Structural Elucidation of Malonylcommunol and 6β-Hydroxy-<i>trans</i>-communic Acid, Two Undescribed Diterpenes from <i>Salvia cinnabarina</i>. First Examples of Labdane Diterpenoids from a Mexican <i>Salvia</i> Species
The aerial parts of <i>Salvia cinnabarina</i> afforded two undescribed labdane diterpenoids <b>1</b> and <b>2</b> (malonylcommunol and 6β-hydroxy-<i>trans</i>-communic acid) along with two known labdane diterpenoids, <i>trans</i>-communic a...
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| Format: | Article |
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MDPI AG
2020-04-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/8/1808 |
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| author | Celia Bustos-Brito Antonio Nieto-Camacho Simón Hernandez-Ortega José Rivera-Chávez Leovigildo Quijano Baldomero Esquivel |
| author_facet | Celia Bustos-Brito Antonio Nieto-Camacho Simón Hernandez-Ortega José Rivera-Chávez Leovigildo Quijano Baldomero Esquivel |
| author_sort | Celia Bustos-Brito |
| collection | DOAJ |
| description | The aerial parts of <i>Salvia cinnabarina</i> afforded two undescribed labdane diterpenoids <b>1</b> and <b>2</b> (malonylcommunol and 6β-hydroxy-<i>trans</i>-communic acid) along with two known labdane diterpenoids, <i>trans</i>-communic acid (<b>3</b>) and <i>trans</i>-communol (<b>4</b>). Additionally, seven known metabolites were also isolated; two isopimarane diterpenoids <b>5</b> and <b>6</b>, two sesquiterpenoids identified as β-eudesmol (<b>7</b>) and cryptomeridiol (<b>8</b>), and three aromatic compounds identified as phthalic acid (<b>9</b>), a mixture of tyrosol fatty acid esters (<b>10</b>) and the flavone salvigenine (<b>11</b>). While compounds compounds <b>1</b>–<b>3</b> showed significant inhibition of yeast α-glucosidase, compounds <b>2</b>, <b>3</b> and <b>7</b> had no anti-inflammatory activity in the edema model induced by TPA. This paper is not only the first report on a wild population of <i>Salvia cinnabarina</i>, but also of the presence of labdane-type diterpenoids in a Mexican <i>Salvia</i> sp. |
| first_indexed | 2024-03-10T20:27:38Z |
| format | Article |
| id | doaj.art-f5671c4aad9c4fdcb7567b178da82b71 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T20:27:38Z |
| publishDate | 2020-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-f5671c4aad9c4fdcb7567b178da82b712023-11-19T21:40:48ZengMDPI AGMolecules1420-30492020-04-01258180810.3390/molecules25081808Structural Elucidation of Malonylcommunol and 6β-Hydroxy-<i>trans</i>-communic Acid, Two Undescribed Diterpenes from <i>Salvia cinnabarina</i>. First Examples of Labdane Diterpenoids from a Mexican <i>Salvia</i> SpeciesCelia Bustos-Brito0Antonio Nieto-Camacho1Simón Hernandez-Ortega2José Rivera-Chávez3Leovigildo Quijano4Baldomero Esquivel5Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City 04510, MexicoInstituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City 04510, MexicoInstituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City 04510, MexicoInstituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City 04510, MexicoInstituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City 04510, MexicoInstituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Mexico City 04510, MexicoThe aerial parts of <i>Salvia cinnabarina</i> afforded two undescribed labdane diterpenoids <b>1</b> and <b>2</b> (malonylcommunol and 6β-hydroxy-<i>trans</i>-communic acid) along with two known labdane diterpenoids, <i>trans</i>-communic acid (<b>3</b>) and <i>trans</i>-communol (<b>4</b>). Additionally, seven known metabolites were also isolated; two isopimarane diterpenoids <b>5</b> and <b>6</b>, two sesquiterpenoids identified as β-eudesmol (<b>7</b>) and cryptomeridiol (<b>8</b>), and three aromatic compounds identified as phthalic acid (<b>9</b>), a mixture of tyrosol fatty acid esters (<b>10</b>) and the flavone salvigenine (<b>11</b>). While compounds compounds <b>1</b>–<b>3</b> showed significant inhibition of yeast α-glucosidase, compounds <b>2</b>, <b>3</b> and <b>7</b> had no anti-inflammatory activity in the edema model induced by TPA. This paper is not only the first report on a wild population of <i>Salvia cinnabarina</i>, but also of the presence of labdane-type diterpenoids in a Mexican <i>Salvia</i> sp.https://www.mdpi.com/1420-3049/25/8/1808<i>Salvia cinnabarina</i>labdane diterpenoidα-glucosidase |
| spellingShingle | Celia Bustos-Brito Antonio Nieto-Camacho Simón Hernandez-Ortega José Rivera-Chávez Leovigildo Quijano Baldomero Esquivel Structural Elucidation of Malonylcommunol and 6β-Hydroxy-<i>trans</i>-communic Acid, Two Undescribed Diterpenes from <i>Salvia cinnabarina</i>. First Examples of Labdane Diterpenoids from a Mexican <i>Salvia</i> Species Molecules <i>Salvia cinnabarina</i> labdane diterpenoid α-glucosidase |
| title | Structural Elucidation of Malonylcommunol and 6β-Hydroxy-<i>trans</i>-communic Acid, Two Undescribed Diterpenes from <i>Salvia cinnabarina</i>. First Examples of Labdane Diterpenoids from a Mexican <i>Salvia</i> Species |
| title_full | Structural Elucidation of Malonylcommunol and 6β-Hydroxy-<i>trans</i>-communic Acid, Two Undescribed Diterpenes from <i>Salvia cinnabarina</i>. First Examples of Labdane Diterpenoids from a Mexican <i>Salvia</i> Species |
| title_fullStr | Structural Elucidation of Malonylcommunol and 6β-Hydroxy-<i>trans</i>-communic Acid, Two Undescribed Diterpenes from <i>Salvia cinnabarina</i>. First Examples of Labdane Diterpenoids from a Mexican <i>Salvia</i> Species |
| title_full_unstemmed | Structural Elucidation of Malonylcommunol and 6β-Hydroxy-<i>trans</i>-communic Acid, Two Undescribed Diterpenes from <i>Salvia cinnabarina</i>. First Examples of Labdane Diterpenoids from a Mexican <i>Salvia</i> Species |
| title_short | Structural Elucidation of Malonylcommunol and 6β-Hydroxy-<i>trans</i>-communic Acid, Two Undescribed Diterpenes from <i>Salvia cinnabarina</i>. First Examples of Labdane Diterpenoids from a Mexican <i>Salvia</i> Species |
| title_sort | structural elucidation of malonylcommunol and 6β hydroxy i trans i communic acid two undescribed diterpenes from i salvia cinnabarina i first examples of labdane diterpenoids from a mexican i salvia i species |
| topic | <i>Salvia cinnabarina</i> labdane diterpenoid α-glucosidase |
| url | https://www.mdpi.com/1420-3049/25/8/1808 |
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