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Lonimacranaldes A–C, three iridoids with novel skeletons from Lonicera macranthoides
Lonimacranaldes A and B (1 and 2), along with one biogenetically related intermediate, lonimacranalde C (3), were isolated from the flower buds of Lonicera macranthoides. Characterized by an iridoid structure and an additional C-6 unit with an aldehyde group, compounds 1 and 2 are the first examples...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9066900/ https://www.ncbi.nlm.nih.gov/pubmed/35518883 http://dx.doi.org/10.1039/c9ra04029c |
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author | Mei, Yu-Dan Li, Hai-Bo Pang, Qian-Qian Li, Ting Pan, Da-Bo Dai, Yi Qin, Da-Peng Meng, He Yao, Xin-Sheng Yu, Yang |
author_facet | Mei, Yu-Dan Li, Hai-Bo Pang, Qian-Qian Li, Ting Pan, Da-Bo Dai, Yi Qin, Da-Peng Meng, He Yao, Xin-Sheng Yu, Yang |
author_sort | Mei, Yu-Dan |
collection | PubMed |
description | Lonimacranaldes A and B (1 and 2), along with one biogenetically related intermediate, lonimacranalde C (3), were isolated from the flower buds of Lonicera macranthoides. Characterized by an iridoid structure and an additional C-6 unit with an aldehyde group, compounds 1 and 2 are the first examples of hybrid iridoids possessing an unexpected 6/5/6 fused tricyclic ring system, while compound 3 serves as an important precursor for their generation. The structures of lonimacranaldes A–C (1–3) were revealed by extensive spectroscopic and X-ray diffraction analyses. A plausible biogenetic pathway for them was proposed. Compound 3 showed anti-inflammatory activities by inhibiting the production of IL-6 on LPS-induced RAW 264.7 cells with an IC(50) value of 6.33 μM. |
format | Online Article Text |
id | pubmed-9066900 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90669002022-05-04 Lonimacranaldes A–C, three iridoids with novel skeletons from Lonicera macranthoides Mei, Yu-Dan Li, Hai-Bo Pang, Qian-Qian Li, Ting Pan, Da-Bo Dai, Yi Qin, Da-Peng Meng, He Yao, Xin-Sheng Yu, Yang RSC Adv Chemistry Lonimacranaldes A and B (1 and 2), along with one biogenetically related intermediate, lonimacranalde C (3), were isolated from the flower buds of Lonicera macranthoides. Characterized by an iridoid structure and an additional C-6 unit with an aldehyde group, compounds 1 and 2 are the first examples of hybrid iridoids possessing an unexpected 6/5/6 fused tricyclic ring system, while compound 3 serves as an important precursor for their generation. The structures of lonimacranaldes A–C (1–3) were revealed by extensive spectroscopic and X-ray diffraction analyses. A plausible biogenetic pathway for them was proposed. Compound 3 showed anti-inflammatory activities by inhibiting the production of IL-6 on LPS-induced RAW 264.7 cells with an IC(50) value of 6.33 μM. The Royal Society of Chemistry 2019-07-16 /pmc/articles/PMC9066900/ /pubmed/35518883 http://dx.doi.org/10.1039/c9ra04029c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Mei, Yu-Dan Li, Hai-Bo Pang, Qian-Qian Li, Ting Pan, Da-Bo Dai, Yi Qin, Da-Peng Meng, He Yao, Xin-Sheng Yu, Yang Lonimacranaldes A–C, three iridoids with novel skeletons from Lonicera macranthoides |
title | Lonimacranaldes A–C, three iridoids with novel skeletons from Lonicera macranthoides |
title_full | Lonimacranaldes A–C, three iridoids with novel skeletons from Lonicera macranthoides |
title_fullStr | Lonimacranaldes A–C, three iridoids with novel skeletons from Lonicera macranthoides |
title_full_unstemmed | Lonimacranaldes A–C, three iridoids with novel skeletons from Lonicera macranthoides |
title_short | Lonimacranaldes A–C, three iridoids with novel skeletons from Lonicera macranthoides |
title_sort | lonimacranaldes a–c, three iridoids with novel skeletons from lonicera macranthoides |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9066900/ https://www.ncbi.nlm.nih.gov/pubmed/35518883 http://dx.doi.org/10.1039/c9ra04029c |
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