Colletotrichine A, a new sesquiterpenoid from <i>Colletotrichum gloeosporioides</i> GT-7, a fungal endophyte of <i>Uncaria rhynchophylla</i>

Chen, Xiaowei; Yang, Zhiwei; Sun, Jianhui; Song, Tongtong; Zhu, Bao-Ying; Zhao, Junwen

doi:10.1080/14786419.2017.1365071

Cited by 19 publications

(8 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It has a strong inhibitory effect on the cardiovascular system and significantly reduces blood pressure; it has obvious nerve conduction block infiltration anesthesia and spinal canal anesthesia; it has a significant inhibitory effect on the synaptic transmission process of the central nervous system and has antiepileptic effects [5][6][7]. It can be used to treat hypertension, sedation, sleeping, and antispasmodic effects [8][9][10][11][12]. e indole alkaloids of Uncaria rhynchophylla are the main active ingredients.…”

Section: Introductionmentioning

confidence: 99%

Tissue Distribution of Hirsutine and Hirsuteine in Mice by Ultrahigh-Performance Liquid Chromatography-Mass Spectrometry

Zhou

Chen

2020

Journal of Analytical Methods in Chemistry

View full text Add to dashboard Cite

Hirsutine and hirsuteine were two alkaloid monomers extracted from the traditional Chinese medicine Uncaria rhynchophylla, which have pharmacological effects such as antihypertension, anti-infection, and heart protection. An ultrahigh-performance liquid chromatography-mass spectrometry was established for the determination of hirsutine and hirsuteine in tissues (liver, kidney, heart, spleen, brain, and lung), and their absorption, distribution, and metabolism were studied for providing information on its pharmacological mechanism. UPLC BEH C18 column (2.1 mm × 100 mm, 1.7 μm) was used for chromatographic separation. The mobile phase was acetonitrile-0.1% formic acid, with a gradient elution, and the total run time was 4 min. Electrospray was used in the positive ion mode, and the multiple reaction monitoring (MRM) mode was for quantification. The acetonitrile precipitation method was used to remove protein-treated mouse plasma and tissue homogenate samples. In the concentration range of 2–5000 ng/g, hirsutine and hirsuteine in tissues showed good linearity (r > 0.995), and the lower limit of quantification was 2 ng/g. In the plasma and liver tissues, the interday and intraday precision of hirsutine and hirsuteine was less than 15%, the accuracy was between 90.9% and 110.1%, and the average recovery was better than 73.0%. The matrix effect was between 86.2% and 104.7%. The results showed that the precision, accuracy, recovery, and matrix effects meet the requirements for the study on the distribution of hirsutine and hirsuteine. After intraperitoneal administration of 10 mg/kg hirsutine and hirsuteine in mice, the distribution levels were highest in liver and kidney tissues, followed by the spleen and lung. Hirsutine and hirsuteine were low in brain tissue, but had obvious distribution, suggesting that they may pass through the blood-brain barrier.

show abstract

Section: Introductionmentioning

confidence: 99%

Tissue Distribution of Hirsutine and Hirsuteine in Mice by Ultrahigh-Performance Liquid Chromatography-Mass Spectrometry

Zhou

Chen

2020

Journal of Analytical Methods in Chemistry

View full text Add to dashboard Cite

show abstract

“…Three new azaphilones with an unusual methylene bridge, named mycoleptones A, B, and C (122)(123)(124), were obtained from cultures of Mycoleptodiscus indicus (Magnaporthaceae), a fungus isolated from South American medicinal plant Borreria verticillate ( Figure 10) [124]. Besides, other polyketides, austidiol (125), eugenitin (126), 6-methoxieugenin (127), and 9-hydroxyeugenin (128), were also produced ( Figure 10) [124,125]. Their structures contain a 12-carbon atoms polyketide skeleton unit-linked, through an amide bond, with a derivative of L-isoleucine, a rare compound class [116].…”

Section: J Fungi 2020 6 X For Peer Review 3 Of 31mentioning

confidence: 99%

“…A fungus endophyte from Uncaria rhynchophylla , C. gloeosporioides (Glomerellaceae), produced four novel lactams in culture broth, colletotrilactam A–D ( 129 – 132 ); colletotrichine A ( 133 ) and B ( 134 ); and eleven more compounds: 2-isopropyl-5-methyl-2,4-cyclohexadien-1-ol ( 135 ), cis-4-hydroxymellein ( 9 ), 8-methyl-mellein( 10 ), hederagonic acid ( 136 ), mellein ( 137 ) and blumenol A ( 138 ), aspergiketone ( 139 ), djalonenol ( 140 ), (4S)-(+)-ascochin ( 141 ), 12,13-dihydroxyfumitremorgin C ( 142 ) and fumitremorgin C ( 143 ) [ 124 , 125 , 126 ]. On the other hand, when grown in wheat bran medium, C. gloeosporioides produced nine compounds: 4-epi-14-hydroxy-10, 23-dihydro-24, 25-dehydroaflavinine ( 144 ), 10, 23-dihydro-24,25-dehydro-21–oxoaflavinine ( 145 ), ergosterol ( 146 ), ergosterol peroxide ( 147 ), mellein ( 137 ), 4, 5-dihydroblumenol A ( 148 ), cyclo(L-leucyl-L-leucyl) ( 149 ), and brevianamide F ( 150 ).…”

Section: Secondary Metabolites Produced By Endophytic Fungi From Rmentioning

confidence: 99%

“…On the other hand, xylarenone C ( 14 ) isolated from Camarops sp., had a minimum AChE inhibitory concentration of 6.25 μg, while the others compound ( 15 , 22 , and 30 ) from Camarops sp., showed weak acetylcholinesterase (AChE) inhibitory activity [ 101 ]. Recently, the sesquiterpenoids colletotrichines A( 133 ) and B ( 134 ) produced by C. gloeosporioides inhibited AChE activity with the half-maximal inhibitory concentration IC 50 values of 28.0 and 38.0 μg mL −1 , respectively [ 125 , 126 ].…”

Section: Biological Activitiesmentioning

confidence: 99%

See 1 more Smart Citation

Natural Products from Endophytic Fungi Associated with Rubiaceae Species

Cruz

Silva

Hamerski

2020

JoF

View full text Add to dashboard Cite

This review presents the chemical diversity and pharmacological properties of secondary metabolites produced by endophytic fungi associated with various genera of Rubiaceae. Several classes of natural products are described for these endophytes, although, this study highlights the importance of some metabolites, which are involved in antifungal, antibacterial, anti-protozoal activities; neurodegenerative diseases; cytotoxic activity; anti-inflammatory and antioxidant activity; and hyperglycemic control.

show abstract

“…gloeosporioides is a pathogen causing "colletotrichum" anthracnose, a serious disease found in more than 30 plant genera and has a wide host range [6]. While isolated as an endophyte from healthy plants, C. gloeosporioides has been reported to produce diversified structure types of bioactive secondary metabolites such as cyclic depsipeptides [7], polyketides [8], sesquiterpene lactones [9], butyrolactones [13] and sesquiterpenes [14][15] with neuroprotective [7], antifungal [11][12], antibacterial [8,16], PI3K α inhibitory [9] and cytotoxic activities [13].…”

Section: Introductionmentioning

confidence: 99%

Tridepsides from the endophytic fungus colletotrichum gloeosporioides associated with a toxic medicinal plant tylophora ovata

Sun

Zhu

Cao

et al. 2021

Frigid Zone Medicine

View full text Add to dashboard Cite

Introduction Bioactive secondary metabolites from the microbes living in frigid, toxic or other extreme environments are emerging as a new medicinal resource. Here, we report the discovery of new antidiabetic and anti-inflammatory compounds with novel structures from endophytic fungi hosted toxic medicinal plant. Methods The endophytic fungus isolated from toxic plants was fermented and extracted. The obtained extracts were purified with preparative HPLC to yield pure compounds. The purified compounds were examined by PTP1b inhibition and NO inhibition assays to evaluate their bioactivities. Results One new tridepsides (Compound 1), one new benzeneacetic acid derivative (Compound 3) and five known compounds (Compounds 2 and 4-7) were isolated from the ethyl acetate extract of Colletotrichum gloeosporioides, an endophytic fungus obtained from a toxic medicinal plant Tylophora ovata. Their structures were determined by spectroscopic data (1D and 2D NMR, HRESIMS) analyses. Compound 2 showed significant inhibitory activity against PTP1b with an IC50 value of 0.84 μM. Compounds 2 and 3 exhibited moderate inhibitory activities against the NO (nitric oxide) release in LPS-induced RAW 264.7 cells at 10 μM with percent inhibition of 39% and 33%, respectively. Conclusion The Compound 2 has potent PTP1b inhibitory effect indicating its antidiabetic potential and thus might be considered a lead compound for antidiabetic drug development.

show abstract

Colletotrichine A, a new sesquiterpenoid from Colletotrichum gloeosporioides GT-7, a fungal endophyte of Uncaria rhynchophylla

Cited by 19 publications

References 15 publications

Tissue Distribution of Hirsutine and Hirsuteine in Mice by Ultrahigh-Performance Liquid Chromatography-Mass Spectrometry

Tissue Distribution of Hirsutine and Hirsuteine in Mice by Ultrahigh-Performance Liquid Chromatography-Mass Spectrometry

Natural Products from Endophytic Fungi Associated with Rubiaceae Species

Tridepsides from the endophytic fungus colletotrichum gloeosporioides associated with a toxic medicinal plant tylophora ovata

Contact Info

Product

Resources

About