Nardokanshone A, a new type of sesquieterpenoid–chalcone hybrid from Nardostachys chinensis

Wang, Pengcheng; Ran, Xin; Luo, Huai‐Rong; Liu, Yuqing; Hu, Jiang‐Miao; Zhou, Jun

doi:10.1016/j.tetlet.2013.05.127

Cited by 15 publications

(6 citation statements)

References 21 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The results obtained in both CoMFA-CSE and CoMSIA-CDE models were in agreement with previous studies, including the favorable negative charges at C-3 30 , C-7 27 , C-8 and C-2′ 31 and favorable positive charges at C-4′ 22 . Moreover, bulky groups in CoMFA-CSE model at C-5 27 , C-7 32 , C-2′ 33 , C-4′ 33 and C-5′ 34 were also consistent with the reported results.…”

Section: Discussionsupporting

confidence: 91%

3D-QSAR and docking studies of flavonoids as potent Escherichia coli inhibitors

Fang

Zang

et al. 2016

Sci Rep

View full text Add to dashboard Cite

Flavonoids are potential antibacterial agents. However, key substituents and mechanism for their antibacterial activity have not been fully investigated. The quantitative structure-activity relationship (QSAR) and molecular docking of flavonoids relating to potent anti-Escherichia coli agents were investigated. Comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) were developed by using the pIC50 values of flavonoids. The cross-validated coefficient (q2) values for CoMFA (0.743) and for CoMSIA (0.708) were achieved, illustrating high predictive capabilities. Selected descriptors for the CoMFA model were ClogP (logarithm of the octanol/water partition coefficient), steric and electrostatic fields, while, ClogP, electrostatic and hydrogen bond donor fields were used for the CoMSIA model. Molecular docking results confirmed that half of the tested flavonoids inhibited DNA gyrase B (GyrB) by interacting with adenosine-triphosphate (ATP) pocket in a same orientation. Polymethoxyl flavones, flavonoid glycosides, isoflavonoids changed their orientation, resulting in a decrease of inhibitory activity. Moreover, docking results showed that 3-hydroxyl, 5-hydroxyl, 7-hydroxyl and 4-carbonyl groups were found to be crucial active substituents of flavonoids by interacting with key residues of GyrB, which were in agreement with the QSAR study results. These results provide valuable information for structure requirements of flavonoids as antibacterial agents.

show abstract

Section: Discussionsupporting

confidence: 91%

3D-QSAR and docking studies of flavonoids as potent Escherichia coli inhibitors

Fang

Zang

et al. 2016

Sci Rep

View full text Add to dashboard Cite

show abstract

“…With the plant extract with antibacterial activities increasingly being found, more and more flavonoids have proven to be antibacterial agents, especially the ones with hydrophobic substituents such as prenyl groups [23][24][25][26]. Some studies have focused on the structure prerequisites for antibacterial activity of flavonoids, but no reviews have been systematically documented the developments on the antibacterial flavoniods.…”

Section: Introductionmentioning

confidence: 99%

Antibacterial Activities of Flavonoids: Structure-Activity Relationship and Mechanism

Fei¹,

Yang²,

Tang³

et al. 2014

CMC

605

369

View full text Add to dashboard Cite

Flavonoids are well known as antibacterial agents against a wide range of pathogenic microorganism. With increasing prevalence of untreatable infections induced by antibiotic resistance bacteria, flavonoids have attracted much interest because of the potential to be substitutes for antibiotics. In this review, the structure-relationship of flavonoids as antibacterial agents is summarized, and the recent advancements on the antibacterial mechanisms of flavonoids are also discussed. It is concluded that hydroxyls at special sites on the aromatic rings of flavonoids improve the activity. However, the methylation of the active hydroxyl groups generally decreases the activity. Besides, the lipopholicity of the ring A is vital for the activity of chalcones. The hydrophobic substituents such as prenyl groups, alkylamino chains, alkyl chains, and nitrogen or oxygen containing heterocyclic moieties usually enhance the activity for all the flavonoids. The proposed antibacterial mechanisms of flavonoids are as follows: inhibition of nucleic acid synthesis, inhibition of cytoplasmic membrane function, inhibition of energy metabolism, inhibition of the attachment and biofilm formation, inhibition of the porin on the cell membrane, alteration of the membrane permeability, and attenuation of the pathogenicity.

show abstract

“…Nardostachys chinensis Batalin (NCB, same as “Gansong” in Traditional Chinese Medicine and “Sumbul Chine” in Traditional Uyghur Medicine), which belongs to the genus Nardostachys (Valerianaceae), is a well-known traditional herbal medicine, enriched with a series of aristolane, nardosinane, guaiane-type sesquiterpenes [ 4 ]. The roots and rhizomes of NCB have long been used for their sedative [ 5 ], aromatic [ 5 ], stomachic [ 6 , 7 ], and neuron protective effects [ 8 – 10 ]. NCB plays efficient roles in strengthening tendons and nourishing brain and heart, in antinociception, and in neurotrophy as a Traditional Uyghur Medicine [ 8 ] and is used for chest tightness, shortness of breath, hypertension, and neurasthenia [ 6 , 11 ].…”

Section: Introductionmentioning

confidence: 99%

The Effects of Aqueous Extract from Nardostachys chinensis Batalin on Blood Pressure and Cardiac Hypertrophy in Two‐Kidney One‐Clip Hypertensive Rats

Rayile

Zhang

et al. 2017

Evidence-Based Complementary and Alternative Medicine

View full text Add to dashboard Cite

Aims The aim of this study was to investigate the effects of the aqueous extract of Nardostachys chinensis Batalin (NCBAE) on blood pressure and cardiac hypertrophy using two-kidney one-clip (2K1C) hypertensive rats. Methods 2K1C rat models were set up by clipping the left renal artery. Sham-operated rats underwent the same surgical procedure except for renal arterial clipping. 2K1C hypertensive rats were orally given NCBAE at doses of 210, 420, and 630 mg·kg−1·d−1 for 6 weeks. Twelve weeks after surgery, rat SBP and echocardiographic parameters were measured, cardiac histopathology was assessed, serum NO and LDH were detected, and the expression of Bcl-2 and caspase-3 of left ventricular tissue was assessed by western blot. Results Treatment with NCBAE resulted in a decrease of SBP, LVPWd, LVPWs, IVSd, IVSs, LVW/BW ratio, and cardiomyocyte CSA, an increase of LVEF, and inhibition of 2K1C-induced reduction in serum NO and elevation of LDH compared with 2K1C group. NCBAE intervention also showed a significant increase of Bcl-2 expression and reduction of cleaved caspase-3 level dose-dependently in left ventricular tissue. Conclusion Our data demonstrate that NCBAE has an antihypertensive property and protective effect on 2K1C-induced cardiac hypertrophy especially at the dose of 630 mg·kg−1·d−1.

show abstract

Nardokanshone A, a new type of sesquieterpenoid–chalcone hybrid from Nardostachys chinensis

Cited by 15 publications

References 21 publications

3D-QSAR and docking studies of flavonoids as potent Escherichia coli inhibitors

3D-QSAR and docking studies of flavonoids as potent Escherichia coli inhibitors

Antibacterial Activities of Flavonoids: Structure-Activity Relationship and Mechanism

The Effects of Aqueous Extract from Nardostachys chinensis Batalin on Blood Pressure and Cardiac Hypertrophy in Two‐Kidney One‐Clip Hypertensive Rats

Contact Info

Product

Resources

About