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1.
Chem Biodivers ; 21(6): e202400567, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38602253

ABSTRACT

Five new cytochalasins, diaporchalasins A-E (1-5), together with 14 known congeners (6-19) were isolated from the endophytic fungus Diaporthe sp. BMX12, which was isolated from the branches of Aquilaria sinensis. The structures of the new compounds were elucidated by extensive spectroscopic analyses including high-resolution electron spray ionization mass spectrometry (HR-ESI-MS) and nuclear magnetic resonance (NMR). Their absolute configurations were assigned by theoretical electronic circular dichroism (ECD) calculations. Compounds 11 and 12 featuring a keto carbonyl at C-21 displayed cytotoxicity toward K562, BEL-7402, SGC-7901, A549, and HeLa cell lines with IC50 values ranging from 4.4 to 47.4 µM.


Subject(s)
Ascomycota , Cytochalasins , Drug Screening Assays, Antitumor , Thymelaeaceae , Cytochalasins/chemistry , Cytochalasins/pharmacology , Cytochalasins/isolation & purification , Humans , Thymelaeaceae/chemistry , Thymelaeaceae/microbiology , Ascomycota/chemistry , Ascomycota/metabolism , Cell Line, Tumor , Antineoplastic Agents/pharmacology , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Molecular Structure , Cell Proliferation/drug effects , Structure-Activity Relationship , Dose-Response Relationship, Drug , Molecular Conformation , Cell Survival/drug effects
2.
J Nat Prod ; 85(5): 1193-1200, 2022 05 27.
Article in English | MEDLINE | ID: mdl-35512012

ABSTRACT

Eight new phenethoxy derivatives, trichoasperellins A-H (1-8), were isolated from the endophytic fungus Trichoderma asperellum G10 isolated from the medicinal plant Areca catechu L. The structures of these compounds were elucidated from spectroscopic data, J-based configurational analysis, and Mosher's methods. Compounds 1-4 and 6-8 bear one or two multioxidized C7 moieties with the same carbon skeleton. The carbon skeletons of compounds 6-8 are new, all containing three moieties connected via two acetal carbons similar to those of disaccharide glycosides. Compound 4 inhibited nitric oxide production with an IC50 value of 48.3 µM, comparable to that of the positive control indomethacin (IC50, 42.3 µM).


Subject(s)
Hypocreales , Trichoderma , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Areca , Carbon , Molecular Structure , Trichoderma/chemistry
3.
J Asian Nat Prod Res ; 23(11): 1030-1036, 2021 Nov.
Article in English | MEDLINE | ID: mdl-33225746

ABSTRACT

Two new compounds named epipaxilline (1) and penerpene J (2) were isolated from the marine-derived fungus Penicillium sp. KFD28. Their structures including absolute configurations were determined on the basis of spectroscopic methods and ECD analysis. Compounds 1 and 2 showed inhibitory activities against PTP1B with IC50 values of 31.5 and 9.5 µM, respectively, and compound 2 also showed inhibitory activities against TCPTP with IC50 value of 14.7 µM.


Subject(s)
Diterpenes , Penicillium , Fungi , Indoles , Molecular Structure
4.
Zhongguo Zhong Yao Za Zhi ; 44(18): 3974-3978, 2019 Sep.
Article in Zh | MEDLINE | ID: mdl-31872733

ABSTRACT

Callicarpa nudiflora,which is a big brand of Li nationality medicine with Hainan characteristics,has the effects of dissolving stasis,hemostasis,anti-inflammatory and antibacterial. At present,there is a lack of information about the reference genome of C. nudiflora. The study of the genome size,heterozygosity rate and characteristics of SSR of C. nudiflora,can provide an effective basis for the formulation of the whole genome de novo sequencing strategy and development of SSR molecular markers of C. nudiflora. To realize this purpose,high throughput sequencing platform Illumina Hiseq was used to sequence the genome structure of C. nudiflora and K-mer analysis was applied to estimate genome size,repeat sequences and heterozygosity rate. Simple-sequence repeat( SSR) loci that are suitable as markers were identified by MISA software. The results showed the estimated genome size of C. nudiflora was 822. 43 Mb,with a 0. 85% heterozygosity rate and 71. 67% repeats,and the GC content of genome was about 49. 20%. Therefore,C. nudiflora belongs to a complex genome with high heterozygosity and repetition. SSR molecular genetic markers were analyzed in the genome sequence,and a total of 206 049 SSRs were identified,among which mono-nucleotide,di-nucleotide and tri-nucleotide repetitive motifs summed up to 198 993,accounting for 96. 57% of the total SSRs. Among the 2-6 nucleotide repeats,AT/AT,AAT/ATT,AGCC/CTGG,AAAAT/ATTTT and AGATAT/ATATCT have the largest number,respectively. This report represents the first genome-wide characterization of C. nudiflora,and provides a reference for the construction of the library for the fine sequencing of the genome,and a molecular basis for the development of SSR molecular markers as well as for the protection and utilization of gene resources.


Subject(s)
Callicarpa/genetics , Genome, Plant , Microsatellite Repeats , Genetic Markers , Polymorphism, Genetic
5.
Phytochemistry ; 218: 113952, 2024 Feb.
Article in English | MEDLINE | ID: mdl-38096963

ABSTRACT

Lanostane-type triterpenoids are the main characteristic constituents in Ganoderma mushrooms. Phytochemical analysis on the ethanol extract of the fruiting bodies of Ganoderma amboinense led to isolation and identification of twelve previously undescribed lanostane triterpenoids (1-12). Their chemical structures were determined by HR-ESI-MS, IR, and NMR spectroscopic analysis, NMR calculation, as well as X-ray crystallography. All isolates were evaluated for the α-glucosidase inhibitory and anti-inflammatory activities. Compounds 1, 5, 6, and 11 showed significant α-glucosidase inhibitory activity with IC50 values ranging from 33.5 µM to 96.0 µM. Moreover, compound 12 showed anti-inflammatory activity with IC50 value of 21.7 ± 2.1 µM.


Subject(s)
Ganoderma , Triterpenes , Triterpenes/pharmacology , Triterpenes/chemistry , Molecular Structure , Ganoderma/chemistry , alpha-Glucosidases , Fruiting Bodies, Fungal/chemistry , Steroids/analysis , Anti-Inflammatory Agents
6.
Front Chem ; 9: 797858, 2021.
Article in English | MEDLINE | ID: mdl-34976955

ABSTRACT

Three new humulane-type sesquiterpenoids, penirolide A (1), penirolide B (2), and 10-acetyl-phomanoxide (3), together with three known compounds aurasperone A (4), pughiinin A (5), and cyclo(l-Leu-l-Phe) (6) were isolated from the endophytic fungus Penicillium sp. derived from the leaves of Carica papaya L. Their structures including their absolute configurations were determined based on the analysis of NMR and HRESIMS spectra, NMR chemical shifts, and ECD calculations. Compounds 2, 3, 5, and 6 significantly inhibited glucagon-induced hepatic glucose production, with EC50 values of 33.3, 36.1, 18.8, and 32.1 µM, respectively. Further study revealed that compounds 2, 3, 5, and 6 inhibited hepatic glucose production by suppression of glucagon-induced cAMP accumulation.

7.
Fitoterapia ; 146: 104708, 2020 Oct.
Article in English | MEDLINE | ID: mdl-32827694

ABSTRACT

Patchouli is a tropical medicinal and spice crop with high economic value, and the endophytic microorganism is also one of its important components and can provide new active compounds with medicinal use. In the present study, four new biphenyl compounds named 3-O-demethylaltenuisol (1), (-)-dialtenuisol (5) and (+)-dialtenuisol (6), and altertoxin VII (9), as well as six known related compounds, were isolated from the patchouli (Pogostemon cablin) endophytic fungus Alternaria sp. PfuH1. The structures of the new compounds were elucidated from spectroscopic data, ECD spectra analysis, and ECD calculations. Compounds 5 and 6 are a pair of dimeric axially chiral enantiomers. Compounds 2, 4, and 9 showed antibacterial activities against S. agalactiae with MIC values of 9.3, 85.3, and 17.3 µg/mL, respectively, and compound 4 also showed weak antibacterial activity against E. coli with MIC value of 128 µg/mL.


Subject(s)
Alternaria/chemistry , Anti-Bacterial Agents/pharmacology , Biphenyl Compounds/pharmacology , Pogostemon/microbiology , Anti-Bacterial Agents/isolation & purification , Biphenyl Compounds/isolation & purification , Cell Line, Tumor , China , Endophytes/chemistry , Escherichia coli/drug effects , Flowers/microbiology , Humans , Microbial Sensitivity Tests , Molecular Structure
8.
Zhongguo Zhong Yao Za Zhi ; 33(13): 1528-32, 2008 Jul.
Article in Zh | MEDLINE | ID: mdl-18837306

ABSTRACT

OBJECTIVE: To determine and evaluate the residuals of organochlorine pesticides and heavy metals in soil and in Pogostemon cablin in order to provide for GAP planting. METHOD: GC method was applied to determine residuals of organochlorine pesticides, the contents of Pb, Cd, Cu, Cr, Hg and As were determined by IPC. RESULT: The contents of residuals of organochlorine pesticides and heavy metals were different among three cultivars and planting bases clearly, but all of the residuals in soil from three planting bases were below the second standard of Environmental quality standard for soils (GB15618), and the residuals in P. cablin also meet the "Green standards of medicinal plants and preparations for foreign trade and economy". CONCLUSION: Residuals of organochlorine pesticides and heavy metals in soil and P. cablin from three planting bases in Hainan province were conformed to GAP.


Subject(s)
Hydrocarbons, Chlorinated/analysis , Lamiaceae/growth & development , Metals, Heavy/analysis , Pesticide Residues/analysis , Soil Pollutants/analysis , Soil/analysis
9.
Zhongguo Zhong Yao Za Zhi ; 33(14): 1658-61, 2008 Jul.
Article in Zh | MEDLINE | ID: mdl-18841759

ABSTRACT

Review the research and development status that Chinese medicine are compatible with Tripterygium wilfordii for attenuation and synergy for recent year. From modern medicine view and Chinese medicine dialectical perspective explain the mechanisms and methods of compatibility applied to attenuation and synergy of T. wilfordii. Provide a reference for reasonable application of other toxic Chinese medicine. Prefer the suggestion that Chinese medicinal formulae can be developed into Chinese medicine compound preparation.


Subject(s)
Drugs, Chinese Herbal/therapeutic use , Medicine, Chinese Traditional/methods , Tripterygium/chemistry , Animals , Drug Combinations , Humans
10.
Zhongguo Zhong Yao Za Zhi ; 32(20): 2114-7, 2181, 2007 Oct.
Article in Zh | MEDLINE | ID: mdl-18306740

ABSTRACT

OBJECTIVE: To study the history of introduction and herbal medicine of Pogostemon cablin by textual researches and clarify the confusion in literatures. METHOD: Textual research on historical literatures, practical applications and field investigation were adopted. RESULT: The varieties of P. cablin for therapeutic uses were not chaotic, however there has existed confusion between P. cablin and Agastache rugosus in descriptions of appellation, habitat and characteristic of the original plants. CONCLUSION: It was proved that the term "Huoxiang" in Chinese medicinal works before Ming Dynasty was pointed to P. cablin. The cultivation history of P. cablin in China was traced to Liang Dynasty or before.


Subject(s)
Agastache/growth & development , Lamiaceae/growth & development , Pharmacognosy/history , Plants, Medicinal/growth & development , Agastache/anatomy & histology , Agastache/chemistry , China , Ecosystem , History, 15th Century , History, 16th Century , History, 19th Century , History, 20th Century , History, 21st Century , History, Ancient , History, Medieval , Lamiaceae/anatomy & histology , Lamiaceae/chemistry , Oils, Volatile/analysis , Plant Leaves/anatomy & histology , Plant Leaves/chemistry , Plants, Medicinal/anatomy & histology , Plants, Medicinal/chemistry
11.
Rev. bras. farmacogn ; 25(2): 117-123, Mar-Apr/2015. tab, graf
Article in English | LILACS | ID: lil-749857

ABSTRACT

Abstract The effects of allelochemicals and aqueous extracts from different Pogostemon cablin (Blanco) Benth., Lamiaceae, parts and rhizosphere soil on growth parameters, leaf membrane peroxidation and leaf antioxidant enzymes were investigated in patchouli. P. cablin seedlings were incubated in solutions containing allelochemicals and aqueous extracts from different patchouli parts and its rhizosphere soil at several concentrations. Firstly, the growth parameters were significantly reduced by the highest concentration of leaves, roots and stems extracts (p < 0.05). As compared to the control, plant height was reduced by 99.8% in the treatment with leaves extracts (1:10). The malondialdehyde content increased greatly when patchouli seedlings were subject to different concentrations of leaves, roots and stems extracts; meanwhile, the superoxide dismutase and peroxidase activities showed an increase trend at the low concentration, followed by a decline phase at the high concentration of roots and leaves extracts (1:10). What's more, leaves and roots extracts had a more negative effect on patchouli growth than stems extracts at the same concentrations. Secondly, the total fresh mass, root length and plant height were greatly reduced by the highest strength of soil extracts. Their decrements were 22.7, 74.9, and 33.1%, respectively. Thirdly, growth parameters and enzymatic activities varied considerably with the kinds of allelochemicals and with the different concentrations. Plant height, root length and total fresh weight of patchouli were greatly reduced by p-hydroxybenzoic acid (200 μM), and their decrements were 77.0, 42.0 and 70.0%, respectively. Finally, three useful measures on reducing the autotoxicity during the sustainable patchouli production were proposed.

12.
Rev. bras. farmacogn ; 24(6): 626-634, Nov-Dec/2014. tab, graf
Article in English | LILACS | ID: lil-741836

ABSTRACT

Sesquiterpenes Essential oil produced by patchouli was one of the most important naturally occurring base materials used in the perfume industry, containing various sesquiterpenes. Three different parts (leaves, stems and roots) of Pogostemon cablin (Blanco) Benth., Lamiaceae, were profiled in relation to different maturation phases in this paper, evaluating the variations in content of the major sesquiterpenes in the essential oil. Twelve sesquiterpenes were analyzed by GC-MS throughout the maturity of P. cablin. Patchouli alcohol (37.54%-51.02% in leaves, 28.24%-41.96% in stems and 14.55%-35.12% in roots) was the major sesquiterpene during the maturation of the plant. The average content of several other sesquiterpenes (α-bulnesene, α-guaiene, seychellene, β-humulene and caryophyllene) were higher than 3% among leaves, stems and roots. The content of essential oil, patchouli alcohol, α-bulnesene and several other compounds were highly accumulated at 210 days of maturation after cultivation of P. cablin. Thus, this period was the best moment to exploit the maximum level of these high value-added compounds in P. cablin. Furthermore, our results indicated that the essential oil extracted from leaves of P. cablin has the highest potential to be used in the perfume industry.

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