1.Bioactive sesquineolignans from the twigs of Litsea cubeba.
Huan XIA ; Gui-Yang XIA ; Ling-Yan WANG ; Min WANG ; Ya-Nan WANG ; Peng-Cheng LIN ; Sheng LIN
Chinese Journal of Natural Medicines (English Ed.) 2021;19(10):796-800
In a continuing search for biological natural products with structure diversity from traditional Chinese herbs, five new sesquineolignans (1-5) were isolated from an ethyl acetate extract of the twigs of Litsea cubeba. Their structures were elucidated based on MS, 1D and 2D NMR spectroscopic data, as well as experimental electronic circular dichroism (ECD) spectra. Compounds 1-5 showed moderate inhibitory effects against LPS-induced NO production in RAW264.7 macrophages, with IC
Litsea
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Macrophages
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Molecular Structure
3.New homoisoflavanones from Polygonatum odoratum (Mill.) Druce.
Li-Hong LI ; Feng-Zhi REN ; Shu-Hong CHEN ; Yue-Qi GAO
Acta Pharmaceutica Sinica 2009;44(7):764-767
To study chemical constituents of Polygonatum odoratum (Mill.) Druce, the compounds were separated with column chromatography and HPLC. On the basis of physicochemical properties and spectral data, their structures were confirmed. Nine compounds were isolated and identified as 5,7-dihydroxy-6-methoxyl-8-methyl-3-(2',4'-dihydroxybenzyl)chroman-4-one (1), 5,7-dihydroxy-6-methyl-3-(2',4'-dihydroxybenzyl)chroman-4-one (2), 5,7-dihydroxy-6-methoxyl-8-methyl-3-(4'-methoxybenzyl)chroman-4-one (3), disporopsin (4), chrysoeriol (5), 5,4'-dihydroxy-7-methoxy-6-methylflavone (6), N-trans-feruloyltyramine (7), N-trans-feruloyloctopamine (8), and (+)-syringaresinol (9). Compounds 1-3 are new homoisoflavanones. Compounds 4-9 are isolated from this plant for the first time.
Isoflavones
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isolation & purification
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Molecular Structure
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Polygonatum
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chemistry
4.Chemical constituents of Allophylus longipes.
Xiang-Yun ZHANG ; Xiang-Hai CAI ; Xiao-Dong LUO
Chinese Journal of Natural Medicines (English Ed.) 2012;10(1):36-39
AIM:
To investigate the chemical constituents of Allophylus longipes.
METHODS:
Compounds were isolated and purified by various chromatographic techniques and their structures were elucidated by physicochemical characteristics and spectral data.
RESULTS:
Twenty-five compounds were isolated and identified as cycloart-24-en-3β, 26-diol (1), 3-oxotrirucalla-7, 24-dien-21-oic acid (2), zizyberenalic acid (3), colubrinic acid (4), ent-4(15)-eudesmene-1β, 6α-diol (5), 4(15)-eudesmene-1β, 8α-diol (6), 4(15)-eudesmene-1β, 5α-diol (7), methyl asterrate (8), betulin (9), betulinic aldehyde (10), betulinic acid (11), 3β-hydroxy-5α, 8α-epidioxyergosta-6, 22-dien (12), 3-oxo-19α-hydroxyurs-12-en-28-oic acid (13), ursolic acid (14), scopoletin (15), fraxidin (16), cleomiscosin A (17), 4-hydroxy-3-methoxybenzaldehyde (18), 4-hydroxy-3-methoxycinnamaldehyde (19), 2',6'-dihydroxy-4'-methoxyacetophenone (20), p-(aminoalkyl)-benzoic acid (21), 4-hydroxy-3-methoxybenzoic acid (22), 1-O-p-coumaroylglucose (23), β-sitosterol (24), and poriferast-5-ene-3β, 4β-diol (25).
CONCLUSION
All the compounds were isolated from Allophylus longipes for the first time.
Molecular Structure
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Plant Extracts
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chemistry
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Sapindaceae
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chemistry
5.C_(19)-diterpenoid alkaloids from Aconitum austroyunnanense.
Jiang HU ; Tao LYU ; Jian CAI ; Xiu GAO ; Li-Fang ZHANG ; Nian-Hua JING ; Tian-Feng PENG ; Jun-You SHI ; Shan-Hu HAO
China Journal of Chinese Materia Medica 2019;44(4):717-722
Eight C_(19)-diterpenoid alkaloids( 1-8) were isolated from the ethyl acetate soluble fraction of 95% ethanol extract of the ground roots of Aconitum austroyunnanense through various column chromatographies on silica gel,ODS,Sephadex LH-20 and MCI gel.Their structures were elucidated as 14α-benzoyloxy-13β,15α-dihydroxy-1α,6α,8β,16β,18-pentamethoxy-19-oxoaconitan( 1),N-deethylaconitine( 2),spicatine B( 3),leucanthumsine A( 4),acofamine B( 5),macrorhynine B( 6),aconitilearine( 7),and ambiguine( 8) based on their chemical and physicochemical properties and spectroscopic data. Compound 1 was a new compound and alkaloids 2-8 were isolated from this plant for the first time. Some isolated alkaloids were tested in vitro for cytotoxic potential by employing the MTT method. As a result,alkaloid 1 exhibited weak cytotoxic activity against three tested tumor cell lines( A-549,He La,and Hep G2) with IC_(50) values less than 20 μmol·L~(-1).
Aconitum
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Alkaloids
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Diterpenes
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Molecular Structure
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Plant Roots
6.Research progress of polycyclic polyprenylated acylphloroglucinols natural products.
Xue-Bing ZHAO ; Yi GUO ; Yan-Yan WANG ; Yong-Hui ZHANG
China Journal of Chinese Materia Medica 2021;46(12):3076-3086
Due to their fascinating chemical structures and extensive pharmacological activities, polycyclic polyprenylated acylphloroglucinols(PPAPs) have become one of the current research hotspots of natural products. In particular, some of the PPAPs not only have novel non-traditional skeleton types, but also contain more unknown possible activities, which are of great significance for the development of lead compounds. The structure, source, biosynthetic pathway and pharmacological activities of PPAPs with non-traditio-nal skeleton types isolated and identified in recent years are reviewed, in order to provide references for further research on such compounds.
Biological Products
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Hypericum
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Molecular Structure
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Phloroglucinol
7.Chemical constituents of triterpenoids from Euphorbia resinifera.
Ya-Jie LI ; Teng-Fei JI ; Jun ZHAO ; Zheng-Yi GU
China Journal of Chinese Materia Medica 2021;46(17):4433-4437
The combination of normal-phase silica gel column chromatography, octadecyl silica(ODS) column chromatography, semi-preparative high performance liquid chromatography(HPLC), etc. was employed to isolate and purify the chemical components from Euphorbia resinifera, and 7 triterpenoids were separated from the ethanol extract of the medicinal materials. Their structures were identified by various spectroscopy methods as cycloartan-1,24-diene-3-one(1), cycloartan-1,24-diene-3-ol(2), 3β-hydroxy-lanosta-8,24-diene-11-one(3), lnonotusane C(4), eupha-8,24-diene-3β-ol-7,11-dione(5), eupha-24-methylene-8-ene-3β-ol-7,11-dione(6), and eupha-8,24-diene-3β,11β-diol-7-one(7). Compounds 1 and 2 are new compounds, and compound 3 is obtained from nature for the first time.
Drugs, Chinese Herbal
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Euphorbia
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Molecular Structure
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Triterpenes
8.Four new lanostane triterpenoids from latex of Euphorbia resinifera.
Miao-Miao LI ; Yan-Ru QI ; Ya-Ping FENG ; Wei LIU ; Tao YUAN
China Journal of Chinese Materia Medica 2021;46(18):4744-4748
Four new lanostane triterpenoids, 3β-hydroxy-12α-methoxylanosta-7,9(11),24-triene(1), 3β-hydroxy-12α-methoxy-24-methylene-lanost-7,9(11)-dien(2), 3,7-dioxo-lanosta-8,24-diene(3), and 3,7-dioxo-24-methylene-lanost-8-en(4), were isolated from the latex of Euphorbia resinifera with a variety of chromatography methods. Their structures were elucidated based on spectroscopic data and/or comparison with the data reported in previous research. Compounds 1, 2, and 4 showed moderate inhibition of LPS-induced NO production by RAW264.7, with IC_(50) of 30.4, 37.5, and 28.3 μmol·L~(-1), respectively.
Euphorbia
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Latex
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Molecular Structure
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Steroids
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Triterpenes
9.Chemistry research on natural product derivatives of dihydro-β-agarofuran sesquiterpenoids.
Ruo-Nan NING ; Jia-Qi XU ; Yi-Xin XU
China Journal of Chinese Materia Medica 2020;45(23):5712-5721
Dihydro-β-agarofuran sesquiterpenoids possess chemical diversity and biodiversity. A dihydro-β-agarofuran sesquiterpenoid with only hydroxyl groups has been prepared by basic hydrolysis of crude extract of Euonymus bungeanus with 0.4% yield. Twelve derivatives were available in esterification, oxidation, decarboxylation, etc. Extensive ~1H-NMR,~(13)C-NMR, MS spectroscopic analyses and single-crystal X-ray diffraction analysis with Cu Kα radiation indicated that eleven derivatives were new compounds. The results will provide reference for chemistry study on natural product derivatives of dihydro-β-agarofuran sesquiterpenoids.
Biological Products
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Euonymus
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Molecular Structure
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Sesquiterpenes
10.Study on chemical constituents of Wedelia trilobata.
Quan-Yu LIU ; Hong-Fang YANG ; Shan FENG ; Yan HU
China Journal of Chinese Materia Medica 2021;46(3):630-634
A new taraxer-based triterpenoid ester, taraxer-14-en-30-al-3β-O-palmitate(1), was isolated from the whole plant of Wedelia trilobata, along with six known compounds, ent-kaur-16-en-19-oic acid(2), 16α-hydroxy-ent-kauran-19-oic acid(3), tara-xerol(4), β-amyrin(5), 1β-acetoxy-4α, 9α-dihydroxy-6β-isobutyroxyprostatolide(6), and stigmasterol(7). Their structures were elucidated with use of a combination of spectroscopic techniques(IR, HR-ESI-MS, 1 D, 2 D NMR data) and chemical methods.
Magnetic Resonance Spectroscopy
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Molecular Structure
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Triterpenes
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Wedelia