Anti-Hyperglycemic Activity of Major Compounds from Calea ternifolia
Demethylisoencecalin (1) and caleins A (4) and C (5) (3.16–31.6 mg/kg, p.o.), the major components from an infusion of Calea ternifolia controlled postprandial glucose levels during an oral sucrose tolerance test (OSTT, 3 g/kg) in normal and nicotinamide/streptozotocin (NA/STZ, 40/100 mg/kg) hypergl...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2017-02-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/22/2/289 |
| _version_ | 1811275037842341888 |
|---|---|
| author | Sonia Escandón-Rivera Araceli Pérez-Vásquez Andrés Navarrete Mariana Hernández Edelmira Linares Robert Bye Rachel Mata |
| author_facet | Sonia Escandón-Rivera Araceli Pérez-Vásquez Andrés Navarrete Mariana Hernández Edelmira Linares Robert Bye Rachel Mata |
| author_sort | Sonia Escandón-Rivera |
| collection | DOAJ |
| description | Demethylisoencecalin (1) and caleins A (4) and C (5) (3.16–31.6 mg/kg, p.o.), the major components from an infusion of Calea ternifolia controlled postprandial glucose levels during an oral sucrose tolerance test (OSTT, 3 g/kg) in normal and nicotinamide/streptozotocin (NA/STZ, 40/100 mg/kg) hyperglicemic mice. The effects were comparable to those of acarbose (5 mg/kg). During the isolation of 1, 4, and 5, four additional metabolites not previously reported for the plant, were obtained, namely 6-acetyl-5-hydroxy-2-methyl-2-hydroxymethyl-2H-chromene (3), herniarin (6), scoparone (7), and 4′,7-dimethylapigenin (8). In addition, the structure of calein C (5) was confirmed by X-ray analysis. Pharmacological evaluation of the essential oil of the species (31.6–316.2 mg/kg, p.o.) provoked also an important decrement of blood glucose levels during an OSTT. Gas chromatography coupled with mass spectrometry (GC-MS) analysis of the headspace solid phase microextraction (HS-SPME)-adsorbed compounds and active essential oil obtained by hydrodistillation revealed that chromene 1 was the major component (19.92%); sesquiterpenes represented the highest percentage of the essential oil content (55.67%) and included curcumene (7.10%), spathulenol (12.95%) and caryophyllene oxide (13.0%). A suitable High Performance Liquid Chromatography (HPLC) method for quantifying chromenes 1 and 6-hydroxyacetyl-5-hydroxy-2,2-dimethyl-2H-chromene (2) was developed and validated according to standard protocols. |
| first_indexed | 2024-04-12T23:30:55Z |
| format | Article |
| id | doaj.art-f0c0551d6fb8421580892356b7b7bf35 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-12T23:30:55Z |
| publishDate | 2017-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-f0c0551d6fb8421580892356b7b7bf352022-12-22T03:12:18ZengMDPI AGMolecules1420-30492017-02-0122228910.3390/molecules22020289molecules22020289Anti-Hyperglycemic Activity of Major Compounds from Calea ternifoliaSonia Escandón-Rivera0Araceli Pérez-Vásquez1Andrés Navarrete2Mariana Hernández3Edelmira Linares4Robert Bye5Rachel Mata6Facultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, MexicoFacultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, MexicoFacultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, MexicoFacultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, MexicoInstituto de Biología, Universidad Nacional Autónoma de México, Mexico City 04510, MexicoInstituto de Biología, Universidad Nacional Autónoma de México, Mexico City 04510, MexicoFacultad de Química, Universidad Nacional Autónoma de México, Mexico City 04510, MexicoDemethylisoencecalin (1) and caleins A (4) and C (5) (3.16–31.6 mg/kg, p.o.), the major components from an infusion of Calea ternifolia controlled postprandial glucose levels during an oral sucrose tolerance test (OSTT, 3 g/kg) in normal and nicotinamide/streptozotocin (NA/STZ, 40/100 mg/kg) hyperglicemic mice. The effects were comparable to those of acarbose (5 mg/kg). During the isolation of 1, 4, and 5, four additional metabolites not previously reported for the plant, were obtained, namely 6-acetyl-5-hydroxy-2-methyl-2-hydroxymethyl-2H-chromene (3), herniarin (6), scoparone (7), and 4′,7-dimethylapigenin (8). In addition, the structure of calein C (5) was confirmed by X-ray analysis. Pharmacological evaluation of the essential oil of the species (31.6–316.2 mg/kg, p.o.) provoked also an important decrement of blood glucose levels during an OSTT. Gas chromatography coupled with mass spectrometry (GC-MS) analysis of the headspace solid phase microextraction (HS-SPME)-adsorbed compounds and active essential oil obtained by hydrodistillation revealed that chromene 1 was the major component (19.92%); sesquiterpenes represented the highest percentage of the essential oil content (55.67%) and included curcumene (7.10%), spathulenol (12.95%) and caryophyllene oxide (13.0%). A suitable High Performance Liquid Chromatography (HPLC) method for quantifying chromenes 1 and 6-hydroxyacetyl-5-hydroxy-2,2-dimethyl-2H-chromene (2) was developed and validated according to standard protocols.http://www.mdpi.com/1420-3049/22/2/289Calea ternifoliaAsteraceaechromenessesquiterpene lactonesantihyperglycemic |
| spellingShingle | Sonia Escandón-Rivera Araceli Pérez-Vásquez Andrés Navarrete Mariana Hernández Edelmira Linares Robert Bye Rachel Mata Anti-Hyperglycemic Activity of Major Compounds from Calea ternifolia Molecules Calea ternifolia Asteraceae chromenes sesquiterpene lactones antihyperglycemic |
| title | Anti-Hyperglycemic Activity of Major Compounds from Calea ternifolia |
| title_full | Anti-Hyperglycemic Activity of Major Compounds from Calea ternifolia |
| title_fullStr | Anti-Hyperglycemic Activity of Major Compounds from Calea ternifolia |
| title_full_unstemmed | Anti-Hyperglycemic Activity of Major Compounds from Calea ternifolia |
| title_short | Anti-Hyperglycemic Activity of Major Compounds from Calea ternifolia |
| title_sort | anti hyperglycemic activity of major compounds from calea ternifolia |
| topic | Calea ternifolia Asteraceae chromenes sesquiterpene lactones antihyperglycemic |
| url | http://www.mdpi.com/1420-3049/22/2/289 |
| work_keys_str_mv | AT soniaescandonrivera antihyperglycemicactivityofmajorcompoundsfromcaleaternifolia AT araceliperezvasquez antihyperglycemicactivityofmajorcompoundsfromcaleaternifolia AT andresnavarrete antihyperglycemicactivityofmajorcompoundsfromcaleaternifolia AT marianahernandez antihyperglycemicactivityofmajorcompoundsfromcaleaternifolia AT edelmiralinares antihyperglycemicactivityofmajorcompoundsfromcaleaternifolia AT robertbye antihyperglycemicactivityofmajorcompoundsfromcaleaternifolia AT rachelmata antihyperglycemicactivityofmajorcompoundsfromcaleaternifolia |