scholarly journals Three New Phthalide Glycosides from the Rhizomes of Cnidium officinale and Their Recovery Effect on Damaged Otic Hair Cells in Zebrafish

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 7034
Author(s):  
Hyoung-Geun Kim ◽  
Seon Min Oh ◽  
Na Woo Kim ◽  
Ji Heon Shim ◽  
Youn Hee Nam ◽  
...  

The extract from Cnidium officinale rhizomes was shown in a prior experiment to markedly recover otic hair cells in zebrafish damaged by neomycin. The current study was brought about to identify the principal metabolite. Column chromatography using octadecyl SiO2 and SiO2 was performed to isolate the major metabolites from the active fraction. The chemical structures were resolved on the basis of spectroscopic data, including NMR, IR, MS, and circular dichroism (CD) data. The isolated phthalide glycosides were assessed for their recovery effect on damaged otic hair cells in neomycin-treated zebrafish. Three new phthalide glycosides were isolated, and their chemical structures, including stereochemical characteristics, were determined. Two glycosides (0.1 μM) showed a recovery effect (p < 0.01) on otic hair cells in zebrafish affected by neomycin ototoxicity. Repeated column chromatography led to the isolation of three new phthalide glycosides, named ligusticosides C (1), D (2), and E (3). Ligusticoside C and ligusticoside E recovered damaged otic hair cells in zebrafish.

Biomolecules ◽  
2019 ◽  
Vol 9 (12) ◽  
pp. 806 ◽  
Author(s):  
Jin Su Lee ◽  
Miran Jeong ◽  
Sangsu Park ◽  
Seung Mok Ryu ◽  
Jun Lee ◽  
...  

Two new aryltetralin lactone lignans, petasitesins A and B were isolated from the hot water extract of the leaves of butterbur (Petasites japonicus) along with six known compounds. The chemical structures of lignans 1 and 2 were elucidated on the basis of 1D and 2D nuclear magnetic resonance (NMR) spectroscopic data, electronic circular dichroism (ECD) and vibrational circular dichroism (VCD) spectra. Petasitesin A and cimicifugic acid D showed significant inhibitory effects on the production of both prostaglandin E2 (PGE2) and NO in RAW264.7 macrophages. The expressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) were inhibited by compound 1 in RAW264.7 cells. Furthermore, compounds 1 and 3 exhibited strong affinities with both iNOS and COX-2 enzymes in molecular docking studies.


2011 ◽  
Vol 89 (1) ◽  
pp. 72-76 ◽  
Author(s):  
Fa-Zuo Wang ◽  
De-Hai Li ◽  
Tian-Jiao Zhu ◽  
Min Zhang ◽  
Qian-Qun Gu

Two new metabolites containing a 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione core, pseurotin A1 (1) and A2 (2), as well as pseurotin A (3), were isolated from the holothurian-derived fungus Aspergillus fumigatus WFZ-25. These compounds were determined using extensive analysis of their spectroscopic data, including 1D and 2D NMR, HR-ESI-MS, and circular dichroism (CD) experiments.


2000 ◽  
Vol 871 (1-2) ◽  
pp. 181-188 ◽  
Author(s):  
Hideko Kanazawa ◽  
Yuko Kunito ◽  
Yoshikazu Matsushima ◽  
Shigeo Okubo ◽  
Fumiko Mashige

2014 ◽  
Vol 69 (6) ◽  
pp. 742-746 ◽  
Author(s):  
Zhuo Du ◽  
Feng-Ni Wen ◽  
Ji-Ping Zhang ◽  
Jian-Feng Wua ◽  
Fang Liu ◽  
...  

Two new sesquiterpenes, named aristoyunnolin I (1) and J (2), together with eight known compounds (3 - 10) were isolated from the roots of Aristolochia yunnanensis. Compounds 1 and 2 feature a rare hydroazulene-type sesquiterpene skeleton and represent the third and fourth examples of this kind found in nature. The structures were determined from spectroscopic data, and the absolute configurations of 1 - 3 were assigned by comparing experimental with simulated electronic circular dichroism (ECD) spectra. Compounds 1, 2, 6 - 10 were isolated from this plant for the first time. The cytotoxic activities of 1 - 10 were evaluated against P-388 and A-549 cell lines. Only compounds 4 and 5 showed moderate activity with IC50 values ranging from 12.0 to 18.2 μM.


Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 433 ◽  
Author(s):  
Meng Bai ◽  
Guo-Lei Huang ◽  
Rong-Qing Mei ◽  
Bin Wang ◽  
You-Ping Luo ◽  
...  

Three new lactones penicilactones A−C (1−3) were obtained from the mangrove-derived fungus Penicillium sp. TGM112. Their structures and absolute configurations were determined by detailed NMR, MS spectroscopic data, Mo2(OAc)4-induced electronic circular dichroism (ECD), and circular dichroism (CD) spectroscopy. Compound 1 showed antibacterial activity against Staphylococcus aureus with an MIC value of 6.25 μg/mL. Compound 2 showed insecticidal activity against newly hatched larvae of Culex quinquefasciatus with the LC50 value of 78.5 (±0.58) μg/mL.


2011 ◽  
Vol 100 (3) ◽  
pp. 320a ◽  
Author(s):  
Benjamin Woollett ◽  
Lee Whitmore ◽  
Andrew J. Miles ◽  
Robert W. Janes ◽  
B.A. Wallace

Structure ◽  
2010 ◽  
Vol 18 (10) ◽  
pp. 1267-1269 ◽  
Author(s):  
Lee Whitmore ◽  
Benjamin Woollett ◽  
Andrew J. Miles ◽  
Robert W. Janes ◽  
B.A. Wallace

Author(s):  
NAGAO KOBAYASHI

This paper provides a short, representative summary of recent progress in the electronic absorption, magnetic and natural circular dichroism, fluorescence and phosphorescence emission, and IR and Raman vibrational spectroscopies of porphyrine and phthalocyanine compounds. These spectroscopies are discussed in the microsymposium entitled ‘Theoretical Interpretation of Spectroscopic Data’.


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