Two new chlorinated sesquiterpenes from Sigesbeckia orientalis

Nguyen Thi Viet Thanh; Dang Thanh Tung; Le Van Duong; Tran Thi Minh; Vu Dinh Hoang; Seo Young Yang; Pham Hai Yen

doi:10.1080/14786419.2022.2099389

Two new chlorinated sesquiterpenes from Sigesbeckia orientalis

Nguyen Thi Viet Thanh, Dang Thanh Tung, Le Van Duong, Tran Thi Minh, Vu Dinh Hoang, Seo Young Yang, Pham Hai Yen

Department of Biology Education

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

Two new chlorinated guaianane-type sesquiterpenes (named chlosigesolides A and B) together with eight known compounds were isolated from the leaves and twigs of Sigesbeckia orientalis. Their structures were determined by analysis of HR-ESI-MS, 1D- and 2D-NMR spectral data as well as comparison with the literature. Absolute configurations of new compounds were elucidated by NOESY and ECD methods. Chlosigesolide A inhibited NO production in LPS-stimulated RAW264.7 macrophages with IC₅₀ value of 10.9 ± 0.8 μM. Other compounds exhibited inhibitory activity at IC₅₀ in range of 26.5 to 49.7 μM.

Original language	English
Pages (from-to)	3677-3684
Number of pages	8
Journal	Natural Product Research
Volume	37
Issue number	21
DOIs	https://doi.org/10.1080/14786419.2022.2099389
State	Published - 2023

Keywords

Chlorinated sesquiterpene
Sigesbeckia orientalis
chlosigesolide
guaianolide
nitric oxide inhibitor

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10.1080/14786419.2022.2099389

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title = "Two new chlorinated sesquiterpenes from Sigesbeckia orientalis",

abstract = "Two new chlorinated guaianane-type sesquiterpenes (named chlosigesolides A and B) together with eight known compounds were isolated from the leaves and twigs of Sigesbeckia orientalis. Their structures were determined by analysis of HR-ESI-MS, 1D- and 2D-NMR spectral data as well as comparison with the literature. Absolute configurations of new compounds were elucidated by NOESY and ECD methods. Chlosigesolide A inhibited NO production in LPS-stimulated RAW264.7 macrophages with IC50 value of 10.9 ± 0.8 μM. Other compounds exhibited inhibitory activity at IC50 in range of 26.5 to 49.7 μM.",

keywords = "Chlorinated sesquiterpene, Sigesbeckia orientalis, chlosigesolide, guaianolide, nitric oxide inhibitor",

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year = "2023",

doi = "10.1080/14786419.2022.2099389",

language = "English",

volume = "37",

pages = "3677--3684",

journal = "Natural Product Research",

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TY - JOUR

T1 - Two new chlorinated sesquiterpenes from Sigesbeckia orientalis

AU - Thi Viet Thanh, Nguyen

AU - Thanh Tung, Dang

AU - Van Duong, Le

AU - Thi Minh, Tran

AU - Dinh Hoang, Vu

AU - Yang, Seo Young

AU - Yen, Pham Hai

PY - 2023

Y1 - 2023

N2 - Two new chlorinated guaianane-type sesquiterpenes (named chlosigesolides A and B) together with eight known compounds were isolated from the leaves and twigs of Sigesbeckia orientalis. Their structures were determined by analysis of HR-ESI-MS, 1D- and 2D-NMR spectral data as well as comparison with the literature. Absolute configurations of new compounds were elucidated by NOESY and ECD methods. Chlosigesolide A inhibited NO production in LPS-stimulated RAW264.7 macrophages with IC50 value of 10.9 ± 0.8 μM. Other compounds exhibited inhibitory activity at IC50 in range of 26.5 to 49.7 μM.

AB - Two new chlorinated guaianane-type sesquiterpenes (named chlosigesolides A and B) together with eight known compounds were isolated from the leaves and twigs of Sigesbeckia orientalis. Their structures were determined by analysis of HR-ESI-MS, 1D- and 2D-NMR spectral data as well as comparison with the literature. Absolute configurations of new compounds were elucidated by NOESY and ECD methods. Chlosigesolide A inhibited NO production in LPS-stimulated RAW264.7 macrophages with IC50 value of 10.9 ± 0.8 μM. Other compounds exhibited inhibitory activity at IC50 in range of 26.5 to 49.7 μM.

KW - Chlorinated sesquiterpene

KW - Sigesbeckia orientalis

KW - chlosigesolide

KW - guaianolide

KW - nitric oxide inhibitor

UR - https://www.scopus.com/pages/publications/85134479728

U2 - 10.1080/14786419.2022.2099389

DO - 10.1080/14786419.2022.2099389

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SN - 1478-6419

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SP - 3677

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JO - Natural Product Research

JF - Natural Product Research

IS - 21

ER -

Two new chlorinated sesquiterpenes from Sigesbeckia orientalis

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Keywords

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