test (RLIT)phytohormonegermination percentage |
| spellingShingle | Nitza Soto César González Marco Mellado Andrés F. Olea Yamilet Coll Katy Díaz Luis Espinoza Epimeric Mixtures of Brassinosteroid Analogs: Synthesis, Plant Growth, and Germination Effects in Tomato (<i>Lycopersicum esculentum</i> Mill.) Agronomy brassinosteroid analogs Rice Lamina Inclination Test (RLIT) phytohormone germination percentage |
| title | Epimeric Mixtures of Brassinosteroid Analogs: Synthesis, Plant Growth, and Germination Effects in Tomato (<i>Lycopersicum esculentum</i> Mill.) |
| title_full | Epimeric Mixtures of Brassinosteroid Analogs: Synthesis, Plant Growth, and Germination Effects in Tomato (<i>Lycopersicum esculentum</i> Mill.) |
| title_fullStr | Epimeric Mixtures of Brassinosteroid Analogs: Synthesis, Plant Growth, and Germination Effects in Tomato (<i>Lycopersicum esculentum</i> Mill.) |
| title_full_unstemmed | Epimeric Mixtures of Brassinosteroid Analogs: Synthesis, Plant Growth, and Germination Effects in Tomato (<i>Lycopersicum esculentum</i> Mill.) |
| title_short | Epimeric Mixtures of Brassinosteroid Analogs: Synthesis, Plant Growth, and Germination Effects in Tomato (<i>Lycopersicum esculentum</i> Mill.) |
| title_sort | epimeric mixtures of brassinosteroid analogs synthesis plant growth and germination effects in tomato i lycopersicum esculentum i mill |
| topic | brassinosteroid analogs Rice Lamina Inclination Test (RLIT) phytohormone germination percentage |
| url | https://www.mdpi.com/2073-4395/10/6/808 |
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