Flavidanolides A and B from Isodon flavidus

Jiang-Hai Ye; Guo-Yong Luo; Chen-Liang Zhao; Zheng-Ming Liang; Jin-Huai Wei; Ya-Hua Liu; Kang He; Lu-Tai Pan; Jing-Jie Zhang; Juan Zou; Hong-Jie Zhang

doi:10.1016/j.cclet.2023.108621

Flavidanolides A and B from Isodon flavidus

Jiang-Hai Ye
, Guo-Yong Luo
, Chen-Liang Zhao
, Zheng-Ming Liang
, Jin-Huai Wei
, Ya-Hua Liu
, Kang He
, Lu-Tai Pan
, Jing-Jie Zhang
, Juan Zou^*
, Hong-Jie Zhang^*

^*Corresponding author for this work

Chinese Medicine - Teaching and Research Division

Research output: Contribution to journal › Journal article › peer-review

4 Citations (Scopus)

Abstract

A phytochemical investigation on Isodon flavidus led to the isolation of flavidanolide A (1), a rearranged diterpenoid featuring a six/seven/five-membered tricyclic skeleton, together with flavidanolide B (2), an uncommon heterodimeric diterpenoid consisting of a norabietane and a seco-isopimarane monomeric units. Their structures were elucidated by extensive spectroscopic data and single-crystal X-ray diffraction analyses. Their plausible biosynthetic routes were also proposed. In the bioassay, flavidanolide B was found to exhibit good inhibitory effect against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells comparable to positive control pyrrolidinedithiocarbamate ammonium (PDTC), which provided evidence for the medicinal value of I. flavidus as a folk medicine for treating inflammatory diseases.

Original language	English
Article number	108621
Number of pages	5
Journal	Chinese Chemical Letters
Volume	34
Issue number	9
Early online date	30 May 2023
DOIs	https://doi.org/10.1016/j.cclet.2023.108621
Publication status	Published - Sept 2023

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

User-Defined Keywords

Antiinflammatory effects
Heterodimeric diterpenoid
Isodon flavidus
Plausible biosynthetic pathway
Rearranged six/seven/five-membered skeleton

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10.1016/j.cclet.2023.108621

Cite this

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title = "Flavidanolides A and B from Isodon flavidus",

abstract = "A phytochemical investigation on Isodon flavidus led to the isolation of flavidanolide A (1), a rearranged diterpenoid featuring a six/seven/five-membered tricyclic skeleton, together with flavidanolide B (2), an uncommon heterodimeric diterpenoid consisting of a norabietane and a seco-isopimarane monomeric units. Their structures were elucidated by extensive spectroscopic data and single-crystal X-ray diffraction analyses. Their plausible biosynthetic routes were also proposed. In the bioassay, flavidanolide B was found to exhibit good inhibitory effect against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells comparable to positive control pyrrolidinedithiocarbamate ammonium (PDTC), which provided evidence for the medicinal value of I. flavidus as a folk medicine for treating inflammatory diseases.",

keywords = "Antiinflammatory effects, Heterodimeric diterpenoid, Isodon flavidus, Plausible biosynthetic pathway, Rearranged six/seven/five-membered skeleton",

author = "Jiang-Hai Ye and Guo-Yong Luo and Chen-Liang Zhao and Zheng-Ming Liang and Jin-Huai Wei and Ya-Hua Liu and Kang He and Lu-Tai Pan and Jing-Jie Zhang and Juan Zou and Hong-Jie Zhang",

note = "Funding Information: This work was supported by the National Natural Science Foundation of China (No. 82204605 ), the National Natural Science Foundation of China (No. 81560709 ), the Technology Fund of Guizhou Administration of Traditional Chinese Medicine (No. QZYY-2022-019 ), Science and Technology Tip-top Talent Foundation of Universities in Guizhou Province (No. Qian jiao he KY (2021) 034 ), the Research Grant Council of the Hong Kong Special Administrative Region , China (No. HKBU 12102219 ), the University Grants Committee of the Hong Kong Special Administrative Region , China (UGC Research Matching Grant Scheme, No. RMG2019\_1\_19 ). Publisher Copyright: {\textcopyright} 2023",

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journal = "Chinese Chemical Letters",

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T1 - Flavidanolides A and B from Isodon flavidus

AU - Ye, Jiang-Hai

AU - Luo, Guo-Yong

AU - Zhao, Chen-Liang

AU - Liang, Zheng-Ming

AU - Wei, Jin-Huai

AU - Liu, Ya-Hua

AU - He, Kang

AU - Pan, Lu-Tai

AU - Zhang, Jing-Jie

AU - Zou, Juan

AU - Zhang, Hong-Jie

N1 - Funding Information: This work was supported by the National Natural Science Foundation of China (No. 82204605 ), the National Natural Science Foundation of China (No. 81560709 ), the Technology Fund of Guizhou Administration of Traditional Chinese Medicine (No. QZYY-2022-019 ), Science and Technology Tip-top Talent Foundation of Universities in Guizhou Province (No. Qian jiao he KY (2021) 034 ), the Research Grant Council of the Hong Kong Special Administrative Region , China (No. HKBU 12102219 ), the University Grants Committee of the Hong Kong Special Administrative Region , China (UGC Research Matching Grant Scheme, No. RMG2019_1_19 ). Publisher Copyright: © 2023

PY - 2023/9

Y1 - 2023/9

N2 - A phytochemical investigation on Isodon flavidus led to the isolation of flavidanolide A (1), a rearranged diterpenoid featuring a six/seven/five-membered tricyclic skeleton, together with flavidanolide B (2), an uncommon heterodimeric diterpenoid consisting of a norabietane and a seco-isopimarane monomeric units. Their structures were elucidated by extensive spectroscopic data and single-crystal X-ray diffraction analyses. Their plausible biosynthetic routes were also proposed. In the bioassay, flavidanolide B was found to exhibit good inhibitory effect against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells comparable to positive control pyrrolidinedithiocarbamate ammonium (PDTC), which provided evidence for the medicinal value of I. flavidus as a folk medicine for treating inflammatory diseases.

AB - A phytochemical investigation on Isodon flavidus led to the isolation of flavidanolide A (1), a rearranged diterpenoid featuring a six/seven/five-membered tricyclic skeleton, together with flavidanolide B (2), an uncommon heterodimeric diterpenoid consisting of a norabietane and a seco-isopimarane monomeric units. Their structures were elucidated by extensive spectroscopic data and single-crystal X-ray diffraction analyses. Their plausible biosynthetic routes were also proposed. In the bioassay, flavidanolide B was found to exhibit good inhibitory effect against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells comparable to positive control pyrrolidinedithiocarbamate ammonium (PDTC), which provided evidence for the medicinal value of I. flavidus as a folk medicine for treating inflammatory diseases.

KW - Antiinflammatory effects

KW - Heterodimeric diterpenoid

KW - Isodon flavidus

KW - Plausible biosynthetic pathway

KW - Rearranged six/seven/five-membered skeleton

UR - https://www.scopus.com/pages/publications/85163468174

U2 - 10.1016/j.cclet.2023.108621

DO - 10.1016/j.cclet.2023.108621

M3 - Journal article

AN - SCOPUS:85163468174

SN - 1001-8417

VL - 34

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 9

M1 - 108621

ER -

Flavidanolides A and B from Isodon flavidus

Abstract

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