Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora

ABSTRACT: Myrcauones A–D (1–4), four new phloroglucinol–terpene adducts were isolated from the leaves of Myrciaria cauliflora. Their structures with absolute configurations were elucidated by combination of spectroscopic analysis, single crystal X-ray diffraction, and electronic circular dichroism (...

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Autores principales: Chen, Ming, Cao, Jia-Qing, Wang, Wen-Jing, Li, Ni-Ping, Wu, Yan, Wang, Lei, Ye, Wen-Cai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Singapore 2020
Materias:
Original Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7933295/
https://www.ncbi.nlm.nih.gov/pubmed/33280060
http://dx.doi.org/10.1007/s13659-020-00288-4
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author Chen, Ming
Cao, Jia-Qing
Wang, Wen-Jing
Li, Ni-Ping
Wu, Yan
Wang, Lei
Ye, Wen-Cai
author_facet Chen, Ming
Cao, Jia-Qing
Wang, Wen-Jing
Li, Ni-Ping
Wu, Yan
Wang, Lei
Ye, Wen-Cai
author_sort Chen, Ming
collection PubMed
description ABSTRACT: Myrcauones A–D (1–4), four new phloroglucinol–terpene adducts were isolated from the leaves of Myrciaria cauliflora. Their structures with absolute configurations were elucidated by combination of spectroscopic analysis, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 1 was a rearranged isobutylphloroglucinol–pinene adduct featuring an unusual 2,3,4,4a,10,11-hexahydro-1H-3,11a-methanodibenzo[b,f]oxepin backbone. Compound 4 showed moderate antibacterial activity against Gram-positive bacteria including multiresistant strains. GRAPHIC ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-020-00288-4) contains supplementary material, which is available to authorized users.
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spelling pubmed-79332952021-03-19 Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora Chen, Ming Cao, Jia-Qing Wang, Wen-Jing Li, Ni-Ping Wu, Yan Wang, Lei Ye, Wen-Cai Nat Prod Bioprospect Original Article ABSTRACT: Myrcauones A–D (1–4), four new phloroglucinol–terpene adducts were isolated from the leaves of Myrciaria cauliflora. Their structures with absolute configurations were elucidated by combination of spectroscopic analysis, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 1 was a rearranged isobutylphloroglucinol–pinene adduct featuring an unusual 2,3,4,4a,10,11-hexahydro-1H-3,11a-methanodibenzo[b,f]oxepin backbone. Compound 4 showed moderate antibacterial activity against Gram-positive bacteria including multiresistant strains. GRAPHIC ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s13659-020-00288-4) contains supplementary material, which is available to authorized users. Springer Singapore 2020-12-06 /pmc/articles/PMC7933295/ /pubmed/33280060 http://dx.doi.org/10.1007/s13659-020-00288-4 Text en © The Author(s) 2020 Open AccessThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Original Article
Chen, Ming
Cao, Jia-Qing
Wang, Wen-Jing
Li, Ni-Ping
Wu, Yan
Wang, Lei
Ye, Wen-Cai
Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora
title Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora
title_full Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora
title_fullStr Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora
title_full_unstemmed Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora
title_short Four New Phloroglucinol-Terpene Adducts from the Leaves of Myrciaria cauliflora
title_sort four new phloroglucinol-terpene adducts from the leaves of myrciaria cauliflora
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7933295/
https://www.ncbi.nlm.nih.gov/pubmed/33280060
http://dx.doi.org/10.1007/s13659-020-00288-4
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