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Isolation and identification of a new neo-clerodane diterpenoid from Teucrium chamaedrys L.
Nat Prod Res. 2016; 30(3):299-304.NP

Abstract

Teucrium chamaedrys L. is an aromatic and medicinal plant used as traditional medicine. Aerial parts of the plant material were dried and extracted with hexane-dichloromethane (extract 1), ethyl acetate-dichloromethane (extract 2) and methanol-dichloromethane (extract 3) in a ratio of 1:1 at rt successively. The solvents were evaporated to give crude extracts. Extract 1 was suspended in water at 60°C then partitioned successively with hexane and ethyl acetate to give hexane and ethyl acetate portions. After the column chromatography (silica gel) of ethyl acetate extract, one new and four known compounds were isolated. The new compound was named as 1(12S,18R)-15,16-epoxy-2β,6β-dihydroxy-neo-cleroda-13(16),14-dien-20,l2-olide-l8,l9-hemiacetal (teuchamaedryn D) (4). The known compounds were teucrin A (1), dihydroteugin (2), teucroxide (3), syspirensin A (5). The chromatographic methods were also applied for extract 3 to isolate verbascoside (6) and teucrioside (7). The structure of isolated compounds was elucidated by spectroscopic methods including LC-TOF/MS, 1D NMR and 2D NMR.

Authors+Show Affiliations

a Plant Research Laboratory-A, Department of Chemistry, Faculty of Art and Science, Gaziosmanpasa University , 60240 Tokat , Turkey.a Plant Research Laboratory-A, Department of Chemistry, Faculty of Art and Science, Gaziosmanpasa University , 60240 Tokat , Turkey.a Plant Research Laboratory-A, Department of Chemistry, Faculty of Art and Science, Gaziosmanpasa University , 60240 Tokat , Turkey.a Plant Research Laboratory-A, Department of Chemistry, Faculty of Art and Science, Gaziosmanpasa University , 60240 Tokat , Turkey.a Plant Research Laboratory-A, Department of Chemistry, Faculty of Art and Science, Gaziosmanpasa University , 60240 Tokat , Turkey.a Plant Research Laboratory-A, Department of Chemistry, Faculty of Art and Science, Gaziosmanpasa University , 60240 Tokat , Turkey.b Plant Research Laboratory-B, Department of Chemistry, Faculty of Natural Sciences, Cankiri Karatekin University , 18100 Cankiri , Turkey.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

26264529

Citation

Elmastas, Mahfuz, et al. "Isolation and Identification of a New Neo-clerodane Diterpenoid From Teucrium Chamaedrys L." Natural Product Research, vol. 30, no. 3, 2016, pp. 299-304.
Elmastas M, Erenler R, Isnac B, et al. Isolation and identification of a new neo-clerodane diterpenoid from Teucrium chamaedrys L. Nat Prod Res. 2016;30(3):299-304.
Elmastas, M., Erenler, R., Isnac, B., Aksit, H., Sen, O., Genc, N., & Demirtas, I. (2016). Isolation and identification of a new neo-clerodane diterpenoid from Teucrium chamaedrys L. Natural Product Research, 30(3), 299-304. https://doi.org/10.1080/14786419.2015.1057583
Elmastas M, et al. Isolation and Identification of a New Neo-clerodane Diterpenoid From Teucrium Chamaedrys L. Nat Prod Res. 2016;30(3):299-304. PubMed PMID: 26264529.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Isolation and identification of a new neo-clerodane diterpenoid from Teucrium chamaedrys L. AU - Elmastas,Mahfuz, AU - Erenler,Ramazan, AU - Isnac,Besir, AU - Aksit,Huseyin, AU - Sen,Ozkan, AU - Genc,Nusret, AU - Demirtas,Ibrahim, Y1 - 2015/08/11/ PY - 2015/8/13/entrez PY - 2015/8/13/pubmed PY - 2016/7/28/medline KW - Teucrium chamaedrys L KW - neo-clerodane diterpenoid KW - teuchamaedryn D SP - 299 EP - 304 JF - Natural product research JO - Nat Prod Res VL - 30 IS - 3 N2 - Teucrium chamaedrys L. is an aromatic and medicinal plant used as traditional medicine. Aerial parts of the plant material were dried and extracted with hexane-dichloromethane (extract 1), ethyl acetate-dichloromethane (extract 2) and methanol-dichloromethane (extract 3) in a ratio of 1:1 at rt successively. The solvents were evaporated to give crude extracts. Extract 1 was suspended in water at 60°C then partitioned successively with hexane and ethyl acetate to give hexane and ethyl acetate portions. After the column chromatography (silica gel) of ethyl acetate extract, one new and four known compounds were isolated. The new compound was named as 1(12S,18R)-15,16-epoxy-2β,6β-dihydroxy-neo-cleroda-13(16),14-dien-20,l2-olide-l8,l9-hemiacetal (teuchamaedryn D) (4). The known compounds were teucrin A (1), dihydroteugin (2), teucroxide (3), syspirensin A (5). The chromatographic methods were also applied for extract 3 to isolate verbascoside (6) and teucrioside (7). The structure of isolated compounds was elucidated by spectroscopic methods including LC-TOF/MS, 1D NMR and 2D NMR. SN - 1478-6427 UR - https://www.unboundmedicine.com/medline/citation/26264529/Isolation_and_identification_of_a_new_neo_clerodane_diterpenoid_from_Teucrium_chamaedrys_L_ L2 - https://www.tandfonline.com/doi/full/10.1080/14786419.2015.1057583 DB - PRIME DP - Unbound Medicine ER -