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1.
J Asian Nat Prod Res ; 24(4): 397-402, 2022 Apr.
Article in English | MEDLINE | ID: mdl-34128441

ABSTRACT

One new eremophilane sesquiterpene periconianone L (1), together with four known guaiane-type sesquiterpenes 4,10,11-trihydroxyguaiane (2), (-)-guai-1(10)-ene-4α,11-diolhydroxymecuration (3), guaidiol A (4), and epi-guaidiol A (5) were isolated from the endophytic fungus Periconia sp. F-31. The structure of the new compound was established by spectroscopic methods, including UV, IR, HRESIMS, and extensive NMR techniques. Compound 3 was isolated as natural product for the first time.


Subject(s)
Ascomycota , Sesquiterpenes , Ascomycota/chemistry , Molecular Structure , Polycyclic Sesquiterpenes , Sesquiterpenes/chemistry
2.
Int J Syst Evol Microbiol ; 68(10): 3301-3306, 2018 Oct.
Article in English | MEDLINE | ID: mdl-30152751

ABSTRACT

A novel dark pink pigmented bacterium, designated strain CPCC 100847T (deposited with strain code 0113-15), was isolated from the urban air of Beijing, China. Phylogenetic analysis based on 16S rRNA gene sequences showed that strain CPCC 100847T was related to members of the genus Roseomonas and had the highest 16S rRNA gene sequence similarity to Roseomonas aestuarii JC17T (97.5 %). A low level of DNA-DNA relatedness (18.7 %) with its closest type strain R. aestuarii JC17T (KCTC 22692T) proved that strain CPCC 100847T belonged to a unique genomic species. CPCC 100847T had many common characteristics of the genus Roseomonas, but also had a range of cultural, physiological and biochemical characteristics that separated it from related Roseomonas species. Cells were Gram-negative, cocci- to oval-shaped, non-motile, non-endospore-forming and strictly aerobic. The respiratory ubiquinone was Q-10. The polar lipid profile consisted of diphosphatidylglycerol, phosphatidylglycerol, phosphatidylethanolamine, phosphatidylcholine, an unidentified aminolipid and an unidentified phospholipid. The major fatty acids (>5 %) were C18 : 1ω7c, anteiso-C15 : 0, C16 : 0, iso-C15 : 0 and summed feature 3 (C16 : 1ω7c and/or C16 : 1ω6c). The combined genotypic and phenotypic data indicated that the isolate represents a novel species of the genus Roseomonas. The name proposed for this species is Roseomonasglobiformis sp. nov., with CPCC 100847T (=KCTC 52094T) as the type strain. The DNA G+C composition is 65.2 mol%.


Subject(s)
Air Microbiology , Methylobacteriaceae/classification , Phylogeny , Bacterial Typing Techniques , Base Composition , Beijing , DNA, Bacterial/genetics , Fatty Acids/chemistry , Methylobacteriaceae/genetics , Methylobacteriaceae/isolation & purification , Nucleic Acid Hybridization , Phospholipids/chemistry , Pigmentation , RNA, Ribosomal, 16S/genetics , Sequence Analysis, DNA
3.
J Nat Prod ; 80(10): 2595-2601, 2017 10 27.
Article in English | MEDLINE | ID: mdl-29016131

ABSTRACT

Thirty-three metabolites including five phenalenone derivatives (1-5), seven cytochalasins (6-12), thirteen butenolides (13-25), and eight phenyl derivatives (26-33) were isolated from Aspergillus sp. CPCC 400735 cultured on rice. The structures of all compounds were elucidated by NMR, MS, and CD experiments, of which 1-5 (asperphenalenones A-E), 6 (aspochalasin R), and 13 (aspulvinone R) were identified as new compounds. Specifically, asperphenalenones A-E (1-5) represent an unusual structure composed of a linear diterpene derivative linked to a phenalenone derivative via a C-C bond. Compounds 1, 4, 10, and 26 exhibited anti-HIV activity with IC50 values of 4.5, 2.4, 9.2, and 6.6 µM, respectively (lamivudine 0.1 µM; efavirenz, 0.4 × 10-3 µM).


Subject(s)
4-Butyrolactone/analogs & derivatives , Anti-HIV Agents/isolation & purification , Anti-HIV Agents/pharmacology , Aspergillus/chemistry , Cytochalasins/isolation & purification , Cytochalasins/pharmacology , Diterpenes/isolation & purification , Diterpenes/pharmacology , Phenalenes/isolation & purification , Phenalenes/pharmacology , 4-Butyrolactone/chemistry , 4-Butyrolactone/isolation & purification , 4-Butyrolactone/pharmacology , Anti-HIV Agents/chemistry , China , Cytochalasins/chemistry , Diterpenes/chemistry , Endophytes/chemistry , Inhibitory Concentration 50 , Kadsura/microbiology , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Phenalenes/chemistry
4.
J Asian Nat Prod Res ; 19(6): 541-549, 2017 Jun.
Article in English | MEDLINE | ID: mdl-28395517

ABSTRACT

Five monoterpenoids were isolated from the endophytic fungus Periconia sp. F-31, including three new carene-type monoterpenoids, 2-carene-5,8-diol (1), 2-carene-8,10-diol (2), 2-carene-8-acetamide (3), one new menthene-type monoterpenoid 8-hydroxy-1,7-expoxy-2-menthene (4), and one known monoterpenoid anethofuran (5). The structures of all compounds were elucidated based on a comprehensive spectroscopic data analysis, electronic circular dichroism (ECD), and calculated ECD.


Subject(s)
Antineoplastic Agents/isolation & purification , Ascomycota/chemistry , Monoterpenes/isolation & purification , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Bicyclic Monoterpenes , Circular Dichroism , Crystallography, X-Ray , Drug Screening Assays, Antitumor , Molecular Structure , Monoterpenes/chemistry , Monoterpenes/pharmacology , Nuclear Magnetic Resonance, Biomolecular
5.
Zhongguo Zhong Yao Za Zhi ; 40(12): 2349-51, 2015 Jun.
Article in Chinese | MEDLINE | ID: mdl-26591523

ABSTRACT

To investigate the secondary metabolites of endophytic fungi Pericinia sp. F-31. Column chromatography on silica gel, Sephadex LH-20 and semi-preparative HPLC were used to separate and purify the compounds. Two compounds were isolated from the fermentation broth of Periconia sp. Their structures were identified as 5-(1-hydroxyhexyl) -6-methyl-2H-pyran-2-one (1) and 2-(3-hydroxy-4-methylphenyl) -propanoic acid (2). Compound 1 was a new lactone compound, compound 2 was new natural product, and the NMR data of compound 2 was reported for the first time.


Subject(s)
Annona/microbiology , Ascomycota/metabolism , Drugs, Chinese Herbal/chemistry , Drugs, Chinese Herbal/isolation & purification , Endophytes/metabolism , Lactones/chemistry , Lactones/isolation & purification , Ascomycota/chemistry , Ascomycota/genetics , Ascomycota/isolation & purification , Drugs, Chinese Herbal/metabolism , Endophytes/chemistry , Endophytes/genetics , Endophytes/isolation & purification , Lactones/metabolism , Mass Spectrometry , Molecular Structure
6.
J Asian Nat Prod Res ; 17(6): 656-61, 2015.
Article in English | MEDLINE | ID: mdl-26074011

ABSTRACT

Biotransformations of icariin (1) by cell suspension cultures of Glycyrrhiza uralensis and Morus alba yielded two new metabolites, icaruralins A and B (2 and 3), and one known metabolite, baohuoside I (4). Their structures were determined on the basis of extensive spectroscopic analysis. This is the first report that the cell suspension cultures of G. uralensis and M. alba possess deglycosylation functionality.


Subject(s)
Flavonoids/isolation & purification , Flavonoids/pharmacology , Glycyrrhiza uralensis/chemistry , Morus/chemistry , Biotransformation , Flavonoids/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Roots/chemistry
7.
J Asian Nat Prod Res ; 17(6): 683-8, 2015.
Article in English | MEDLINE | ID: mdl-26027676

ABSTRACT

A new 2-arylbenzofuran compound, 5-dehydroxy-moracin U (1), along with 10 known compounds (2-11), were isolated from cell cultures of Morus alba. Their structures were elucidated on the basis of extensive spectroscopic analyses. The anti-inflammatory activity assay of 1-8 showed that 2 and 8 exhibited significant inhibitory effect on LPS-induced NO production with the values of 76.4% and 98.7% at 10(- 5) M, respectively.


Subject(s)
Benzofurans/isolation & purification , Morus/chemistry , Anti-Inflammatory Agents , Benzofurans/chemistry , Benzofurans/pharmacology , Lipopolysaccharides/pharmacology , Molecular Structure , Nitric Oxide/biosynthesis , Plant Bark/chemistry , Plant Extracts/chemistry
8.
Chem Pharm Bull (Tokyo) ; 61(5): 576-80, 2013.
Article in English | MEDLINE | ID: mdl-23649200

ABSTRACT

A new spiroketallactone, epi-danshenspiroketallactone A (1) and a new C18-norditerpenoid, normiltioane (2) along with 21 known compounds, were isolated from cell cultures of Salvia miltiorrhiza. Their structures were elucidated on the basis of extensive spectroscopic analyses. In the in vitro assays, the compounds 9-11, 21-23 exhibited the significant antitumor activity with the IC(50) ranges of 1.0-8.3 µM.


Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Cell Culture Techniques , Diterpenes/pharmacology , Salvia miltiorrhiza/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/isolation & purification , Cell Line, Tumor , Cell Proliferation/drug effects , Diterpenes/chemistry , Diterpenes/isolation & purification , Dose-Response Relationship, Drug , Drug Screening Assays, Antitumor , Humans , Molecular Structure , Salvia miltiorrhiza/cytology , Structure-Activity Relationship
9.
J Asian Nat Prod Res ; 14(9): 913-7, 2012.
Article in English | MEDLINE | ID: mdl-22924543

ABSTRACT

One new abietane-type norditerpenoid, named militibetin A (1), was isolated from the dry roots of Salvia miltiorrhiza, along with two known diterpenoids, yunnannin A (2) and ferruginol (3). Their structures were established by means of extensive spectroscopic analyses. In vitro, compounds 1-3 were found to show cytotoxicities against selected cancer cells, including P-388, HONE-1, and HT-29, and gave ED(50) values in the range of 2.9-5.4 µg ml(- 1).


Subject(s)
Abietanes/isolation & purification , Abietanes/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Salvia miltiorrhiza/chemistry , Abietanes/chemistry , Animals , Antineoplastic Agents, Phytogenic/chemistry , Drug Screening Assays, Antitumor , HT29 Cells , Humans , Leukemia P388 , Mice , Molecular Structure , Plant Roots/chemistry
10.
J Nat Med ; 66(2): 362-6, 2012 Apr.
Article in English | MEDLINE | ID: mdl-21898133

ABSTRACT

A new coumestan (solalyratin A, 1) and a novel cyclic eight-membered α,ß-unsaturated ketone (solalyratin B, 3), together with three known compounds, puerariafuran (2), coumestrol (4) and 9-hydroxy-2',2'-dimethylpyrano[5',6':2,3]-coumestan (5), were isolated from the whole plant of Solanum lyratum. Their structures were elucidated on the basis of spectroscopic analyses. In vitro, compounds 1-5 showed anti-inflammatory activities, with IC(50) values in the range 6.3-9.1 µM.


Subject(s)
Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Coumarins/chemistry , Coumarins/pharmacology , Ketones/chemistry , Ketones/pharmacology , Animals , Magnetic Resonance Spectroscopy , Molecular Structure , Neutrophils/drug effects , Neutrophils/metabolism , Plant Extracts/chemistry , Plant Extracts/pharmacology , Rats , Solanum
11.
Zhongguo Zhong Yao Za Zhi ; 37(24): 3738-42, 2012 Dec.
Article in Chinese | MEDLINE | ID: mdl-23627170

ABSTRACT

The column chromatography on silica gel, Sephadex LH-20 and semi-preparative HPLC were used to separate and purify the compounds from the EtOAc extract of medium and MeOH extract of cell cultures of Morus alba. Eight compounds were isolated. Based on physico-chemical properties and spectroscopic data, their structures were identified as isobavachalcone (1), genistein (2), norartocarpetin (3), albanin A (4), guangsangon E (5), mulberrofuran F (6), chalcomoracin (7), kuwanon J (8). Compounds 3-6 were isolated from the cell cultures of M. alba for the first time.


Subject(s)
Cell Culture Techniques/methods , Morus/chemistry , Plant Leaves/chemistry , Plants, Medicinal/chemistry , Benzofurans/isolation & purification , Chalcones/isolation & purification , Chromatography, Gel/methods , Chromatography, High Pressure Liquid , Dextrans , Genistein/isolation & purification , Morus/cytology , Plant Leaves/cytology , Plants, Medicinal/cytology , Silica Gel , Terpenes/isolation & purification
12.
Chem Pharm Bull (Tokyo) ; 59(12): 1541-4, 2011.
Article in English | MEDLINE | ID: mdl-22130377

ABSTRACT

Two new terpenoids, (+)-(3S,6S,7R,8S)-periconone A (1) and (-)-(1R,4R,6S,7S)-2-caren-4,8-olide (2), have been isolated from an endophytic fungus Periconia sp., which was collected from the plant Annona muricata. Their structures were elucidated on the basis of extensive spectroscopic analyses. In the in vitro assays, the two compounds showed low cytotoxic activities against six human tumor cell lines (HCT-8, Bel-7402, BGC-823, A549, A2780 and MCF-7) with IC(50)>10(-5) M.


Subject(s)
Annona/microbiology , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Ascomycota/chemistry , Terpenes/chemistry , Terpenes/pharmacology , Antineoplastic Agents/isolation & purification , Cell Line, Tumor , Diterpenes/chemistry , Diterpenes/isolation & purification , Diterpenes/pharmacology , Drug Screening Assays, Antitumor , Humans , Models, Molecular , Neoplasms/drug therapy , Spectrum Analysis , Terpenes/isolation & purification
13.
Nat Prod Res ; 25(11): 1019-24, 2011 Jul.
Article in English | MEDLINE | ID: mdl-21337255

ABSTRACT

Two new norditerpenoid alkaloids, named scutebarbatines M-N (1 and 2), were isolated from the whole plant of Scutellaria barbata D. Don. Their structures were established on the basis of detailed spectral analyses. In vitro, two new compounds showed significant cytotoxic activities against three human cancer lines (HONE-1 nasopharyngeal, KB oral epidermoid carcinoma and HT29 colorectal carcinoma cells), and gave IC50 values in the range of 3.5-6.3 µM.


Subject(s)
Alkaloids/chemistry , Alkaloids/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Scutellaria/chemistry , Cell Line, Tumor , Cell Proliferation/drug effects , Drug Screening Assays, Antitumor , HT29 Cells , Humans , Inhibitory Concentration 50 , Magnetic Resonance Spectroscopy , Molecular Structure
14.
Chem Pharm Bull (Tokyo) ; 58(6): 840-2, 2010 Jun.
Article in English | MEDLINE | ID: mdl-20522996

ABSTRACT

Three new 4-hydroxyisoflavans, named lyratin A (1), lyratin B (2) and lyratin C (3), along with a known compound, 4,7,2'trihydroxy-4'-methoxyisoflavan (4), were isolated from the whole plant of Solanum lyratum. Their structures were established by means of detailed physical data analyses. In vitro, four compounds showed anti-inflammatory activities with inhibitory ratios of release of beta-glucuronidase from polymorphonuclear leukocytes of rats in the range of 30.3-38.6% at 10 microM.


Subject(s)
Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Isoflavones/chemistry , Isoflavones/pharmacology , Neutrophils/drug effects , Solanum/chemistry , Animals , Anti-Inflammatory Agents/isolation & purification , Neutrophils/immunology , Rats
15.
Fitoterapia ; 81(7): 737-41, 2010 Oct.
Article in English | MEDLINE | ID: mdl-20079810

ABSTRACT

Two new neo-clerodane diterpenoids have been isolated from the whole plant of Scutellaria barbata D. Don, and their structures were established by detailed spectral analyses as scutehenanine H (1) and 6-(2,3-epoxy-2-isopropyl-n-propoxyl)barbatin C (2). In vitro, the isolated two new compounds showed significant cytotoxic activities against three human cancer lines, and gave IC(50) values in the range OF 2.0-4.2 µΜ.


Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Diterpenes, Clerodane/isolation & purification , Neoplasms/drug therapy , Phytotherapy , Plant Extracts/therapeutic use , Scutellaria/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Antineoplastic Agents, Phytogenic/therapeutic use , Cell Line, Tumor , Diterpenes, Clerodane/pharmacology , Diterpenes, Clerodane/therapeutic use , Humans , Inhibitory Concentration 50 , Molecular Structure , Plant Extracts/chemistry , Plant Extracts/pharmacology
16.
J Nat Prod ; 72(10): 1793-7, 2009 Oct.
Article in English | MEDLINE | ID: mdl-19785430

ABSTRACT

Six new neo-clerodane diterpenoid alkaloids, named scutehenanines A-D (1, 4, 5, 6), 6-O-acetylscutehenanine A (2), and 6-O-(2-carbonyl-3-methylbutanoyl)scutehenanine A (3), were isolated from the whole plant of Scutellaria barbata. Their structures were established on the basis of detailed physical data analyses. In vitro, the six new isolated compounds showed cytotoxic activities against three human cancer lines (HONE-1 nasopharyngeal, KB oral epidermoid carcinoma, and HT29 colorectal carcinoma cells) and gave IC50 values in the range 2.8-6.4 microM.


Subject(s)
Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Diterpenes, Clerodane/isolation & purification , Diterpenes, Clerodane/pharmacology , Drugs, Chinese Herbal/isolation & purification , Drugs, Chinese Herbal/pharmacology , Plants, Medicinal/chemistry , Scutellaria/chemistry , Alkaloids/chemistry , Alkaloids/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Diterpenes, Clerodane/chemistry , Drug Screening Assays, Antitumor , Drugs, Chinese Herbal/chemistry , Humans , Inhibitory Concentration 50 , Molecular Structure
17.
J Asian Nat Prod Res ; 11(5): 451-6, 2009.
Article in English | MEDLINE | ID: mdl-19504388

ABSTRACT

Two new neo-clerodane diterpenoid alkaloids, scutebarbatine O (1) and 6-O-nicotinoylscutebarbatine G (2), were isolated from the whole plant of Scutellaria barbata. Their structures were elucidated by spectroscopic methods including extensive 1D and 2D NMR analyses. In vitro, compounds 1 and 2 showed cytotoxic activities against three human tumor cell lines, namely, HONE-1 nasopharyngeal, KB oral epidermoid carcinoma, and HT29 colorectal carcinoma cells, and with IC(50) values in the range of 2.1-5.7 microM.


Subject(s)
Alkaloids/isolation & purification , Alkaloids/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Antineoplastic Agents, Phytogenic/pharmacology , Diterpenes, Clerodane/isolation & purification , Diterpenes, Clerodane/pharmacology , Drugs, Chinese Herbal/isolation & purification , Drugs, Chinese Herbal/pharmacology , Plants, Medicinal/chemistry , Scutellaria/chemistry , Alkaloids/chemistry , Antineoplastic Agents, Phytogenic/chemistry , Diterpenes, Clerodane/chemistry , Drug Screening Assays, Antitumor , Drugs, Chinese Herbal/chemistry , HT29 Cells , Humans , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular
18.
Chem Pharm Bull (Tokyo) ; 57(4): 408-10, 2009 Apr.
Article in English | MEDLINE | ID: mdl-19336938

ABSTRACT

Two new sesquiterpenoids, lyratol C (1) and lyratol D (2), together with two known sesquiterpenoids, dehydrovomifoliol (3) and blumenol A (4), were isolated from the whole plant of Solanum lyratum. Their structures were established by spectroscopic analyses. In vitro, the four compounds showed significant cytotoxic activities against three human cancer cell lines, namely, HONE-1 nasopharyngeal, KB oral epidermoid carcinoma, and HT29 colorectal carcinoma cells, and gave IC(50) values in the range 3.7-8.1 microM.


Subject(s)
Antineoplastic Agents/isolation & purification , Sesquiterpenes/isolation & purification , Solanum/chemistry , Antineoplastic Agents/pharmacology , Cell Line, Tumor , Cell Survival/drug effects , Humans , Inhibitory Concentration 50 , Molecular Structure , Sesquiterpenes/pharmacology
19.
Planta Med ; 75(4): 375-7, 2009 Mar.
Article in English | MEDLINE | ID: mdl-19148863

ABSTRACT

Two new alkaloids, named suspensine A (1) and (-)-7'-O-methylegenine (2), along with two known alkaloids, (-)-egenine (3) and (-)-bicuculline (4), were isolated from the ethanolic extract of the fruits of Forsythia suspensa. Their structures were established by means of chemical methods and spectroscopic analyses. In vitro, four alkaloids showed anti-inflammatory activities, with inhibition rates of release of beta-glucuronidase from polymorphonuclear leukocytes of rats being in the range 34.8%-39.6% at 10 microM.


Subject(s)
Alkaloids/chemistry , Alkaloids/pharmacology , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Forsythia/chemistry , Fruit/chemistry , Molecular Structure
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