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Trichodermaerin: a diterpene lactone from Trichoderma asperellum

The title compound, C(20)H(28)O(3), known as ‘trichodermaerin’ [systematic name: (4E)-4,9,15,16,16-penta­methyl-6-oxa­tetra­cyclo­[10.3.1.0(1,10).0(5,9)]hexa­dec-4-ene-7,13-dione], is a diterpene lactone which was isolated from Trichoderma asperellum. The structure has a tetra­cycic 6–5–7–5 ring sys...

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Autores principales: Chantrapromma, Suchada, Jeerapong, Chotika, Phupong, Worrapong, Quah, Ching Kheng, Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998585/
https://www.ncbi.nlm.nih.gov/pubmed/24826124
http://dx.doi.org/10.1107/S1600536814004632
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author Chantrapromma, Suchada
Jeerapong, Chotika
Phupong, Worrapong
Quah, Ching Kheng
Fun, Hoong-Kun
author_facet Chantrapromma, Suchada
Jeerapong, Chotika
Phupong, Worrapong
Quah, Ching Kheng
Fun, Hoong-Kun
author_sort Chantrapromma, Suchada
collection PubMed
description The title compound, C(20)H(28)O(3), known as ‘trichodermaerin’ [systematic name: (4E)-4,9,15,16,16-penta­methyl-6-oxa­tetra­cyclo­[10.3.1.0(1,10).0(5,9)]hexa­dec-4-ene-7,13-dione], is a diterpene lactone which was isolated from Trichoderma asperellum. The structure has a tetra­cycic 6–5–7–5 ring system, with the cyclo­hexa­none ring adopting a twisted half-chair conformation and the cyclo­pentane ring adopting a half-chair conformation, whereas the cyclo­heptene and tetra­hydro­furan­anone rings are in chair and envelope (with the methyl-substituted C atom as the flap) conformations, respectively. The three-dimensional architecture is stabilized by C—H⋯O inter­actions.
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spelling pubmed-39985852014-05-13 Trichodermaerin: a diterpene lactone from Trichoderma asperellum Chantrapromma, Suchada Jeerapong, Chotika Phupong, Worrapong Quah, Ching Kheng Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(20)H(28)O(3), known as ‘trichodermaerin’ [systematic name: (4E)-4,9,15,16,16-penta­methyl-6-oxa­tetra­cyclo­[10.3.1.0(1,10).0(5,9)]hexa­dec-4-ene-7,13-dione], is a diterpene lactone which was isolated from Trichoderma asperellum. The structure has a tetra­cycic 6–5–7–5 ring system, with the cyclo­hexa­none ring adopting a twisted half-chair conformation and the cyclo­pentane ring adopting a half-chair conformation, whereas the cyclo­heptene and tetra­hydro­furan­anone rings are in chair and envelope (with the methyl-substituted C atom as the flap) conformations, respectively. The three-dimensional architecture is stabilized by C—H⋯O inter­actions. International Union of Crystallography 2014-03-08 /pmc/articles/PMC3998585/ /pubmed/24826124 http://dx.doi.org/10.1107/S1600536814004632 Text en © Chantrapromma et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Chantrapromma, Suchada
Jeerapong, Chotika
Phupong, Worrapong
Quah, Ching Kheng
Fun, Hoong-Kun
Trichodermaerin: a diterpene lactone from Trichoderma asperellum
title Trichodermaerin: a diterpene lactone from Trichoderma asperellum
title_full Trichodermaerin: a diterpene lactone from Trichoderma asperellum
title_fullStr Trichodermaerin: a diterpene lactone from Trichoderma asperellum
title_full_unstemmed Trichodermaerin: a diterpene lactone from Trichoderma asperellum
title_short Trichodermaerin: a diterpene lactone from Trichoderma asperellum
title_sort trichodermaerin: a diterpene lactone from trichoderma asperellum
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998585/
https://www.ncbi.nlm.nih.gov/pubmed/24826124
http://dx.doi.org/10.1107/S1600536814004632
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