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

Hanoi University of Science and Technology
Vietnamese Academy of Science and Technology

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

M3 - Article

C2 - 35862631

AN - SCOPUS:85134479728

SN - 1478-6419

VL - 37

SP - 3677

EP - 3684

JO - Natural Product Research

JF - Natural Product Research

IS - 21

ER -

Two new chlorinated sesquiterpenes from Sigesbeckia orientalis

Abstract

Keywords

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