Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense
Guang Hui Huang
1
,
Hu Zhu
1
,
Chun Lei
1
,
Pei-Pei Wang
2
,
Jing Yang
3
,
Jing-Ya Li
2
,
Jia Li
2
,
Aijun Hou
1
Publication type: Journal Article
Publication date: 2018-08-01
scimago Q1
wos Q1
SJR: 0.629
CiteScore: 6.5
Impact factor: 3.6
ISSN: 01633864, 15206025
PubMed ID:
30067363
Organic Chemistry
Drug Discovery
Pharmacology
Pharmaceutical Science
Molecular Medicine
Complementary and alternative medicine
Analytical Chemistry
Abstract
Eight enantiomeric pairs of new meromonoterpenoids (1a/1b-8a/8b) and four known compounds (9-12) were isolated from Rhododendron nyingchiense. Their structures were established by spectroscopic methods, quantum chemical calculations, and X-ray crystallography. The enantiomeric pairs were acquired from scalemic mixtures by chiral-phase HPLC and showed diverse heterocyclic frameworks. Compounds 1a/1b possess a rare 6/7/5/5 heterocyclic system, and 2a/2b incorporate a new 6/6/3/5 heterocyclic system featuring a quinone motif. Compounds 3a/3b represent the first meroterpenoids with a 6/6/5 ring system from the Rhododendron genus. Putative biosynthetic pathways of these compounds are proposed. Compounds 1b, 2a-4a, 8a, 8b, and 11 exhibited weak inhibitory effects on PTP1B, with IC50 values ranging from 5.7 ± 0.5 to 61.0 ± 4.8 μM.
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Total citations:
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Citations from 2024:
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(35.42%)
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GOST
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Huang G. H. et al. Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense // Journal of Natural Products. 2018. Vol. 81. No. 8. pp. 1810-1818.
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Huang G. H., Zhu H., Lei C., Wang P., Yang J., Li J., Li J., Hou A. Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense // Journal of Natural Products. 2018. Vol. 81. No. 8. pp. 1810-1818.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.jnatprod.8b00273
UR - https://doi.org/10.1021/acs.jnatprod.8b00273
TI - Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense
T2 - Journal of Natural Products
AU - Huang, Guang Hui
AU - Zhu, Hu
AU - Lei, Chun
AU - Wang, Pei-Pei
AU - Yang, Jing
AU - Li, Jing-Ya
AU - Li, Jia
AU - Hou, Aijun
PY - 2018
DA - 2018/08/01
PB - American Chemical Society (ACS)
SP - 1810-1818
IS - 8
VL - 81
PMID - 30067363
SN - 0163-3864
SN - 1520-6025
ER -
Cite this
BibTex (up to 50 authors)
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@article{2018_Huang,
author = {Guang Hui Huang and Hu Zhu and Chun Lei and Pei-Pei Wang and Jing Yang and Jing-Ya Li and Jia Li and Aijun Hou},
title = {Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense},
journal = {Journal of Natural Products},
year = {2018},
volume = {81},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acs.jnatprod.8b00273},
number = {8},
pages = {1810--1818},
doi = {10.1021/acs.jnatprod.8b00273}
}
Cite this
MLA
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Huang, Guang Hui, et al. “Enantiomeric Pairs of Meroterpenoids with Diverse Heterocyclic Systems from Rhododendron nyingchiense.” Journal of Natural Products, vol. 81, no. 8, Aug. 2018, pp. 1810-1818. https://doi.org/10.1021/acs.jnatprod.8b00273.