Sesquiterpenoid

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Weidong Zhang - One of the best experts on this subject based on the ideXlab platform.

  • inula Sesquiterpenoids structural diversity cytotoxicity and anti tumor activity
    Expert Opinion on Investigational Drugs, 2014
    Co-Authors: Guowei Wang, Xiangrong Cheng, Jiangjiang Qin, Yunheng Shen, Huizi Jin, Lei Shan, Weidong Zhang
    Abstract:

    Introduction: The plants of the genus Inula (Asteraceae) are widely distributed throughout Europe, Africa and Asia, and many of these plants have long been used in folk medicine. This genus is a rich source of Sesquiterpenoids, which exhibit a wide range of biological activities. Recently, a series of bioactive Sesquiterpenoid dimers, with unusual carbon skeletons, have been reported and these have gathered considerable interest. Areas covered: This article systematically reviews Sesquiterpenoids isolated from the genus Inula that have appeared in literature up to August 2013, critically highlighting their anti-tumoral activities and relevant mechanistic insights. The authors also discuss the initial structure–activity relationships for the cytotoxic and anti-tumoral activities of the Inula Sesquiterpenoids. Finally, the authors discuss the challenges and potential applications of these Sesquiterpenoids in the future. Expert opinion: Cytotoxic and anti-tumor activities of Inula Sesquiterpenoids have been ...

  • neomerane type Sesquiterpenoids from valeriana officinalis var latifolia
    Tetrahedron, 2014
    Co-Authors: Xianpeng Zu, Bingyang Chen, Xianqing Hu, Weidong Zhang, Jinxin Wang, Huiliang Li
    Abstract:

    Abstract Valeneomerins A–D, two new neomerane-type Sesquiterpenoids and two new nor-Sesquiterpenoids, were isolated from the roots of Valeriana officinalis var. latifolia. Among them, valeneomerin A (1) was identified as a Sesquiterpenoid with an unprecedented 15,3-lactone loop while valeneomerin C (3) and valeneomerin D (4) were determined to be nor-Sesquiterpenoids with a new 15-reductive neomerane-type carbon skeleton. Their structures were elucidated by detailed spectroscopic analysis and Cu Kα X-ray crystallography. Compounds 1, 2, and 4 exhibited significant neuroprotective effects against H2O2 induced oxidative stress in SH-SY5Y cells with viability of 49.8, 40.9, and 44.6% each at 50 μM, respectively, in contrast to positive control (catechin, 50 μM) with viability of 32.6%.

  • Inula Sesquiterpenoids: structural diversity, cytotoxicity and anti-tumor activity
    Expert opinion on investigational drugs, 2014
    Co-Authors: Guowei Wang, Xiangrong Cheng, Jiangjiang Qin, Yunheng Shen, Huizi Jin, Lei Shan, Weidong Zhang
    Abstract:

    The plants of the genus Inula (Asteraceae) are widely distributed throughout Europe, Africa and Asia, and many of these plants have long been used in folk medicine. This genus is a rich source of Sesquiterpenoids, which exhibit a wide range of biological activities. Recently, a series of bioactive Sesquiterpenoid dimers, with unusual carbon skeletons, have been reported and these have gathered considerable interest. This article systematically reviews Sesquiterpenoids isolated from the genus Inula that have appeared in literature up to August 2013, critically highlighting their anti-tumoral activities and relevant mechanistic insights. The authors also discuss the initial structure-activity relationships for the cytotoxic and anti-tumoral activities of the Inula Sesquiterpenoids. Finally, the authors discuss the challenges and potential applications of these Sesquiterpenoids in the future. Cytotoxic and anti-tumor activities of Inula Sesquiterpenoids have been extensively studied since the 1970s. One promising compound, Japonicone A, a dimeric sesquiterpene lactone from traditional herb Inula japonica, has displayed potent in vitro and in vivo anti-tumor activity against Burkitt's lymphoma. Additionally, acetylbritannilactone is thought to be capable of suppressing the abnormal vascular smooth muscle cell proliferation, with the induction of apoptosis in vivo and in vitro. In this regard, it may be worthwhile further investigating acetylbritannilactone in patients with vascular restenosis. Furthermore, given the anti-inflammatory property of britanin, clinical studies on chronic bronchitis and asthma, using the ethanol extract of I. japonica, are currently underway in South Korea. However, despite demonstrating good therapeutic effects, additional pharmacological and toxicological studies are still needed.

  • selective cytotoxicity inhibition of cell cycle progression and induction of apoptosis in human breast cancer cells by Sesquiterpenoids from inula lineariifolia turcz
    European Journal of Medicinal Chemistry, 2013
    Co-Authors: Jiangjiang Qin, Weidong Zhang, Huizi Jin, Lei Shan, Ying Huang, Shoude Zhang, Sukesh Voruganti, Subhasree Nag, Wei Wang, Ruiwen Zhang
    Abstract:

    Four new Sesquiterpenoid dimers (lineariifolianoids E-H, 1-4), five new Sesquiterpenoids (5-9), and seven known Sesquiterpenoids (10-16) were isolated from the aerial parts of Inula lineariifolia Turcz. Their structures were determined by spectroscopic data analysis and X-ray diffraction studies. The compounds were then evaluated for their in vitro cytotoxicity against two human breast cancer cell lines (MCF-7 and MDA-MB-231) and one normal breast cell line (MCF-10A). Lineariifolianoid E (1) showed IC50 values of 1.56 μM and 2.75 μM against MCF-7 and MDA-MB-231, respectively. However, lineariifolianoid E demonstrated low toxicity to MCF-10A cells, which indicated a selective cytotoxicity for tumor cells. Further studies also presented that lineariifolianoid E had significant, dose-dependent effects on cell cycle progression and apoptosis in breast cancer cells.

  • Terpenoids from stems and leaves of Cupressus gigantea.
    Chinese Journal of Natural Medicines, 2010
    Co-Authors: Chun-mei Liu, Hui-bin Zhou, Weidong Zhang
    Abstract:

    Abstract Aim To study the chemical constituents of Cupressus gigantea . Methods The chemical constituents were isolated by various chromatographic methods, and the chemical structures were elucidated on the basis of spectral analysis (NMR, MS). Results A new labdane-type diterpenoid, fourteen known diterpenoids, and two known Sesquiterpenoids were isolated from the stems and leaves of Cupressus gigantea . The structure of the new compound ( 1 ) was elucidated on the basis of the analysis of spectroscopic data. Conclusion Compound 1 is a new Sesquiterpenoid, compounds 1–17 were isolated from this plant for the first time.

Xu-li Tang - One of the best experts on this subject based on the ideXlab platform.

Mingyu Liu - One of the best experts on this subject based on the ideXlab platform.

Yue-wei Guo - One of the best experts on this subject based on the ideXlab platform.

  • Uncommon Polyoxygenated Sesquiterpenoids from South China Sea Soft Coral Lemnalia flava
    2019
    Co-Authors: Lin-fu Liang, Jiadong Sun, Han Sun, Yue-wei Guo, Hong Wang
    Abstract:

    A detailed chemical investigation of the Chinese soft coral Lemnalia flava yielded four new nardosinane-type Sesquiterpenoids (1–4), one new neolemnane-type Sesquiterpenoid (5), and one new Sesquiterpenoid with an uncommon 6/9 fused bicyclic skeleton (6), together with two known related compounds (7 and 8). The structures and absolute configurations of 1–8 were determined on the basis of extensive spectroscopic data analyses, X-ray diffraction analysis, chemical reactions, and computer-assisted structural elucidation including 13C NMR data calculation, residual dipolar coupling based NMR analysis, and time-dependent density functional theoryelectronic circular dichroism calculation. Plausible biogenetic pathways of two uncommon Sesquiterpenoids (4 and 6) were proposed

  • New Sesquiterpenoids from the South China Sea soft corals Clavularia viridis and Lemnalia flava
    Beilstein-Institut, 2019
    Co-Authors: Yuan Gao, Li Sheng, Hong Wang, Meng-meng Zhang, Yue-wei Guo
    Abstract:

    A detailed chemical investigation of the South China Sea soft corals Clavularia viridis and Lemnalia flava yielded four new halogenated laurane-type Sesquiterpenoids, namely, isobromolaurenisol (1), clalaurenol A (2), ent-laurenisol (3), clalaurenol B (4), and the new aromadendrane-type Sesquiterpenoid claaromadendrene (6), together with three known Sesquiterpenoids (5, 7, and 8). Their structures were determined by extensive spectroscopic analysis and by comparison with the previously reported analogues. In a bioassay, compounds 1, 2 and 4 exhibited interesting inhibitory activities in vitro against PTP1B and NF-κB

  • compositacins a k bioactive chamigrane type haloSesquiterpenoids from the red alga laurencia composita yamada
    Phytochemistry, 2017
    Co-Authors: Chang Sheng Jiang, Yue-wei Guo, Yi Zhang, Pan Sun, Tibor Kurtan, Attila Mandi, Li Gong Yao, Ai Hong Liu, Bin Wang, Shui Chun Mao
    Abstract:

    Abstract Eleven highly halogenated chamigrane Sesquiterpenoids, compositacins A–K, including one unusual rearranged chamigrane Sesquiterpenoid, compositacin A, were isolated from the red alga Laurencia composita Yamada, along with seven known structural analogues. Compositacins B and D are the first examples of chamigranes bearing an ether bridge involving C-5/C-9 and C-3/C-5, respectively, while compositacins B and C represent the first chamigranes with a C-10 carbonyl group. Their structures were elucidated on the basis of extensive spectroscopic analysis. The absolute configuration of compositacin B was determined by ECD calculation, whereas the absolute configurations of compositacins A and C–L were proposed on biosynthetic grounds by comparison to compositacin B and the related known Sesquiterpenoids johnstonol and yicterpene A. We also suggest that the structure of the previously reported Sesquiterpenoid laurokamin A should be revised. Cytotoxicity and antifungal activity of these isolates were also investigated. The results showed that compositacin G exhibited good antifungal activity against Microsporum gypseum (Cmccfmza) with a MIC80 value of 4 μg/mL relative to positive controls. Four of the chamigrane haloSesquiterpenoids showed marginal cytotoxicity against the A-549 human lung adenocarcinoma cell line with IC50 values ranging from 48.6 to 85.2 μM.

Leen Van Ofwegen - One of the best experts on this subject based on the ideXlab platform.