Eighteen cyclopenta[]benzopyran derivatives (- and -) and 10 limonoids (- and -) were identified from , including 10 undescribed compounds (-), all of which were identified by analysis of spectroscopic data, electronic circular dichroism calculations, and X-ray crystallography studies. Nine compounds displayed significant cytotoxic activity against three cancer cells, with IC values of 3-900 nM. Sixteen compounds demonstrated potent antiviral activity on the dengue virus, with selectivity index values between 13.0 and 532.6. A mechanism of action investigation revealed that compound may function as an eIF4E activator, which could suppress the expression of the E protein, thereby conferring significant activity against the dengue virus.
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http://dx.doi.org/10.1021/acs.jnatprod.4c01194 | DOI Listing |
J Nat Prod
January 2025
State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China.
Org Biomol Chem
May 2024
School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, PR China.
A water mediated three-component reaction of isatin, 4-aminocoumarin, and 1,3-cyclodicarbonyl compounds is reported for the synthesis of spiro[chromeno[4,3-]cyclopenta[]pyridine-7,3'-indoline]trione and the spiro[chromeno[4,3-]quinoline 7,3'-indoline]trione. Up to 27 different spirooxindole derivatives were synthesized by this method. The bioactivity of these spirooxindole derivatives was evaluated and they were found to show antifungal activity against , , , and .
View Article and Find Full Text PDFBioorg Chem
June 2024
School of Traditional Chinese Materia Medica, Key Laboratory of Innovative Traditional Chinese Medicine for Major Chronic Diseases of Liaoning province, Key Laboratory for TCM Material Basis Study and Innovative Drug Development of Shenyang City, Shenyang Pharmaceutical University, Shenyang 110016, China. Electronic address:
Fifty compounds including seven undescribed (1, 13, 18-20, 30, 31) and forty-three known (2-12, 14-17, 21-29, 32-50) ones were isolated from the extract of the twigs and leaves of Aglaia odorata with anti-neuroinflammatory activities. Their structures were determined by a combination of spectral analysis and calculated spectra (ECD and NMR). Among them, compounds 13-25 were found to possess tertiary amide bonds, with compounds 16, 17, and 19-21 existing detectable cis/trans mixtures in H NMR spectrum measured in CDCl.
View Article and Find Full Text PDFPhytochem Rev
June 2021
Chemodiversity Research Group, Faculty of Life Sciences, University of Vienna, Rennweg 14, 1030 Wien, Austria.
Flavaglines are formed by cycloaddition of a flavonoid nucleus with a cinnamic acid moiety representing a typical chemical character of the genus of the family Meliaceae. Based on biosynthetic considerations 148 derivatives are grouped together into three skeletal types representing 77 cyclopenta[]benzofurans, 61 cyclopenta[]benzopyrans, and 10 benzo[]oxepines. Apart from different hydroxy, methoxy, and methylenedioxy groups of the aromatic rings, important structural variation is created by different substitutions and stereochemistries of the central cyclopentane ring.
View Article and Find Full Text PDFJ Nat Prod
April 2020
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, People's Republic of China.
Twenty new chebulic acid and brevifolincarboxylic acid derivatives, including eight optically pure or achiral compounds (- and ) and six pairs of enantiomers (/-/), along with nine known analogues (-), were isolated from an EtOH extract of the aerial parts of . The absolute configurations of the new compounds were assigned based on single-crystal X-ray diffraction analysis and comparison of the experimental and calculated ECD data. Racemic or scalemic mixtures of - were isolated, and their enantiomers were analyzed by chiral-phase HPLC-ECD measurements.
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